Explore Affordable Villa Rentals in Key West, FL

Parrot Key Hotel & Villas
Resort
2801 North Roosevelt Boulevard, Key West, FL, FL 33040, USA

Nestled along the Florida Bay, a short drive from historic Old Town Key West, Florida, this property offers an outdoor pool, casual cafe and a variety of activities. Parrot Key Hotel & Villas is surrounded by lush landscaping and gardens. Guests can go for a swim in one of the 4 outdoor pools, then enjoy a snack from the poolside The Grove Kitchen & Bar. The property is completely nonsmoking. Guests at the Parrot Key Hotel & Villas can spend the day kayaking. After a kayaking trip, guests can relax with an on-site massage or take the complimentary shuttle to the historic Key West old town city center. A 55-inch flat-screen TV and small fridge are featured in each accommodations at the Parrot Key Hotel & Villas. Guests can relax on their private terrace and enjoy views of the ocean and tropical landscape. For only $30 + tax per vehicle per night, enjoy 24-hour unlimited in and out valet service. PLEASE NOTE, THIS IS THE ONLY OPTION FOR PARKING (No self-park parking or street parking available in the area)

Guest Reviews:

- "Excellent" - "Wonderful hotel with a great staff." - "Tropical paradise!" - "Luxurious Oasis" - "over all good experience" - "Beautiful resort" - "I paid $900 for 2 nights, very expensive"

Coral Garden by Avantstay Great Location w/Balcony & Shared Pool
Villa
12 Coral Way, Key West, FL, 33040, USA

Located in Key West, this welcoming villa lets you experience it all. With the property's convenient onsite parking, you'll be ready to make the quick 2-minute drive to Key West Tropical Forest and Botanical Garden or the 3-minute drive to Key West Golf Club.

After you return, you can unwind at the beach, chill by the communal pool, or sip a drink in the garden; you may also like the balcony or patio. When you come inside, connect to the free WiFi or get cozy in front of the digital TV (streaming services available).

As you settle into this 2-bedroom, 2.5-bathroom rental, you'll find a living room, a sofa bed, air conditioning, and a ceiling fan. Bathroom amenities include free toiletries and towels. The kitchen is equipped with an oven, a stovetop, and a refrigerator, as well as a coffee maker, cookware, and a blender. And there's a washer/dryer, so you can even pack a bit lighter.

Guest Reviews:

- "The accommodations were very nice and comfortable. The place was clean and well maintained. TV/cable instructions would have been very helpful. The upstairs hallway smoke detector triggered for no apparent reason and i had to stand on a stool to deactivate it -kind of dangerous." - "Pool was too warm to swim all week and no grill. After we left got a $520 bill for damages. We left the property with no damage. Overall bad experience."

Key West Villas
Villa
512 Angela Street, Key West, FL, FL 33040, USA

Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi are provided. All rooms feature a private bath, small refrigerator, and microwave. Apartments at Key West Villas include a fully-equipped kitchen and seating area. Key West Villas guests can hire a bicycle and explore Key West. A guest launderette is available as well. Guests will be within 10 minutes’ walk of The Southernmost Point and the Ernest Hemingway Home and Museum. Mallory Square's shopping and sunset celebrations are also 10 minutes’ walk from the property. "Please note, rooms are located on a raised ground floor, accessible via a few steps."

Guest Reviews:

- "A great place to visit Key West….fab location" - "One of the best B&Bs I’ve ever stayed in." - "Best location to stay in Key West" - "Exactly what we needed for a perfect getaway! Super happy with finding them on booking.com" - "Great place in Key West" - "Perfect facilities and hospitality" - "A real gem of a property, where the hosts truly understand the concept of hospitality." - "Perfect location for Old Key West. Room size was great. Overall Kevin and Heather were great hosts"

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Villa
Key West, Florida, USA

• Luxury 2nd & 3rd floor Penthouse
• 3 Bedrooms with private porches & 2 1/2 Baths
• 2200 square feet of living space
• Over 2000 square feet of porches and decks
• Backyard with tropical landscaping, pool & waterfall
• Huge roof top sun deck overlooking Duval Street
• off-street parking

One of a kind! Located in the heart of Old Town Key West on famous Duval St. just steps from restaurants, shops and theatres, this very unique Duval Street Luxury Residence offers a discerning traveler the best of Key West.

Brand new and beautiful, this sprawling two-story penthouse has three bedrooms, each with private terraces, a huge roof top sun deck overlooking the action of Duval St and a private tropical garden with pool and gorgeous waterfall to relax by.

Fine furnishings and art, top of the line Viking kitchen, fabulous bathrooms, and endless outdoor entertaining & sun worshiping areas make this a very special Key West retreat.

Keywords: Penthouse

Guest Reviews:

- "What a gem! This property is amazing. The location, the layout, the balconies overlooking Duval street, and the furnishing couldn’t have been more perfect. Added bonus is the shaded pool tucked in back yard to cool off and relax after a busy day touring around the island. Would stay here again for sure." - "Awesome location!! Loved the pool and all the room. Very private even though it’s on Duval" - "Great stay and the location could not be better. The pool was perfect and was actually a little larger than it appeared in the photos. Our host was very responsive to questions and was able to deliver a couple of things we needed promptly. We loved sitting out on the balcony and listening to live music from the venue next door. The only thing we would have liked better is direct access to Duval St. without having to walk around the block."

Rose Lane Villas
Villa
511 Eaton Street (Check-in Location), Key West, FL, FL 33040, USA

Located in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.1 mi from the Southernmost Point. A fully equipped kitchen is available in each villa at Rose Lane Villas. A flat-screen TV and DVD player are included. The private bathrooms offer a hairdryer and free toiletries. Select villas have a balcony or porch as well. Free Wi-Fi is available, and the property offers parking Key West Aquarium is 5 minutes’ walk from these villas. Guests will be 0.9 mi from the Ernest Hemingway Home and Museum.

Guest Reviews:

- "will be back" - "Absolutely beautiful great sized villa. Comfortable, convenient location, staff was excellent and villa was spotless." - "Fabulous!" - "Perfection!" - "Perfect" - "Great stay, excellent location, better than expected!" - "Fantastic!" - "A very comfortable place to stay and close to Duval Street." - "Great location! Downside is a little loud at night time for early birds. Overall a perfect place to stay for families."

Secret Villa I @ Old Town with Private Pool, close to Duval!
Villa
Key West, Florida, USA

- Secret Villa I -

A Newly Renovated, Private Sanctuary, Centrally Located off of Duval Street with your very own private pool. Secret Villa I is available for rent exclusively on VRBO and HomeAway. We have recently completed a total update of the Secret Villa I kitchen and bathrooms to match the beauty of her sister property, Secret Villa II. Please Note there is a Security Camera On the Front porch. Please Contact the Property Manager To Have It Disconnected if you Wish

Secret Villa I is the perfect vacation rental for discerning, upscale clientele. The property is a newly renovated 3BR, 3BA home with a heated pool situated in the heart of old town on a quiet and private lane. The fenced-in private pool is surrounded by lush gardens, natural vegetation, and tropical canopies, providing our guests with the privacy and intimacy that Key West visitors are looking for. Newly renovated inside and out so that you and your party experience Key West in a clean & comfortable environment where everything is just right.

If you are looking for additional accommodations our sister property Secret Villa II is available in the same compound. Please see our VRBO listing #692758 for availability.

- The Location -

SVI is just 1.5 blocks from Key West's most famous party area - Duval Street! Enjoy the hustle and bustle of live music and world renowned restaurants, then you and your party can retire to SVI's private, fence enclosed sanctuary.

SVI is conveniently located on a private lane just off Simonton, between Southard and Fleming (just behind the Marquesa Hotel). It’s an extremely unique location for such a large Villa. SVI provides the convenience of being within walking distance to all the action Old Town has to offer, while still allowing guests to retreat to the sanctuary, a much more tranquil atmosphere that only a home on a quiet Key West lane can provide. Although a driveway is provided, most guests find they leave the keys at home and instead walk or bike to local attractions - fine dining, bars, galleries, nightlife, shopping, museums, and much, much more! And although the heated pool may encourage you to relax and sunbathe at home, three of the most popular Key West beaches are within a minute's bike ride.

Please note - one mid-sized car or small SUV can comfortably fit in the driveway.

- Secret Villa I is a Healthy Environment Experience -

Anyone who has traveled in the tropics knows humidity is the enemy, quickly turning even elegant venues into musty unhealthy experiences. No matter how much a place is cleaned or overly scented with perfumes to hide the problem, the only way to have a healthy house is to address humidity and air quality head on!

At Secret Villa I, the entire structure has been renovated including the air quality and air handling equipment. All furniture, draperies, mattresses, pillows and linens are clean and new. All duct work was either replaced or cleaned with eco-friendly antimicrobial agents. The HVAC system includes HEPA filtration and whole house dehumidification. The house has hurricane impact windows and doors that seal in the low humidity and HEPA-clean air making it pleasant throughout the entire house.

Also while guests may smoke their Havana cigars out by the pool, we have a “No Smoking” policy inside the house. The result is an extraordinarily healthy environment where guests wake up feeling refreshed, energized, and ready to meet the day!

- The Accommodations -

All SVI rooms are large and comfortable making the house a perfect getaway for 2 to 3 couples. The 2nd floor has 2 master bedrooms each with an en suite bathroom - one with a California King bed and the other with a King bed. The upstairs bedrooms share a large outside porch where guests can enjoy a late night glass of wine while watching the night sky and taking in a cool evening breeze. The first floor bedroom shares a bath with the living room and comes furnished with a Queen sized bed. The first floor bedroom is perfect for in-laws or grandparents that may be part of your vacation party.

All beds have recently been updated with double pillow tops, ultra luxurious, extra firm mattresses. All bedrooms include extra soft, high thread count sheets with 6 pillows, a comforter, extra sheets, blankets, towels, dark make-up removing towels, a ceiling fan, black-out curtains, smoke detector, safe, and flat screen cable TV. Every convenience has been thought-of and added, including even small conveniences such as powerstrips with USB connections on both sides of the bed. Although designed for 3 couples, the living room also includes a full-sized pullout bed.

- The Private Pool -

One of the highlights of this home is the private pool area. Fully fenced and surrounded by lush tropical greenery for safety and complete privacy, this will undoubtedly be a primary gathering place for your group. The comfortable chaise lounges can be pulled into the sun or the shade right beside the pool. Sun bathing can be on the upper terrace or poolside, and multiple pool towels are provided.

The pool area includes a propane grill for an outdoor BBQ by the pool. Enjoy the view from the upper terrace that overlooks the rooftops and the trees of Old Town, or mix-up some much-deserved cocktails in the blender as you watch the rest of your group play in the pool and the burgers cook on the grill.

- The Living Area & Kitchen -

Secret Villa I boasts an extra large living room with high ceilings and luxurious modern furnishings including a 60” LED HDTV with premium Cable. Secure 100MB/s high-speed internet with wifi is available throughout the property. Floor to ceiling double french doors allow natural light to pour into the first floor all day while blackout curtains provide privacy at night. A full complement of games are located in the credenza under the living room TV (i.e. Poker chip set and playing cards, Clue, Monopoly, Cards Against Humanity, Yahtzee, Scrabble, etc.).

Amateur and master chefs alike will love their cooking experience in the fully equipped and spacious kitchen. If you enjoy staying in and creating your own meals, every high-end modern kitchen appliance can be found right in the comfort of your vacation home. The kitchen includes state of the art appliances and all of the tools and utensils you will need to prepare a meal at home when taking a break from the restaurant options of Key West. Open shelving allows guests to easily select the right wine, beer, or cocktail glass for your own happy hour (blender provided!). The outdoor patio, accessible from either the kitchen or living room, has seating for eight.

Conveniently located at the end of the kitchen is a state-of-the-art, over-sized washer and dryer, making laundry tasks quick, easy, and finished while you’re out and about enjoying the town.

- Summary -

SVI is more than fantastic – instead it’s actually JUST RIGHT! Newly renovated, clean, comfortable, spacious, private, lush, and centrally located.

Secret Villas Key West is proud to represent this paradise home and to provide you with the vacation experience you’ve always wanted and deserved.

Guest Reviews:

- "I love this place very close to everything. Private pool is beautiful. Can’t wait to go back." - "We loved Secret Villa 1! Had a fabulous stay, the house was a little oasis with everything thought about from the check in to the departure. All the little details were there - would stay here again without a second thought!" - "Loved this side of the property just as much as the other. Great amenities, wonderful pool and perfect location."

Old Town Garden Villas
House

Located in Key West, Old Town Garden Villas offers an outdoor pool. This self-catering accommodation features free WiFi. The villa will provide you with a TV, air conditioning and a patio.There is a full kitchen with a dishwasher and a microwave. Private bathroom also comes with a bath or shower. At Old Town Garden Villas you will find a garden and barbecue facilities.

Amenities:

Child Friendly • Internet • Pool • Air Conditioner • View • Ocean View

Secret Villa II @ Old Town: with Private Pool, close to Duval!
Villa
Key West, Florida, USA

- Secret Villa II -

A Newly Renovated, Private Sanctuary, Centrally Located off of Duval Street with your very own private pool. Secret Villa II is available for rent exclusively on VRBO and HomeAway. We have recently completed a total update of the pool deck to match the beauty and size of her sister property, Secret Villa I. Please Note there is a Security Camera On the Front porch. Please Contact the Property Manager To Have It Disconnected if you Wish

Secret Villa II is the perfect vacation rental for discerning, upscale clientele. The property is a newly renovated 3BR, 3BA home with a heated pool situated in the heart of old town on a quiet and private lane. The fenced-in private pool is surrounded by lush gardens, natural vegetation, and tropical canopies, providing our guests with the privacy and intimacy that Key West visitors are looking for. Newly renovated inside and out so that you and your party experience Key West in a clean & comfortable environment where everything is just right.

If you are looking for additional accommodations our sister property Secret Villa I is available in the same compound. Please see our VRBO listing #754594 for availability.
- The Location -

SVII is just 1.5 blocks from Key West's most famous party area - Duval Street! Enjoy the hustle and bustle of live music and world renowned restaurants, then you and your party can retire to SVII's private, fence enclosed sanctuary.

SVII is conveniently located on a private lane just off Simonton, between Southard and Fleming (just behind the Marquesa Hotel). It’s an extremely unique location for such a large Villa. SVII provides the convenience of being within walking distance to all the action Old Town has to offer, while still allowing guests to retreat to the sanctuary, a much more tranquil atmosphere that only a home on a quiet Key West lane can provide. Although a driveway is provided, most guests find they leave the keys at home and instead walk or bike to local attractions - fine dining, bars, galleries, nightlife, shopping, museums, and much, much more! And although the heated pool may encourage you to relax and sunbathe at home, three of the most popular Key West beaches are within a minute's bike ride.

Please note - one mid-sized car or small SUV can comfortably fit in the driveway.

- Secret Villa II is a Healthy Environment Experience -

Anyone who has traveled in the tropics knows humidity is the enemy, quickly turning even elegant venues into musty unhealthy experiences. No matter how much a place is cleaned or overly scented with perfumes to hide the problem, the only way to have a healthy house is to address humidity and air quality head on!

At Secret Villa II, the entire structure has been renovated including the air quality and air handling equipment. All furniture, draperies, mattresses, pillows and linens are clean and new. All duct work was either replaced or cleaned with eco-friendly antimicrobial agents. The HVAC system includes HEPA filtration and whole house dehumidification. The house has hurricane impact windows and doors that seal in the low humidity and HEPA-clean air making it pleasant throughout the entire house.

Also while guests may smoke their Havana cigars out by the pool, we have a “No Smoking” policy inside the house. The result is an extraordinarily healthy environment where guests wake up feeling refreshed, energized, and ready to meet the day!

- The Accommodations -

All SVII rooms are large and comfortable making the house a perfect getaway for 2 to 3 couples. The 2nd floor has 2 master bedrooms each with an en suite bathroom - one with a California King bed and the other with a King bed. The upstairs bedrooms share a large outside porch where guests can enjoy a late night glass of wine while watching the night sky and taking in a cool evening breeze. The first floor bedroom shares a bath with the living room and comes furnished with a Queen sized bed. The first floor bedroom is perfect for in-laws or grandparents that may be part of your vacation party.

All beds have recently been updated with double pillow tops, ultra luxurious, extra firm mattresses. All bedrooms include extra soft, high thread count sheets with 6 pillows, a comforter, extra sheets, blankets, towels, dark make-up removing towels, a ceiling fan, black-out curtains, smoke detector, safe, and flat screen cable TV. Every convenience has been thought-of and added, including even small conveniences such as powerstrips with USB connections on both sides of the bed. Although designed for 3 couples, the living room also includes a full-sized pullout bed.

- The Private Pool -

One of the highlights of this home is the private pool area. Fully fenced and surrounded by lush tropical greenery for safety and complete privacy, this will undoubtedly be a primary gathering place for your group. The comfortable chaise lounges can be pulled into the sun or the shade right beside the pool. Sun bathing can be on the upper terrace or poolside, and multiple pool towels are provided.

The pool area includes a propane grill for an outdoor BBQ by the pool. Enjoy the view from the upper terrace that overlooks the rooftops and the trees of Old Town, or mix-up some much-deserved cocktails in the blender as you watch the rest of your group play in the pool and the burgers cook on the grill.

- The Living Area & Kitchen -

Secret Villa II boasts an extra large living room with high ceilings and luxurious modern furnishings including a 60” LED HDTV with premium Cable. Secure 100MB/s high-speed internet with wifi is available throughout the property. Floor to ceiling double french doors allow natural light to pour into the first floor all day while blackout curtains provide privacy at night. A full complement of games are located in the credenza under the living room TV (i.e. Poker chip set and playing cards, Clue, Monopoly, Cards Against Humanity, Yahtzee, Scrabble, etc.).

Amateur and master chefs alike will love their cooking experience in the fully equipped and spacious kitchen. If you enjoy staying in and creating your own meals, every high-end modern kitchen appliance can be found right in the comfort of your vacation home. The kitchen includes state of the art appliances and all of the tools and utensils you will need to prepare a meal at home when taking a break from the restaurant options of Key West. Open shelving allows guests to easily select the right wine, beer, or cocktail glass for your own happy hour (blender provided!). The outdoor patio, accessible from either the kitchen or living room, has seating for eight.

Conveniently located at the end of the kitchen is a state-of-the-art, over-sized washer and dryer, making laundry tasks quick, easy, and finished while you’re out and about enjoying the town.

- Summary -

SVII is more than fantastic – instead it’s actually JUST RIGHT! Newly renovated, clean, comfortable, spacious, private, lush, and centrally located.

Secret Villas Key West is proud to represent this paradise home and to provide you with the vacation experience you’ve always wanted and deserved.

Guest Reviews:

- "We had a wonderful 4 nights at this property. The location is ideal being so close to Duval Street. The house was just as described with everything you might need. Check in was smooth and we very much recommend this property if you are staying in Key West." - "We loved having the large living area and pool. The kitchen was well stocked with basics like coffee filters, coffee and spices. Having a washer and dryer was a bonus. Three couples stayed in the house. We each had our own bedroom and private bathroom."

Coral Villa by AvantStay Close 2 DT Key West Shared Pool Patio
Villa
Stock Island, FL, USA

Coral Villa by AvantStay Close 2 DT Key West Shared Pool Patio offers accommodations in Stock Island, 4.6 miles from Ernest Hemingway Home and Museum and 4.6 miles from Duval Street. This property offers access to a balcony, free private parking, and free Wifi. Mallory Dock is 5 miles away and Mallory Square is 5 miles from the villa. The air-conditioned villa is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 3 bathrooms. Towels and bed linen are offered in the villa. For added privacy, the accommodation features a private entrance. Guests can enjoy the outdoor swimming pool at the villa. Southernmost Point is 4.8 miles from Coral Villa by AvantStay Close 2 DT Key West Shared Pool Patio, while Key West Aquarium is 5 miles from the property. Key West International Airport is 1.9 miles away.

Amenities:

Child Friendly • Air Conditioner • Pool • Internet • Fireplace/Heating • Parking • View • Sports/Activities • Security/Safety

Location In Down Town Key West W/2 Pools, Huge Private Roof Deck & Parking
Villa
key west, Florida, USA

Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theaters and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless porches, terraces and a huge, fabulous decks that overlooks the action on Duval St.

Comprised of two buildings—a luxurious Duval St. penthouse with 3 bedrooms and 2.5 baths, and a lovely 3 bedroom, 3.5 bath guest house. The two-story penthouse is designed after a chic urban flat with an island twist. The spacious, open floor plan is complemented by beautiful island-style furnishings and art work. French doors open onto terraces from every room, and there is a covered dining terrace off the gourmet kitchen. A private heated pool or hot tub with waterfall is the perfect finishing touch.

The guest house has three bedrooms, all with private baths, graciously spread out over three floors. The ground floor features a fabulous gourmet kitchen, dining area, half bath, and sitting room with a wall of French doors that open onto the deck and private heated pool with waterfall.

The master bedroom is located on the second floor and has a balcony and marble bathroom. Down the hall is a cozy den with a sleeper sofa. The two third-floor guest suites are spacious and private with beautiful tree-top views of Old Town.

Amenities include 2 off-street parking spaces, two private heated pools, gourmet Viking kitchens, HD flat screen TVs, Ipod docks, WiFi, laundry, and central heat & air conditioning.

Keywords: Key West Vacation Rental, Walk to everything.

Guest Reviews:

- "This was the perfect location on Duval Street - right near all of the bars/restaurants, easy walk to Mallory Square for the sunsets. Great setup with 2 houses on one property, everyone had plenty of space" - "Amazing house! Great location, house was very clean. Pictures were exactly as advertised, and the owner was very responsive to any questions we had, would definitely rent again!!!" - "Excellent Location and Nice homes. Convenient to everything. Mark easy to deal with ."

NEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking
House
Duval Street 1075, Key West, FL, 33040, USA

NEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking is located in Key West, just a 18-minute walk from Key West Aquarium and one mile from Mallory Dock. This vacation home features air-conditioned accommodations with a patio. The property is a 6-minute walk from South Beach and within 400 yards of the city center. With free Wifi, this 2-bedroom vacation home offers a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Guests at the vacation home can enjoy cycling nearby, or make the most of the outdoor pool. Popular points of interest near NEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking include Ernest Hemingway Home and Museum, Duval Street, and Southernmost Point. Key West International Airport is 2.5 miles away.

Amenities:

Accessibility • Sports/Activities • Parking • Air Conditioner • Security/Safety • Internet • Pool

Two Bedroom Two Bath Poolside Villa Steps from Duval!
Villa
Key West, Florida, USA

We have the perfect accommodation for a family vacation or friends getaway in Old Town Key West, Florida. Our Two-Bedroom Poolside Villa has two bathrooms and features Dade County pine interior walls and floors with a gracious kitchen, dining area, and living room. This spacious vacation rental can accommodate up to six people, two in each of its two bedrooms and two additional people on a convertible sofa in the living room.

* 1 King, 1 Queen, 1 Queen Sleeper Sofa
* 2 Full Bathrooms
* Sleeps up to 6 People
* Full Kitchen with Dining Area
* Flat Screen TV with Cable
* Shared Heated Pool
* Continental Breakfast Included
* Parking by Reservation ($15/night plus tax)
* 200 Feet from Duval Street

Guest Reviews:

- "Wonderful staff. Clean and quaint. Wonderful location! Will be back." - "Our group of 5 ladies had a blast staying here! Everything was just lovely, from breakfast, to happy hour, to relaxing by the pool! If you are on the fence, stay here! You won't regret it. The staff is super friendly and helpful. These Villas are in the heart of downtown Key West, so you can walk pretty much anywhere. Thanks again Kevin! We will certainly be back for another stay in the future!"

Old Town Garden Villas - Abaco Suite
Apartment
Key West, FL, USA

Old Town Garden Villas - Abaco Suite is located in Key West, just a 17-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. The apartment has access to a restaurant. The property is 300 yards from the city center and a 8-minute walk from South Beach. The air-conditioned apartment consists of 1 bedroom, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a walk-in shower and a hair dryer. Towels and bed linen are provided in the apartment. The property has an outdoor dining area. Guests at the apartment can enjoy cycling nearby, or make the most of the outdoor pool. Popular points of interest near Old Town Garden Villas - Abaco Suite include Duval Street, Ernest Hemingway Home and Museum, and Southernmost Point. Key West International Airport is 2.5 miles away.

Amenities:

Restaurant • Air Conditioner • Laundry • Fireplace/Heating • Sports/Activities • Spa • Security/Safety • Balcony/Terrace • Wellness Facilities • Pool • Barbecue/Outdoor Cooking • Pet Friendly

Two Bedroom Two Bath Balcony Villa Steps from Duval!
Villa
Key West, Florida, USA

The Two Bedroom Balcony Villa is a gracious two story Key West rental decorated in a tropical style with a living room, dining area, a luxurious kitchen, and two bathrooms. It can accommodate up to six people, two in each of its two bedrooms and two additional persons on a convertible sofa in the living room. Book a Key West getaway today!

* 1 King, 1 Queen, 1 Queen Sleeper Sofa
* 2 Full Bathrooms
* Sleeps up to 6 People
* Continental Breakfast Included
* Full Kitchen with Dining Area
* Shared Pool Deck and Private Balcony
* Flat Screen TV with Cable
* Parking by Reservation ($15/night plus tax)
* 200 Feet from Duval Street

Guest Reviews:

- "Great place to stay and great owners!" - "We would stay here again." - "We are frequent travelers to KW and have never stayed at the same property twice. Some are good, some leave something to be desired. Kevin & Heather's Key West Villas change all of that! We already rebooked for our second stay. It's a great facility. Supremely clean and quiet. The suites are delightful, airy & have excellent A/C. More importantly, the people make this place. Breakfast, snacks and group happy hour with daily themed shots with the other guests are a complete riot. The central pool and hot tub area are prime gathering spaces to get together, float and shoot the breeze. The proprietors are friendly, genuinely concerned with your enjoyment and the best communicators I've ever seen regarding your run up to the stay and through the entire trip. Looking forward to being back multiple times. See you soon!"

Villa Angelita by Last Key Realty
House
421 Angela Street Unit B, Key West, FL, 33040, USA

Villa Angelita by Last Key Realty in Key West provides accommodations with free Wifi, a few steps from Duval Street, a 4-minute walk from Ernest Hemingway Home and Museum, and 0.6 miles from Southernmost Point. The property is close to several well-known attractions, a 4-minute walk from San Carlos Institute Casa Cuba, 400 yards from Jackson Square, and a 10-minute walk from Harry S Truman Little White House. The property is a few steps from the city center and a 12-minute walk from South Beach. The air-conditioned vacation home is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. A TV with cable channels is provided. For added privacy, the accommodation features a private entrance. Popular points of interest near the vacation home include Key West Aquarium, Mallory Dock, and Mallory Square. Key West International Airport is 2.5 miles away.

Amenities:

Pet Friendly • Spa • Child Friendly • Security/Safety • Pool • Wellness Facilities • Internet • Sports/Activities • Parking • Fireplace/Heating

Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access
Villa
Key West, Florida, USA

Welcome to Admirals Gold, a luxurious weekly vacation rental nestled in the prestigious Truman Annex neighborhood. This 4-bedroom, 3.5-bathroom home is the perfect destination for those seeking a spacious and luxurious escape for the entire family. Quintessential Key West architecture provides an authentic lifestyle experience with a charming covered front porch, tin roof, clapboard siding, and white picket fences.

Inside, this entire 3-Story home is filled with natural light. Light wood flooring, wide crown molding, fashionable lighting, and colonial window shutters set the stage for a beautiful fusion of tropical furnishings. During sunset time diffused window light bathes the rooms in a golden glow, setting the tone to relax and unwind island style. A private garden patio adjoining the great room is set for outdoor lounging and dining.

When you`re not basking in the comfort of this admirable home, you’re just a short stroll away from some of Key West`s most desirable Old Town attractions. Plan to visit the Truman Little Whitehouse museum, explore the one-of-a-kind Truman Waterfront Park and revel in the stunning ocean views and entertainment it offers. A favorite destination is the Key West Amphitheater, featuring both local and world-famous music performances. Kids in your party will love the playground with fountain Splash Pad. And when you`re in the mood for beachside bliss, Fort Zachary Taylor Beach, considered the best beach on the island, awaits you just moments away.

Interior Layout

With its sophisticated design and impeccable attention to detail, the 3-story Admirals Gold - Private Key West Luxury Villa promises a dream worthy stay. The open floor plan of this 2,500 Sq ft vacation rental seamlessly blends indoor and outdoor living spaces, allowing guests to fully immerse themselves in the beauty of the surroundings. Expansive windows and glass French doors provide unobstructed views of the private gardens, capturing the classical tone that envelopes Truman Annex. The interior design was thoughtfully chosen to complement the island setting and create an atmosphere of casual refinement.

Entrance:

A hidden walkway lined with manicured tropical leads to the front entrance. Before you step up onto the front porch, take a moment to enjoy the rooster sculpture standing proudly in the garden. According to lore, the rooster is a symbol of good luck and prosperity. And beyond that, the rooster is the unofficial mascot of Key West, where gypsy chickens are legally protected due to their significance to the islands colorful culture.

1st Floor: As you enter the front door the expansive great room captivates your senses. The entire great room is painted in a soothing sand color and trimmed with bright white wainscoting. Artwork reflects your whereabouts with a map of the Caribbean and a luminous rooster painting.

To your right, the newly renovated kitchen dips back into the front of the house. The kitchen is fully equipped with upscale appliances, and complete dining, cooking, and hosting sets. Displaying classic bright white cabinets with glass front doors, the ceiling is adorned with a fanciful metal sculpture chandelier. Finished with stylish quartz marble countertops the breakfast bar is fitted with artful hand-carved wooden chairs.

A bamboo bentwood dining table and chairs, topped with an elaborate seashell chandelier, is situated behind the breakfast bar. The dining room sets a tropical tone and creates a natural division between the kitchen and the living room.

To your left, conveniently located beneath the staircase, you’ll find a powder room with sink and commode. The cultivated design incorporates grass reed wallpaper that is appointed with a round gold mirror and gilt palm tree wall sconces.

Returning to the great room, kick back in style in the elegant and comfortable living room. A soft textured matching sofa and loveseat is paired with a soft print armchair. The seating area is finished with bamboo side tables with reading lamps, and perfectly complimented with a mango wood credenza plus teak and metal coffee table. A 72-inch TV is mounted on the wall for easy viewing from anywhere in the great room.

Two sets of single-pane glass French doors comprise the rear of the first floor. The doors provide a great view and seamless indoor/outdoor connection during the cooler months and access to the private tranquil sitting patio.

2nd Floor: A wooden staircase on the wall opposite the dining area, leads upstairs. Steps topped with dark wood treads and fronted with bright white risers, varnished wood railing, and capital topped posts reflect a timeless Key West design. At the top of the stairs, a bedroom hallway leads to the master suite and guest bedroom.

Both bedrooms feature a Tommy Bahama style décor, creating an opulent Caribbean/British Colonial feel. Dark wood, woven rattan, and carved bureaus reflect the essence of sophisticated island living. Floors are covered with wall-to-wall seagrass carpet, and palm leaf ceiling fans complete the upscale décor.

Guest Bedroom One – Directly to your right at the stair landing, lies the guest bedroom. Sunshine yellow walls seem to glow against the dark furnishings. The king size bed features carved bamboo posts, and the matching armoire features Chippendale inspired cutouts and woven rattan panels. Bedside tables on either side offer woven base reading lamps. A double sash window provides a beautiful view of the treetops.

Just outside this guest room is the guest bathroom. The effervescent green mosaic tile with round portal window is reminiscent of the tropical rainforest the Truman Annex neighborhood so closely shares its climate with. A single sink vanity is topped with a gold tone mirror and faucet to match the fixtures in the shower. Back in the bedroom hallway, at the front of the house is the master suite.

Master Suite – A sumptuous king size bed of dark wood, woven rattan, and pineapple posts and matching bedside tables and lamps elevates the bedroom to a luxurious exotic retreat. Grass reed wallpaper adds to the sophisticated aesthetic. Three sets of sash windows stream in natural light and a full-length mirror reflects the twilight glow. Connecting with the bedroom is the private master bath.

The master bathroom is made exquisite with a quartz marble countertop finished with sunken double sinks and gold tone bath fixtures. A counter to ceiling mirror above the vanity provides the perfect place to primp. The oversize shower, with ceiling rain shower, features a stunning Caribbean blue mosaic tile wall.

Laundry Closet – Step back into the hallway, you’ll appreciate the convenient location of the laundry closet. The stacked washer/dryer are kept hidden behind a closet door. At the opposite end of the hall, the staircase switches back to the 3rd floor where we find two more guest bedrooms.

3rd Floor: On opposite ends of the third floor lie guest room two and three. Both bedrooms are similarly appointed with two queen size beds placed on either side of a sash window. The front bedroom is shown with the white bedside table and bold colorful rug. The bedroom toward the back of the house is shown with the grass woven bedside table and the round blue and white rug.

The full bathroom is located just outside the front bedroom. It offers a single shower and is nicely finished with a marble topped single sink and wooden shelves to place your toiletries. Back in the hall, across from the bathroom door, a bench has been placed to drop your personal things or take off your shoes.

Guests who nestle on the 3rd floor can enjoy elevated treetop views. And when the sunsets, it’s great to be up high when the magical glow of sunset seeps through the windows.

Grounds:

Throughout the day, guests can enjoy the property`s outdoor spaces, designed for relaxation and enjoyment. A private courtyard garden, adorned with lush vegetation and comfortable seagrass sofa seating and teak dining table with wicker chairs, becomes a sanctuary in which to unwind and absorb the enchanting atmosphere.

Whether sipping coffee, a refreshing cocktail or engaging in conversation with loved ones, the serene beauty adds an extra layer of tranquility and luxury to these outdoor spaces. Additionally, you have access to a shared pool, exclusive for residents, allowing you to cool off and relax in the refreshing water after a day of exploring.

Step outside the gates of the Truman Annex community, and you’re at the waterfront or in the vibrant heart of downtown Old Town Key West. Immerse yourself in the island`s famous bars, indulge in exquisite dining experiences at the wonderful restaurants, catch a captivating theater performance, or witness the lively energy of Mallory Square.

Amenities: Private back garden patio, shared pool, lush tropical landscaping. Quartz marble countertops, upscale steel appliances, fully equipped kitchen, washer and dryer, central air conditioning, Wi-Fi, 76-inch TV.

Activities: Short walk to all Old Town Key West features. 10-to-15-minute stroll to Mallory Square Sunset Celebration. Just a few short streets from Duval St. Short walk to Fort Zachary Taylor State Park and Beach, Truman Waterfront Park, the Key West Amphitheater, and the Truman Little Whitehouse Museum. Close to boutique shopping, art galleries, and a variety of national and international restaurants, coffee shops. Close to the beach. You can get everywhere in the Old Town on foot in a short time (remember - it takes 3 to 4 Key West streets to make a city block). Colorful and historic Bahama Village is just outside the main front gate, and home to a delightful variety of cool and funky cafes and restaurants.

PAYMENT: Payment for the rental will be processed outside of VRBO according to the terms of your rental agreement (sent for review upon reservation). Payments by credit card are subject to an additional 2.95% merchant processing fee.

Guest Reviews:

- "The location of this home is perfect for walking to restaurants, bars and the beach at Fort Zachary Taylor. Kitchen had everything needed for cooking and dining in as well. The property management team were very responsive." - "Everything was wonderful. Attentive management and very well decorated. " - "The property was beautiful and spacious. My whole family was comfortable and enjoyed." - "Clean and spacious with 3 stories for everyone to spread out and work as needed w/good internet. Best provisioned VACASA property that I've stayed in for basic supplies. We didn't cook much but there was a nice BBQ pit in the small but enjoyable patio space. Truman Annex is a delightful and shady development just off the main downtown area and is an easy walk to everything. Local management was very accommodating with our requests. Thank you! We will stay here again!"

Coral Garden by AvantStay Great Location w Balcony Shared Pool
Villa
Stock Island, FL, USA

Coral Garden by AvantStay Great Location w Balcony Shared Pool is located in Stock Island, just 4.7 miles from Ernest Hemingway Home and Museum and 4.8 miles from Duval Street. This property offers access to a balcony, free private parking, and free Wifi. Southernmost Point is 4.9 miles away and Key West Aquarium is 5.1 miles from the villa. The air-conditioned villa is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Towels and bed linen are featured in the villa. For added privacy, the accommodation features a private entrance. The villa conveniently has an outdoor pool. Mallory Dock is 5.1 miles from Coral Garden by AvantStay Great Location w Balcony Shared Pool, while Mallory Square is 5.2 miles away. Key West International Airport is 2.5 miles from the property.

Amenities:

Sports/Activities • Parking • Pool • Security/Safety • Internet • Child Friendly • View • Air Conditioner • Accessibility

Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
Villa
Key West, Florida, USA

Beautifully decorated spacious 3 bedroom, 3 bathroom with off-street parking for 2 vehicles -- a rare commodity in Key West!

Coral Villa is a beautiful Key West Florida town-home in the gated community of Coral Hammock, just off U.S. 1, across the street from the Key West Golf Course, and minutes from some of Key West locals' favorite restaurants, marinas, Smathers Beach, and the airport.

The first level of this home welcomes you to the living and dining areas, with a fully stocked kitchen for all of your family meals. There is one bedroom and one full bath on the first floor and a back patio and balcony off of the bedroom and living area.

Upstairs you will find the Master bedroom with an en-suite bathroom and a guest bedroom also with a full en-suite bathroom. Soft earth tones throughout offer a serene setting in every room. The property sleeps up to 8 guests.

The shared community pool and clubhouse is just a short walk away. Close enough to downtown Key West and Duval Street (about 3 miles) when you want it, but far enough away when you want to relax in your own private home or by the pool.

Key West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!

AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!

*Home Truths:*
- This home has access to a shared pool.
- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.
- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.
- All bookings 28 days or longer require a security deposit to be charged after booking.
- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.
- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.
- Please note that if requested, the two twin beds can be converted into one king bed with bedding for a fee of $75. Please ensure you make this request at least 48 hours in advance.
- This home offers a sleeper sofa for additional sleeping arrangements.
- Please note that max occupancy includes infants.
- Please be advised that documentation may be necessary for ESA/service animals to gain entry.

Parking Details:
Off-street parking for 2 cars.
Boats, Jet Skis, buses, campers, trailers, motor homes, recreating vehicles, mobile homes, and commercial vehicles are not
allowed to park on the association property (except for deliveries).

---

The room configuration is as follows:

Primary Bedroom / King bed
Bedroom 2 / Queen bed
Bedroom 3 / Two twin beds
Sleeper sofa

---

This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.

As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.

Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.

There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.

As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.

IDs will be requested for verification after booking.

We report and prosecute all Credit Card Fraud.

Guest Reviews:

- "Such a nice place in every way. We were missing nothing - oh - except the blades to the hand mixer ( :}}}} ). We loved 5 days on Stock Island. The unit was exceptional - we do a lot of traveling and have seen it all! (Only 1 (minor) complaint - that you have to go check in and get the keys, in downtown Key West. It would have been so much more convenient to have the keys in a lock box with a keypad, next to the door.) Thank you for such a welcome retreat! FIVE BIG STARS!! We hope to do it again next year!"

Villa Bahama by Last Key Realty
House
101 Front Street #11, Key West, FL, 33040, USA

A 6-minute walk from Mallory Dock in Key West, Villa Bahama by Last Key Realty features accommodations with access to spa facilities. The air-conditioned accommodation is a 10-minute walk from Simonton Street Beach, and guests can benefit from private parking available on site and free Wifi. The property is 0.4 miles from the city center and a 5-minute walk from Key West Aquarium. The vacation home features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. A TV with cable channels and a DVD player are available. For added privacy, the accommodation features a private entrance. Popular points of interest near Villa Bahama by Last Key Realty include Mallory Square, Duval Street, and Ernest Hemingway Home and Museum. Key West International Airport is 2.5 miles from the property.

Amenities:

Security/Safety • Child Friendly • Pool • Wellness Facilities • Fireplace/Heating • Sports/Activities • Internet • Spa • Parking

Poolside Studio Villa Steps from Duval!
Villa
Key West, Florida, USA

The Poolside Studio Villa is a stand-alone Key West vacation rental that features full kitchen appliances and a sitting and sleeping area for two people. The privacy of our Villas, our thoughtful amenities, and our convenient location near Duval Street makes Key West Villas a refreshing alternative to run-of-the-mill hotels. Make your getaway to Key West, Florida!

* 1 Queen Bed
* Sleeps up to 2 People
* Full Kitchen Appliances
* Shared Pool Deck
* Flat Screen TV with Cable
* Shared Heated Pool
* Continental Breakfast Included
* Parking by Reservation ($15/night plus tax)
* 200 Feet from Duval Street

Guest Reviews:

- "We stumbled upon this gem on VRBO and I cannot say enough about this place!! It feels like an all-inclusive resort!! The owners are AWESOME, checking in to see what they can do for you, and providing amazing breakfast and snacks throughout the day. PLUS a Happy Hour!! The pool was perfect. We will be making this a yearly trip from now on!! Thank you, thank you, thank you!!" - "What a wonderful place to stay! Great location right off Duval. Communicaiton was just awesome! Kevin was great with communication at every point from registration to arrival. He's a great bartender with happy hour drinks and shots. We even got a free bottle of wine for our room, free water. The room was beautiful. The property was beautiful. I would absolutely come back. Did I mention free snacks? Perfect place for a perfect vacation. Bed was super comfy, we even had a kitchenette."

Old Town Garden Villas - Andros Suite
Apartment
Key West, FL, USA

Old Town Garden Villas - Andros Suite offers accommodations in Key West, a 16-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. The apartment has access to a restaurant. The property is 200 yards from the city center and a 8-minute walk from South Beach. Providing a patio, this apartment also provides guests with a satellite flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 1 bathroom. For added privacy, the accommodation features a private entrance. Guests at the apartment can enjoy cycling nearby, or make the most of the outdoor pool. Popular points of interest near Old Town Garden Villas - Andros Suite include Duval Street, Ernest Hemingway Home and Museum, and Southernmost Point. Key West International Airport is 2.5 miles away.

Guest Reviews:

- "All in all, this property was perfect for visit to Key West!" - "Loved the place can’t wait to go back" - "Key West Old Town Andros Suite" - "Excellent." - "Absolutely Wonderful-Will Stay Here Again"

Loft Villa Steps from Duval!
Villa
Key West, Florida, USA

Looking for where to stay in Key West, Florida? Look no further! Our One Bedroom Loft Villa features a queen bed downstairs and a cozy lofted bedroom with another queen bed, a full kitchen with dining area, and a private porch. The Loft Villa can accommodate a total of four persons: two in the front room and two additional persons in the loft reached by a ships ladder. This villa is great for a Key West family vacation.

* Two Queen Beds
* Sleeps up to 4 People
* Full Kitchen with Dining Area
* Private Porch
* Shared Heated Pool
* Continental Breakfast Included Daily
* Flat Screen TV with Cable
* Parking by Reservation ($15/night plus tax)
* 200 Feet from Duval Street

Guest Reviews:

- "Kevin & Heather are amazing hosts. They made us feel like family. We are already planning another stay at The Key West Villas." - "This villa was perfect for our family of 4 for our quick trip to Key West. It was better than I expected and the owners were there to make sure we were 100% satisfied! I would recommend this to anyone!" - "Stayed two nights. Right in the heart of Key West. Owners and staff are great. Pool is wonderful. Snack, snack. And more snacks. Happy hour too. Will definitely stay again."

Lighthouse Villa by AvantStay Walk to Southernmost Point w Private Pool Patio Month Long Stays
House
Key West, FL, USA

Lighthouse Villa by AvantStay Walk to Southernmost Point w Private Pool Patio Month Long Stays is located in Key West, just a 14-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock. This vacation home features air-conditioned accommodations with a patio and free Wifi. The property is 300 yards from the city center and a 8-minute walk from South Beach. Featuring a balcony and pool views, the spacious vacation home includes 3 bedrooms, a living room, TV, an equipped kitchen, and 3 bathrooms with a shower. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. The vacation home conveniently has an outdoor pool. Popular points of interest near Lighthouse Villa by AvantStay Walk to Southernmost Point w Private Pool Patio Month Long Stays include Ernest Hemingway Home and Museum, Duval Street, and Southernmost Point. Key West International Airport is 2.5 miles from the property.

Amenities:

Barbecue/Outdoor Cooking • Air Conditioner • Parking • Internet • Security/Safety • Pool • Fireplace/Heating • Child Friendly • View

Oceanfront Property - 2BR/2BA - Near Smather's Beach - Poolside Bar and Grill
Villa
Key West, Florida, USA

★Excellent Key West Location - Oceanside Resort - Two Bedroom - Two Bath - Sleeps 6
★Very Clean - Very Nice Property.

This Oceanside two-bedroom condo features a primary bedroom with a king size bed, and adjoining bathroom with a walk-in shower and a relaxing jetted tub. The guest bedroom features a queen size bed and access to full guest bathroom. There is a living room with a sleeper sofa, TV and wi-fi access. The unit can accommodate up to six people. It features a full kitchen with granite countertops and appliances, including a full size refrigerator, stove-top burners, a microwave, a sink, a coffee maker, and a toaster. The condo also features a washer and dryer, for convenience.

Come and enjoy the outdoor accommodations, from sparkling infinity edge pool and jacuzzi, a shuffleboard court, pool, ping pong, foosball tables, a beach volleyball court, a restaurant, and concierge services right on site.

Enjoy the white sands of the world-famous Smathers Beach. Only3 miles away is the famous Southernmost Point, old town Key West, and all the fun of Duval street.Just minutes away guests will find theFort East Martello Museum, the Key West Aquarium, Mallory Square, world class fishing, and excellent restaurants.

ROOM AMENITIES INCLUDE:
- Entertainment with complimentary Wi-Fi, phone, and premium TV channels, alarm clock
- Kitchen with refrigerator, microwave, stove-top, oven, coffee/tea maker, toaster, sink, cookware, dishware, and utensils
- Shower; Jetted tub
- In room climate control (air conditioning)
- Hair dryer
- Iron/ironing board
- Separate sitting area
- In room safe
- Sleeper sofa
- Portable cribs/pack 'n plays (available upon request)

PROPERTY AMENITIES INCLUDE:
- Luggage storage
- Elevator
- ATM
- Front desk
- Pool and pool chairs
- Laundry facilities in unit
- Complimentary Wi-Fi
- Outdoor infinity-edge pool
- Outdoor jacuzzi

Property offers complimentary self parking.
No recreational vehicle parking is permitted.

Units are assigned at check-in. The unit's location, decor and view may vary. Room views need to be discussed ahead of booking. Room moves may be required with multiple week stays.

Renovation Updates:
Hyatt Windward Pointe is undergoing enhancements through Apr. 1, 2025 to repair the exterior stucco. Please anticipate scaffolding and workers around balconies and noise during working hours.

- Resort fee of $22.50/per day will be charged at check-in, along with a refundable $100 security deposit for incidentals (subject to change).

Please note, there is no cash available at this resort and credit cards are the only acceptable form of payment.

We do not accept liability for any inconveniences beyond our control including but not limited to temporary defects or outage of utilities, closures of resort amenities, or limitation of any other service. We will not provide refunds, reimbursements, or compensation for inconvenience or interruption of utilities, resort amenities, or any other service.

Guest Reviews:

- "We had an excellent time. Had everything we needed and fantastic accommodations." - "We really enjoyed our stay. The beds were comfy. The ocean view was wonderful. Even though you had neighboring balconies, we didn't hear much from the neighbors. The biggest drawback was being close to the airport which we thought about before booking. We decided the airplane noise and view outweighed staying closer to town where there would be more people and traffic. If we wanted to go to town, it was very easy access to get to downtown. Having the pool, poolside bar and nice outdoor spaces, we easily felt compelled to just spend a day or two staying on the property instead of venturing out. We also loved having the large dining table to be able to play board games on. Would definitely consider staying here again."

Coral Palm by AvantStay Key West Walkable Gated Community Shared Pool
Villa
Stock Island, FL, USA

Coral Palm by AvantStay Key West Walkable Gated Community Shared Pool is located in Stock Island, just 4.7 miles from Ernest Hemingway Home and Museum and 4.7 miles from Duval Street. This property offers access to a balcony, free private parking, and free Wifi. Mallory Dock is 5.1 miles from the villa and Mallory Square is 5.1 miles away. The villa features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are available in the villa. The property has an outdoor dining area. Guests can enjoy the outdoor swimming pool at Coral Palm by AvantStay Key West Walkable Gated Community Shared Pool. Southernmost Point is 4.9 miles from the accommodation, while Key West Aquarium is 5.1 miles from the property. Key West International Airport is 1.9 miles away.

Amenities:

Air Conditioner • Parking • View • Child Friendly • Fireplace/Heating • Pool • Pet Friendly • Security/Safety • Internet

Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
Villa
Key West, Florida, USA

Coral Palm is a lovely 3 bedroom, 3 bathroom, 2 story townhome located in the private gated community of Coral Hammock on Stock Island. The property is less than 5 miles from downtown Key West allowing you to live in a quiet tropical paradise while still being close to all that Key West has to offer.

Entering the property you will feel immediately at home. The first floor has an elegant living space with a dining table for six and a vibrant living room. The french doors open up to the private porch overlooking the palms with an additional outdoor dining space. There is a guest bedroom off of the main living area with two twin beds and a full bathroom just down the hall. The full kitchen is equipped with updated appliances and everything you will need for your gourmet meals.

Both bedrooms on the second floor have a king bed with an en suite full bathroom. The french doors in the master bedroom open to a spacious balcony overlooking the property. The washer and dryer set in the upstairs hall also add to the convenience of the home.

Coral Palm is conveniently located just down the street from Hurricane Hole Restaurant and Marina where you can explore kayaking, paddle boarding, and fishing excursions. Walk to some of Key West's best restaurants including Roostica, Hog Fish Bar and Grill, Chico’s Cantina, El Siboney, Croissant De France Bakery, and The Dolphin Deli.

Key West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!

AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!

*Home Truths:*
- Pool heat is not available between 4/1 and 10/1.
- This home has access to a shared pool and is part of a gated community.
- This home also features a sleeper sofa in the downstairs living room.
- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.
- All bookings 28 days or longer require a security deposit to be charged after booking.
- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.
- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.
- Please note that if requested, the two twin beds can be converted into one king bed with bedding for a fee of $75. Please ensure you make this request at least 48 hours in advance.
- Please note that max occupancy includes infants.
- Please be advised that documentation may be necessary for ESA/service animals to gain entry.

Pets:
- This home allows pets for a fee. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.
- We LOVE pets, however- Certain breeds typically have to have an additional owner or HOA approval. If your pet falls under any typical breed restrictions (breed, size, weight) please let us know so that we can confirm!

Parking Details:
Off-street parking is available.
Boats, Jet Skis, buses, campers, trailers, motor homes, recreating vehicles, mobile homes, and commercial vehicles are not
allowed to park on the association property (except for deliveries).

---

The room configuration is as follows:

Primary Bedroom / King bed
Bedroom 2 / King bed
Bedroom 3 / Two twin beds
Sleeper sofa

---

This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.

As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.

Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.

There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.

As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.

IDs will be requested for verification after booking.

We report and prosecute all Credit Card Fraud.

Guest Reviews:

- "Roomy, really impressed." - "Property was very clean ,it was also very convenient and close to everything" - "The property was lovely! Our townhouse was very quiet and beautifully decorated. We enjoyed the pool and were pleasantly surprised to find some very good food within walking distance." - "We vacation in Key West every year and this was, by far, our best rental! The home, property, location, amenities were exceptional. Correspondence was excellent. Highly recommended...we’ll be back! Thank you."

Villa 3 Bedrooms/3 bathrooms/close to everything/off st prking/Old Town/Whitehd
Villa
Key West, Florida, USA

READ ADDITIONAL REVIEWS -Old Town -Whitehead St- BEST LOCATION -On Whitehead St. -Steps to Duval -Any discounts offered will be taken off price shown-will send special offer that you can accept or decline…Sleeps 7 Walk to new Truman Annex water park & Ft Zach Beach or FREE community pool 7-8 blocks..OUTSIDE SHOWER.. As seen in the March 2015 issue of Island Jane Magazine, this Hemingway inspired Villa sits on the Old Samaritan Hall site where they held lots of weddings! Such a good vibe! ( James Brown played here!!) This unique home w/ 10 ft ceilings offers lush private gardens on double lot, & plenty of off street parking. Hemingway's house, Lighthouse, mm0, Southernmost Pt, & Mallory Sq are all located right here! Duval is one block, Ft Zach beach is 2 blks- Water park and playground 2 blocks away near Coastguard Ship. Large free community pool blocks away. It is never crowded and overlooks the ocean. It is a monthly rental since we do not have a transient license to rent it out for less than 28 nights. ( 4 weeks) You can go in on the house with friends and family for the entire month and share the house. Please inquire if you have any questions. Thanks for considering staying at the Little Hemingway House! We look forward to accommodating you!

See below for additional reviews. ( copied & pasted because guest reviews after 3 years are hidden) We especially love our repeat guests! (however they don’t leave additional reviews each year -but here’s what some had to say)

5/5
Great house & location can't be beat!
We had a great time staying at the Little Hemingway House! The location is fantastic, so close to everything and yet still in a quiet section. We adopted a family of chickens out front - Mamma and her babies stayed with us almost the entire time. Brenda was super easy to work with, and answered every question we had lightning fast. We wouldn't hesitate to rent again - thanks so much for everything! Megan P

5/5
Exceeded Expectations...A lot
Location and Privacy. What a gem, located in the heart of everything Key West. One block from Blue Heaven restaurant, half a block off Duval and a short walk to Mallory Square. And amazingly the house is completely private with three off street parking spots two of which are behind a private gate solely for the house. Great gardens enable guests to have coffee and people watch while remaining secluded. Decorated with fantastic touch. We liked the house better and better each day and didn't want to leave. Finally 'little' is misrepresentative, the house has plenty of room with the two master suites and downstairs bedroom. You'll pinch yourself if you’re lucky enough to rent the Little Hemingway House. Can you tell we loved it?! Zach M

Guest Reviews:

- "This house is wonderful. Very comfortable, clean and well maintained. Everything you could need including washer and dryer; very little laundry when I arrived home. Great private parking. Perfectly located 1 street from Duval (Where all the action is) and 1 street from Petronia (Goombay Festival). Fort Zackary Taylor Beach and Park is a bit of a hike with all you beach gear so rent a bike. But easy walking to everything. Only one thing I would change is to have a king size bed in the master bedroom and if you have small children there is no bathtub. Also, a small wading pool would have been nice. The porch is wonderful; morning coffee and breakfast (Cuban Coffee Queen will deliver). Relaxing in the evening while having a drink watching all the activity going by before you head out for dinner at one of the many restaurants (Mangia Mangia, best pasta or Alonzo's happy hour on drinks and appetizers). Nice BIG front yard which is not the norm in key west. Brenda the owner was very easy to work with. If you have any questions she will get back with you quickly. I would stay at this location again and would recommend this property to friends and relatives."

One Bedroom Deck Villa Steps from Duval!
Villa
Key West, Florida, USA

Enjoy a wonderful Key West accommodation.
Our One Bedroom Deck Villa features a living room, a separate bedroom with king-sized bed, and a private deck. The unit also has a full kitchen with a separate dining area. It can accommodate a total of four persons: two in the private bedroom and two additional persons on a convertible sofa in the living room. Enjoy a fun filled Key West family vacation with us.

* 1 King Bed, 1 Queen Sleeper Sofa
* Sleeps up to 4 People
* Full Kitchen with Dining Area
* Porch with Outdoor Seating
* Flat Screen TV with Cable
* Shared Heated Pool
* Continental Breakfast Included
* Parking by Reservation ($15/night plus tax)
* 200 feet from Duval Street

Guest Reviews:

- "From the start, Kevin and this property exceeded our expectations in the communication we received, the accuracy of the listing, and the comfort and services we had during our four night stay. This property was way better than a hotel stay on KW. This property had a pool area, hot tub, laundry, very fast wi-fi, and parking was available for an additional charge. Great job guys! We can't wait to see you again." - "Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!"

Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.
Villa
Key West, Florida, USA

Sunday to Sunday WEEK available to book. Limited Boat Slip available onsite. Must be reserved in advance after reservation is secured. $15. Daily Fee paid directly to Resort.

Welcome to your own private sanctuary, complete with old-fashioned screen-enclosed porches, gardens bursting with tropical flowers and crystal clear water views. All residences capture the light, airy look and feel of old Key West and come equipped with superior amenities and unmatched Hyatt service. With Key West’s famous galleries and restaurants just a short distance away, you can enjoy as much raucous celebration—or restful seclusion—as your heart desires.

Beachfront Beauty - Enjoy the privacy and privilege of your own white sandy beach, furnished with thick-cushioned chairs, picnic tables and barbeque grills. Soak up the sun or relax under a lush tropical palm tree and savor the warm breeze.

Service Amenities - Complimentary parking; concierge services; in-room washer and dryer; child care; cribs and high chairs upon request

Residence Amenities - Luxurious 2-bedroom residences with private balcony; king-sized beds and spa tub in master suite; queen sized beds in guest bedroom; Wi-Fi and premium electronics throughout; fully equipped kitchen and dining area; sleeper sofa and much more

Resort Amenities - Beautiful plantation-style design creates an environment of relaxation and restoration; outdoor lagoon pool and spa tub; complimentary Wi-Fi throughout; privileges at nearby Hyatt Key West Resort & Spa

Recreation Amenities - Access Key West’s finest golf club, outdoor excursions and water activities. Your concierge will be happy to help you plan the perfect adventure.

*** The Coronavirus is considered a foreseeable risk. Covid Travel Insurance HIGHLY Recommended for your own protection and trip investment. Simply google Covid Travel Insurance for current available options ***

Guest Reviews:

- "Our 2nd trip to Hyatt Beach Resort and love everything about it! Bathrooms were recently updated and place was clean, staff helpful and we'd go back again!" - "Property manager was so great to deal with communicate during every step! Great layout of condo perfect for families. Clean and had everything you needed in it to cook and enjoy loved the big porch! Had a wonderful pool and beach front. Our family had an amazing vacation! Thank you!! 💗"

VILLA BELLA - AN EXCEPTIONAL 5/4 ISLAND HOME-Convenient to Old Town
Villa
Key West, Florida, USA

28 Night Minimum Stay Required. This beautiful island retreat is secluded away on a quiet Old Town lane and features 5 large bedrooms and 4 baths for the perfect monthly getaway. The front door enters the spacious formal living room with sectional sofa sitting area with large screen tv. The room has exposed Dade County pine walls to highlight the historical part of the house. From the living room, you enter the large kitchen area with bar seating. Any chef will feel right at home here. The skylights provide ample light to fill the cathedral ceilings of this kitchen. There is a large dining table just off the kitchen which can easily seat 10. A sofa seating area adjoins the dining room for a second tv area. The sofa opens to a queen sleeper for extra guests. A full bath sits just to side of this room along with the washer and dryer.

The light filled two story central staircase streams light in all directions. From here, guests will have quick access to the pool and deck area or out the back French doors to an outdoor room, complete with TV. The patio area has a dining table, 4 lounge chairs and a gas grill to enjoy the afternoons or evenings in Key West.

Sleeping Accommodations...
The main bedroom suite sits on the ground floor of the house, directly off the pool. The room features a king size bed, ensuite bath with large, jetted tub, walk-in shower, double vanity, and something special for the man in the house. A double set of French doors open to a covered porch next to the pool and spa.

Upstairs you will find four bedrooms. Two king suites on the west side of the staircase open to a Jack and Jill bathroom with tub and double vanity. The two suites on the east side feature a queen bed and a set of bunk beds, perfect for family accommodations. One of these suites has the bath attached, the other will access it from the hall.

Total bed configuration is 3 kings, 2 queens, 4 bunks and 1 sofa sleeper.

Other information...
The property has two off-street parking spaces off Villa Mill Alley in the front of the house.

Guest Reviews:

- "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a great time. House was in walking distance to just about everything. Had a car so drove to the airport and grocery store. Spent most our time outside by the pool, plenty of seating, pool noodles (we left some kick boards), beds were comfy, our only suggestion is to get new pillows. Would love to stay again this year."

CEASAR'S PARADISE - A MODERN LUXURY RETREAT W/4+ Bedrooms/5.5 Baths
Villa
Key West, Florida, USA

Modern sophistication is the design aesthetic in this newer built home in Old Town Key West with designer touches throughout. Enter the home into an open dining area with large, round table, perfect for an evening meal or a good game of cards with friends (cards and chips included). Off of the dining area is a colorful lounge ready for a good conversation, evening cocktails or both.

Beyond the grand staircase guests enter into the large, beautiful, open kitchen, living and additional dining area. The living room is furnished with gorgeous furnishings and lush fabric. A large screen TV adorns one wall perfect for movie night. The wall of glass doors can be opened for true indoor/outdoor living encompassing the outdoor entertainment space. The designer kitchen is a true chef's kitchen with top of the line appliances, two tone cabinetry, wine fridge, ice maker and onyx stone counters.

At the back of the home is an office, perfect to work and watch the market all at once. With convenient access to the pool, it's perfect for that work-relax balance! A separate flight of stairs from the office will take you up to a bonus living space complete with sleeper sofa, television and it's own full bath with shower.

Also on the first floor, guests have the laundry room with side door to the carport and a full bath with side door for access directly from the pool.

Sleeping Accommodations...
All of the four bedrooms are on the second floor of the house. The Main bedroom opens to the back veranda overlooking the pool and features a beautiful modern canopy king bed. A large closet with organizers provides ample storage. The main bath has a long double vanity, large walk-in shower and large jetted tub.

Two front bedrooms, each with luxurious queen beds, open to the front veranda of the home. The orange accented bedroom has an attached ensuite bath with shower. In the center of the house, opposite the hall full bath, is the twin bedroom.

Outdoors...
There is plenty of opportunity to enjoy the outdoor living spaces of this beautiful home. The large back porch off the living area has sectional sofa on the upper level and then steps down to the pool, spa and additional patio space, complete with patio dining and built-in barbeque. Entertain or relax...we leave that choice to you.

Other Information...
There is an extra deep, single width, carport on the right side of the property that will accommodate 2 cars mostly underneath the roof depending on size of vehicle. The street is narrow, but street parking is allowed if needed for additional guests.

Guest Reviews:

- "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The home was quite beautiful and fully equipped. It was immaculate when we arrived. The property manager was very helpful and available if we had any questions. I would whole heartedly recommend this property to anyone. We did a lot of walking and enjoyed all the beauty of Key West."

Poolside Queen Room Steps from Duval!
Villa
Key West, Florida, USA

The Poolside Queen Room is a hotel-style bedroom and bath unit that offers the amenities of our Key West villas for those travelers who do not need a suite or kitchen. With one queen-size bed, this accommodation is perfect for romantic vacations and weekend getaways for two.

* 1 Queen Bed
* Sleeps up to 2 People
* Flat Screen TV with Cable
* Shared Heated Pool
* Continental Breakfast Included
* Parking by Reservation ($15/night plus tax)
* 200 Feet from Duval Street

Guest Reviews:

- "Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax."

Poolside King Room Steps from Duval!
Villa
Key West, Florida, USA

The Poolside King Room is a hotel-style room adjacent to the pool. It can sleep up to four persons, two in the king-sized bed and an additional two on a convertible sofa. Our many Key West, FL vacation villas offer something for everyone!

* 1 King Bed, 1 Queen Sofa Sleeper
* Sleeps up to 4 People
* Flat Screen TV with Cable
* Shared Heated Pool
* Continental Breakfast Included
* Parking by Reservation ($15/night plus tax)
* 200 Feet From Duval Street

Guest Reviews:

- "If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!"

Key West 2 BR Villa with full kitchen, ocean view with Infinity pool
Villa
Key West, Florida, USA

Located in Key West just minutes from beautiful sunsets at Mallory Square or renowned dining and nightlife of Duval Street. This 2-bedroom villa offers 1 king bed, 1 queen bed, and 1 sofa bed sleeping up to 6 guests. The villa features 2 bathrooms with a shower and a jetted bathtub, perfect for unwinding after a day of exploring. Our Villas also include a full kitchen, complimentary Wifi, washer/dryer, private balcony. Resort features free parking, outdoor Infinity pool, outdoor spa, shuffleboard court, beach volleyball court, table for pool, Ping-Pong and foosball and outdoor BBQ grills, Enjoy all that Key West has to offer when you stay at the Hyatt Vacation Club!

Resort fee of $25/day paid upon check-in covers parking and maintenance

Amenities:

Wellness Facilities • Laundry • Air Conditioner • Security/Safety • Kitchen • Hot Tub • Bedding/Linens • Child Friendly • Balcony/Terrace • Sports/Activities • Internet • Fireplace/Heating

HYATT KEY WEST SUNSET HARBOR! Rarely Avail 2BR/2Bth - Best Location! 8/18-8/22
Villa
Key West, Florida, USA

AVAILABLE AUG 18-22 ONLY

Discover this relaxing oasis in the heart of Key West's famed Old Town. Lush, verdant foliage surrounds the grounds and beautiful contemporary design creates an environment of relaxation and restoration. Guests are encouraged to slow down and relax, to dip into the outdoor pool and whirlpool hot tub while soaking up some famed Floridian rays.

A 2 BEDROOM SUITE IS ASSIGNED BY HYATT UPON CHECK-IN. The right size, the perfect spot and the must-have amenities... Hyatt Sunset Harbor Resort's residences become the perfect home-away-from-home during your stay in Key West! The beautiful two-bedroom residence is incredibly luxe, and includes a master suite with king-sized bed, adjoining bath and spa tub, a guest suite with queen bed and full bathroom. In addition, enjoy a fully-equipped kitchen, seating area, TV, DVD player and balcony!

Hyatt Sunset Harbor isn’t just another Key West property - it’s in the heart of Old Town, the heart and soul of one of America’s most treasured vacation destinations. Nearby, you can also enjoy Duval Street shopping or nightlife and Mallory Square. Of course, if you're looking for more natural pursuits, you have plenty of options - Key West is a haven for fishers, and the unique ecosystem is well-suited to those seeking to explore by foot or bike. Plenty of unique attractions await those looking for a change of pace - check out the The Harry S. Truman Little White House, Key West Aquarium, Key West Lighthouse Museum and Mel Fisher Maritime Heritage Museum!

PLEASE NOTE: Hyatt has a strict no pet policy. They do not allow smoking inside the unit. There is no cleaning fee, but Hyatt may charge a $39 split week fee when you arrive. Parking is available for $37/day on site (price is as of listing date). You will be staying at a Hyatt Residence Club and are agreeing to abide by all rules and regulations as per Hyatt. You will be required to present ID and a credit card for incidentals at the hotel.

Amenities:

Wellness Facilities • Pool • Tv • Barbecue/Outdoor Cooking • Air Conditioner • Security/Safety • Internet • Laundry • Hot Tub • Bedding/Linens • Kitchen • Balcony/Terrace

Key West Hyatt Sunset Harbor Villa - Thanksgiving week! 11/23 - 30, 2025
Villa
Key West, Florida, USA

This Key West Sunset Harbor Villa boasts 2 bedrooms, including a beautiful master suite with jacuzzi tub and full shower (lockout for privacy) and 1 queen bedroom with full bath with shower. Relax in the lovely spacious living room with extra room for kids or another couple (pullout sofa bed). Enjoy Key West's warm breeze on a lovely covered patio/porch overlooking the pool. This 2-bedroom unit has been newly remodeled (as of September 2025) with brand new flooring, paint and window coverings. A lovely place along the water as you listen to the ocean breezes. Guests can unwind in this phenomenal retreat at the wonderful pool, jacuzzi, and wonderful view of the ocean. Enjoy free WiFi, AC, and washers/dryers on premises. Security and Housekeeping 24/7. Book now and enjoy everything this fabulous resort location has to offer. Sunset Harbor is two blocks from Duval Street and Key West's harbor wharf is right in front of the property facing the water. This is the perfect place to stay for couples or a family looking for total walkability and a relaxing stay in amazing Key West!

Amenities:

Bedding/Linens • Fireplace/Heating • Security/Safety • Other • Hot Tub • Wellness Facilities • Laundry • Air Conditioner • Child Friendly • Internet

2BR/2BA Beachfront Resort Villa @ Windward Pointe along Atlantic Ocean
Villa
Key West, Florida, USA

Enjoy a two-bedroom residential-style villa with a fully equipped kitchen, private patio or balcony, washer and dryer, and other convenient appointments. Whether you stay with the whole family or it’s just adults, there are so many ways to stay engaged, entertained, active, or relaxed at Windward Pointe.

A tropical retreat overlooking the Atlantic Ocean, Windward Pointe captures the essence of Key West. The resort, located at the southeastern tip of the island’s southernmost point, boasts a freeform infinity-edge pool with a poolside restaurant, a hammock overlooking the ocean, and an array of games. Nearby, enjoy Smathers Beach and the iconic Southernmost Point landmark. On-site, get involved with Inspired Experiences for unforgettable moments together during your Key West stay.

Check-In: 4 PM
Check-Out: 10 AM

No Pets. No Smoking.
Minimum Check-In Age: 21

Onsite Amenities At a Glance:
- Accessible
- Kid-Friendly
- Free Parking
- Restaurant
- Swimming Pool
- Free Wi-Fi
- EV Charging
- Shuffleboard and beach volleyball court
- Tables for pool, pingpong, and foosball
- BBQ Grills
- Abbey Road Snack Shack
- Concierge

Amenities:

Fireplace/Heating • Pool • Air Conditioner • Tv • Kitchen • Hot Tub • Barbecue/Outdoor Cooking • Laundry • Security/Safety • Other • Child Friendly • Parking

Stunning 2-Bedroom Villa in Key West - Desirable Location - Hyatt Beach House!
Villa
Key West, Florida, USA

Get ready to relax in this 2-bedroom villa in Key West. Hyatt Beach House Resort features over seventy luxurious two-bedroom, two-bathroom villas. Each villa features 2 king beds, 2 bathrooms with showers, and a cozy living room with a sofa bed. This villa will help you feel at home while you're traveling in Key West.

Situated at the northeast corner of Key West, the lushly landscaped Beach House represents island living at its best. Feel the tropical breeze from the zero-entry lagoon pool; play table tennis, cornhole, and foosball; feast at Jimmy’s Ocean Blue Tiki Hut; or simply enjoy the Gulf of Mexico views from the comfort of your villa. Venture off-site to experience the unique offerings of the Conch Republic and participate in Inspired Experiences to make the most of your time away.

Please be advised that we cannot assume responsibility for any inconvenience, unavailability,
or interruption of services due to necessary repairs, ongoing improvements, on-site
construction, closure of amenities, or other circumstances beyond our control. Guests will be
promptly notified of any such issues as they come to our attention. The resort
requires a valid ID of the person on the reservation and a major credit card at check-in to cover
potential charges for damages, liabilities, and incidentals.

Amenities:

Fireplace/Heating • Air Conditioner • Parking • Bedding/Linens • Laundry • Kitchen • Pool • Other • Internet • Tv • Security/Safety • Wellness Facilities

Key West Villa-Rentals on the Map

Compare the Best Villa-Rentals in Key West – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Parrot Key Hotel & Villas 2801 North Roosevelt Boulevard, Key West, FL, FL 33040, USA 255 4.0 8.4 3303 Click here
Coral Garden by Avantstay Great Location w/Balcony & Shared Pool 12 Coral Way, Key West, FL, 33040, USA 421 4.0 6.0 2 Click here
Key West Villas 512 Angela Street, Key West, FL, FL 33040, USA 345 4.0 9.7 379 Click here
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere Key West, Florida, USA 957 9.8 164 Click here
Rose Lane Villas 511 Eaton Street (Check-in Location), Key West, FL, FL 33040, USA 345 4.0 8.4 299 Click here
Secret Villa I @ Old Town with Private Pool, close to Duval! Key West, Florida, USA 1378 10.0 163 Click here
Secret Villa II @ Old Town: with Private Pool, close to Duval! Key West, Florida, USA 1421 10.0 148 Click here
Coral Villa by AvantStay Close 2 DT Key West Shared Pool Patio Stock Island, FL, USA 381 4.0 6.5 2 Click here
Location In Down Town Key West W/2 Pools, Huge Private Roof Deck & Parking key west, Florida, USA 1983 9.8 77 Click here
NEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking Duval Street 1075, Key West, FL, 33040, USA 959 4.0 5.0 2 Click here
Two Bedroom Two Bath Poolside Villa Steps from Duval! Key West, Florida, USA 786 10.0 47 Click here
Old Town Garden Villas - Abaco Suite Key West, FL, USA 367 4.0 10.0 1 Click here
Two Bedroom Two Bath Balcony Villa Steps from Duval! Key West, Florida, USA 1011 10.0 43 Click here
Villa Angelita by Last Key Realty 421 Angela Street Unit B, Key West, FL, 33040, USA 1547 4.0 10.0 1 Click here
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access Key West, Florida, USA 932 10.0 32 Click here
Coral Garden by AvantStay Great Location w Balcony Shared Pool Stock Island, FL, USA 444 4.0 1 Click here
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio! Key West, Florida, USA 1101 9.2 31 Click here
Villa Bahama by Last Key Realty 101 Front Street #11, Key West, FL, 33040, USA 676 4.0 1 Click here
Poolside Studio Villa Steps from Duval! Key West, Florida, USA 352 10.0 20 Click here
Old Town Garden Villas - Andros Suite Key West, FL, USA 256 3.0 9.2 13 Click here
Loft Villa Steps from Duval! Key West, Florida, USA 730 10.0 16 Click here
Lighthouse Villa by AvantStay Walk to Southernmost Point w Private Pool Patio Month Long Stays Key West, FL, USA 604 3.0 1 Click here
Oceanfront Property - 2BR/2BA - Near Smather's Beach - Poolside Bar and Grill Key West, Florida, USA 768 9.8 16 Click here
Coral Palm by AvantStay Key West Walkable Gated Community Shared Pool Stock Island, FL, USA 640 1 Click here
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool Key West, Florida, USA 999 9.6 13 Click here
Villa 3 Bedrooms/3 bathrooms/close to everything/off st prking/Old Town/Whitehd Key West, Florida, USA 285 9.4 6 Click here
One Bedroom Deck Villa Steps from Duval! Key West, Florida, USA 673 10.0 6 Click here
Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay. Key West, Florida, USA 748 10.0 4 Click here
VILLA BELLA - AN EXCEPTIONAL 5/4 ISLAND HOME-Convenient to Old Town Key West, Florida, USA 797 10.0 3 Click here
CEASAR'S PARADISE - A MODERN LUXURY RETREAT W/4+ Bedrooms/5.5 Baths Key West, Florida, USA 866 10.0 3 Click here
Poolside Queen Room Steps from Duval! Key West, Florida, USA 505 10.0 1 Click here
Poolside King Room Steps from Duval! Key West, Florida, USA 561 10.0 1 Click here
Key West 2 BR Villa with full kitchen, ocean view with Infinity pool Key West, Florida, USA 450 1 Click here
HYATT KEY WEST SUNSET HARBOR! Rarely Avail 2BR/2Bth - Best Location! 8/18-8/22 Key West, Florida, USA 561 1 Click here
Key West Hyatt Sunset Harbor Villa - Thanksgiving week! 11/23 - 30, 2025 Key West, Florida, USA 582 1 Click here
2BR/2BA Beachfront Resort Villa @ Windward Pointe along Atlantic Ocean Key West, Florida, USA 591 1 Click here
Stunning 2-Bedroom Villa in Key West - Desirable Location - Hyatt Beach House! Key West, Florida, USA 928 1 Click here

Note: The prices for each Villa-Rentals in Key West do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Villa rentals in Key West that come with a private pool include:

  • Parrot Key Hotel & Villas.- Review Count: 3303, Rating: 8.4
  • Coral Garden by Avantstay Great Location w/Balcony & Shared Pool.- Review Count: 2, Rating: 6.0
  • Key West Villas.- Review Count: 379, Rating: 9.7

These villa rentals in Key West provide spa or wellness facilities:

  • Old Town Garden Villas - Abaco Suite.- Review Count: 1, Rating: 10.0
  • Villa Angelita by Last Key Realty.- Review Count: 1, Rating: 10.0
  • Villa Bahama by Last Key Realty.- Review Count: 0, Rating: 0.0

Family-friendly villa rentals in Key West include:

  • Parrot Key Hotel & Villas.- Review Count: 3303, Rating: 8.4
  • Coral Garden by Avantstay Great Location w/Balcony & Shared Pool.- Review Count: 2, Rating: 6.0
  • Key West Villas.- Review Count: 379, Rating: 9.7

Pet-friendly villa rentals in Key West include:

  • Rose Lane Villas.- Review Count: 299, Rating: 8.4
  • Old Town Garden Villas - Abaco Suite.- Review Count: 1, Rating: 10.0
  • Villa Angelita by Last Key Realty.- Review Count: 1, Rating: 10.0

Villa rentals in Key West that offer breakfast or chef service include:

  • Parrot Key Hotel & Villas.- Review Count: 3303, Rating: 8.4
  • Key West Villas.- Review Count: 379, Rating: 9.7
  • Rose Lane Villas.- Review Count: 299, Rating: 8.4

Villa rentals in Key West with private or secure parking include:

  • Parrot Key Hotel & Villas.- Review Count: 3303, Rating: 8.4
  • Coral Garden by Avantstay Great Location w/Balcony & Shared Pool.- Review Count: 2, Rating: 6.0
  • Key West Villas.- Review Count: 379, Rating: 9.7

Some of the best Villa Rentals in Key West are:

  • Parrot Key Hotel & Villas.- Review Count: 3303, Rating: 8.4
  • Key West Villas.- Review Count: 379, Rating: 9.7
  • Rose Lane Villas.- Review Count: 299, Rating: 8.4

Some of the popular Villa Rentals in Key West are:

  • Parrot Key Hotel & Villas.- Review Count: 3303, Rating: 8.4
  • Key West Villas.- Review Count: 379, Rating: 9.7
  • Rose Lane Villas.- Review Count: 299, Rating: 8.4