Best Vacation Rentals in Key West

This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs. Two outdoor heated pools are surrounded by gardens at Santa Maria Suites Resort. A full-service concierge. Smoothies and fresh fruit are served poolside and guests can also enjoy a complimentary daily happy hour featuring wine and hummus. Free WiFi is available in each suite at the Santa Maria Resort. Washers and dryers are included. The Clinton Market Square shopping area is a 5-minute drive from the resort. The Ernest Hemingway House is an 11-minute walk away and Fort Zachery Taylor Historic State Park is 1.3 miles away. All rooms receive fresh baked muffins, Dove ice cream mini bars and chocolate sweet treats delivered daily to your suite.

- "Even better than advertised!" - "i wish we had stayed another day." - "The best accommodation in Key West" - "Great stay for the price" - "Perfect hotel in a perfect location." - "Exceeded expectations, delightful surprises every day."

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.

- "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."

This adult-only Key West H2O Suites is 656 feet from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjoy the on-site bar. A flat-screen TV, as well as an iPod docking station are featured. All rooms have a sitting are and view of the tropical courtyard. Certain rooms include a private pool. The rooms come with a private bathroom. Extras include bathrobes, slippers and free toiletries. The property provides a free welcome drink upon arrival and a complimentary happy hour for everyone. You will find a 24-hour front desk at the property. The resort also offers bike hire. Southernmost Point is 1312 feet from H2O Suites, while Ernest Hemingway Home and Museum is 1640 feet from the property. The nearest airport is Key West International Airport, 2.5 mi from the property.

- "One of the best hotels we have ever stayed in." - "It was excellent." - "It was a beautiful suite and the private plunge pool was wonderful. The suites are close to Duval street and all of main" - "The Best" - "Beautiful calm peaceful setting" - "Perfect atmosphere!" - "Beautiful intimate property with many amenities." - "The pool bar staff she was amazing and the front desk" - "First time in key west and we had a blast…love this place, would definitely stay there again"

Adults-only bed & breakfast with free breakfast and a rooftop terrace
An outdoor pool, a rooftop terrace, and concierge services are available at this smoke-free bed & breakfast. Free continental breakfast and free WiFi in public areas are also provided. Additionally, free newspapers, tour/ticket assistance, and a garden are onsite.
Heron House - Adult Only offers 23 air-conditioned accommodations with safes and hair dryers. These individually decorated accommodations include desks. Televisions come with cable channels.

Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Great Place to Stay in Keywest" - "Great location! " - "Parking is the only draw back" - "Very quiet and cozy little property that is close to all the action. Nice little breakfast in the mornings and very friendly staff. Most everything was very clean, but there was some brown stuff stuck on the shower curtain. Overall would stay again and really enjoyed being able to walk to everything once you are there." - "The stay was wonderful. Things to address, broken fan in bathroom, we need condition not just a shampoo ….. music by pool not playing until lunch time. It woke us up. We still loved the stay and would go back!"

With an outdoor swimming pool and a garden, The Island Suite at KW Vacation is a historic apartment that offers accommodations with free Wifi. Guests can benefit from a balcony and a sun terrace. The property is a 13-minute walk from Simonton Street Beach and within 0.4 miles of the city center. The air-conditioned apartment consists of 1 bedroom, a living room, a fully equipped kitchen with an oven and a coffee machine, and 1 bathroom with a bath and a hair dryer. Towels and bed linen are featured in the apartment. For added privacy, the accommodation has a private entrance and is protected by full-day security. Both a bicycle rental service and a car rental service are available at the apartment, while windsurfing and fishing can be enjoyed nearby. Popular points of interest near The Island Suite at KW Vacation include Duval Street, Key West Aquarium, and Ernest Hemingway Home and Museum. Key West International Airport is 2.5 miles away.

- "love it" - "Charming garden oasis with Bert the chill cat." - "A real Key West gem" - "Convenient location in a safe quiet neighborhood." - "Great weekend getaway" - "Checking out Key West." - "Great location to the Yankee and Duval Street. Beautiful hotel!" - "I’d stay here again in a second! Wonderful!" - "Enjoyable" - "Good for a night"

Adults-only bed & breakfast in Key West
Self parking, a microwave in a common area, and concierge services are available at this smoke-free bed & breakfast. Additionally, express check-in, express check-out, and free newspapers are onsite.
Duval House offers 29 air-conditioned accommodations with hair dryers and complimentary toiletries. Each accommodation is individually furnished and decorated. 43-inch flat-screen televisions come with cable channels. Bathrooms include showers. Housekeeping is provided daily.
The recreational activities listed below are available either on site or nearby; fees may apply.

- "Enjoyed our stay, great location. staff was friendly and helpful It was a bit out dated regardless would go back and highly recommend. Court yard was peaceful Kiss Kiss was a bonus " - "Lovely historic property with spectacular garden and staff members who go above and beyond to assist guests. A real gem of a place. Would definitely recommend to friends and family and would certainly stay here again. " - "Location" - "Amazing!!"

The St Martin -Hot Tub & Pool offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum. Both free Wifi and parking on-site are accessible at the vacation home free of charge. The vacation home features an outdoor swimming pool and an elevator. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher, and 2 bathrooms with a hot tub and a hair dryer. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Guests at The St Martin -Hot Tub & Pool will be able to enjoy activities in and around Key West, like cycling. Duval Street is 4.6 miles from the accommodation, while Key West Aquarium is 5 miles from the property. Key West International Airport is 0.6 miles away.

- "Beautiful place to stay ." - "Had a great stay… everything was very nice and clean"

While you're here, you can enjoy all the comforts of home and more, including a refrigerator and free WiFi, as well as a garden and a rooftop terrace. Other amenities include designer toiletries, towels, tour/ticket assistance, and multilingual staff.

- "The front desk clerk, Roman, was extremely nice and helpful! The hotel is a cute and pleasant place to stay in Key West. Walking distance to the waterfront. Nice courtyard to have your morning coffee." - "The Heron House Court was perfect for our trip to KW. It was quiet location, just off the beaten path, but quite accessible by walking to everywhere we wanted to be. The room was comfortable. Roman checked us in and gave us great suggestions and help and for the rest of the time always greeted us with a smile, wave, etc. The morning breakfast setup person (I didn't get her name) was super helpful also. Would definitely stay again."

Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly is located in Key West, just 1.3 miles from Southernmost Point and 1.5 miles from Key West Aquarium. Both free Wifi and parking on-site are accessible at the vacation home free of charge. The vacation home offers an outdoor swimming pool and an elevator. Offering a patio and sea views, the spacious vacation home includes 2 bedrooms, a living room, cable TV, an equipped kitchen, and 2 bathrooms with a bath. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. Guests at Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly can enjoy cycling nearby, or make the most of the garden. Popular points of interest near the accommodation include Rest Beach, Ernest Hemingway Home and Museum, and Duval Street. Key West International Airport is 1.2 miles from the property.

- "We had a short but great stay. The only issue we found was the cold water (or lack of) in the bathrooms. We couldn’t f" - "It was a short but very sweet stay."

While you're here, you can enjoy all the comforts of home and more, including free WiFi and a TV, as well as a garden and climate control. Other amenities include premium bedding, a pillowtop bed, laundry facilities, and towels.

- "Love this spot!!!" - "Would stay again. Perfect location. Clean room. Great time." - "Location is great!!!!" - "Very spacious room and bathroom. Bed was soo comfy! Accommodation is next to Duval St , excellent location " - "We love the Historic history of the property and the ease of digital entrance to the property. Room is clean and very comfortable." - "Close to everything making the visit to Key West special. " - "Great location "

4 miles from Southernmost Point in Key West, Sunrise Suites Saint Lucia Suite #201 offers accommodations with access to a hot tub and fitness room. Guests can benefit from a terrace and an outdoor pool. Outdoor seating is also available at the apartment. The air-conditioned apartment is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. A TV with satellite channels is offered. For added privacy, the accommodation features a private entrance. Ernest Hemingway Home and Museum is 4.6 miles from Sunrise Suites Saint Lucia Suite #201, while Duval Street is 4.6 miles from the property. Key West International Airport is 0.6 miles away.

- "Was happy with this choice"

While you're here, you can enjoy all the comforts of home and more, including a heated pool and a flat-screen TV, as well as a garden and a rooftop terrace. Other amenities include towels, tour/ticket assistance, multilingual staff, and luggage storage.

- "Stayed in Rm 312 a small space with bunkbeds for 6 people. Room had a small bathroom with standup shower, sink and toilet. For the price this place could not be beat in Key West. Beds were comfortable and room / bedding was clean. Hotel had 3 pools but who are we kidding... the 5 of us didn’t come to Key West to sit at a hotel. Positioned perfectly for walking to Duval St I’m already planning on coming back next year during my annual Keys trip to Marathon. Don’t mess with Monroe County Sheriff / FHP... don’t drink and drive, stay at NYAH."

St Kitts - Downtown Waterfront Penthouse Pool Dock Parking offers accommodations in Key West, 1.3 miles from Southernmost Point and 1.5 miles from Key West Aquarium. Both free Wifi and parking on-site are accessible at the vacation home free of charge. The vacation home features an outdoor swimming pool and an elevator. Featuring a patio and sea views, the spacious vacation home includes 4 bedrooms, a living room, cable TV, an equipped kitchen, and 4 bathrooms with a bath. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Guests at St Kitts - Downtown Waterfront Penthouse Pool Dock Parking will be able to enjoy activities in and around Key West, like cycling. Popular points of interest near the accommodation include Rest Beach, Ernest Hemingway Home and Museum, and Duval Street. Key West International Airport is 1.2 miles from the property.

- "Great place wish we could have stayed longer" - "Comfortable, clean and great set up, just needs some little repairs."

Bed & breakfast with free breakfast, near Duval Street
This smoke-free bed & breakfast features an outdoor pool, concierge services, and free newspapers. Free continental breakfast and free WiFi in public areas are also provided. Other amenities include tour/ticket assistance and a picnic area.
Housekeeping is available on request.
Authors of Key West Guest House offers 13 air-conditioned accommodations, which are accessible via exterior corridors and feature hair dryers and irons/ironing boards. Each accommodation is individually furnished and decorated. Televisions come with premium cable channels.

Bathrooms include showers and complimentary toiletries. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is offered daily and hair dryers can be requested. Housekeeping is provided on request.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "All of it" - "Excelent property, great location. In old town with easy walk. 10 - 15 minutes, to major sites. Off street parking is available, free, just need to wait for spots. In quite neighborhood. " - "Very beautiful and picturesque place. Very nice outdoor breakfast area. Rooms clean. There is a table and 2 chairs next to each room! This is a bonus. Foster the property Manager was very welcoming and nice! He just made our experience even better! We will definitely come back. "

Just a 15-minute walk from Mallory Dock and 0.9 miles from Mallory Square, Duval Street Suite with pool features accommodations in Key West with a garden. The air-conditioned accommodation is a 3-minute walk from Duval Street. The property is a 8-minute walk from South Beach and within a few steps of the city center. With free Wifi, this 1-bedroom apartment provides a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are provided in the apartment. The accommodation is non-smoking. Guests at the apartment can enjoy cycling nearby, or make the most of the outdoor pool. Popular points of interest near Duval Street Suite with pool include Ernest Hemingway Home and Museum, Southernmost Point, and Key West Aquarium. Key West International Airport is 2.5 miles away.

- "It was an awesome place! The unit was very clean, bed was comfortable and the location was great." - "We had a blast in Key West!" - "The most amazing location, clean, comfortable, and absolutely amazing!" - "I would recommend to anyone, especially those uncertain of where they'll be spending their time." - "Wonderful pool and location" - "Stay was nice, checking was inconvenient."

While you're here, you can enjoy all the comforts of home and more, including a refrigerator and a flat-screen TV, as well as a coffee/tea maker and a garden. Other amenities include laundry facilities, towels, a ceiling fan, and an ironing board.

- "Location, location, location. Close to everything and a 15 minute cab ride from the Airport. Checkout was at 11:00am but we could use the grounds until we departed at 2:30. Great place to stay for a long weekend getaway. Definitely go back." - "Enjoyed many things about the location and property. Would definitely return!" - "Everything was up to our expectations. Great location and privacy when wanted." - "Loved!" - "The Cabana Inn was exactly as pictured! Staff was super friendly and always helpful. The Inn was always clean and well maintained. The complimentary Happy Hours was a great surprise and perfect settling down after a long day. Location couldn’t be better I’d you are planning to enjoy the bars and restaurants on Duval…I will certainly go back!"

Amelia Home by AvantStay In Historic Old Town w Pool offers accommodations in Key West, 1.1 miles from Mallory Dock and 1.2 miles from Mallory Square. The air-conditioned accommodation is a 5-minute walk from South Beach, and guests can benefit from on-site private parking and complimentary Wifi. The property is a 7-minute walk from Southernmost Point and within 500 yards of the city center. Providing a patio and pool views, the spacious vacation home includes 2 bedrooms, a living room, TV, an equipped kitchen, and 2 bathrooms with a shower. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area. The vacation home conveniently has an outdoor pool. Popular points of interest near Amelia Home by AvantStay In Historic Old Town w Pool include Ernest Hemingway Home and Museum, Duval Street, and Key West Aquarium. Key West International Airport is 2.5 miles away.

- "Beautiful house with pool." - "We had our fur baby with us and we had the courtesy to pick up and clean up after our babies." - "It was an amazing property but I’d prefer the cleaning ladies didn’t speak to my family"

Adults-only bed & breakfast with free breakfast and an outdoor pool
This smoke-free bed & breakfast features an outdoor pool, concierge services, and tour/ticket assistance. Continental breakfast is free. Other amenities include a vending machine.
La Pensione Inn offers 9 air-conditioned accommodations with slippers and hair dryers. Each accommodation is individually furnished and decorated. Refrigerators and microwaves are provided.

Bathrooms include showers and complimentary toiletries. LED televisions come with satellite channels. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "The Inn is charming and the staff are helpful. Nice pool, great coffee! If you like state of the art modern this not for you. If you want the charm of yesteryear, you don’t get the brand new bathroom but it was clean with plenty of towels and supplies. We loved to sit on the porch at breakfast time." - "Great. Nice full continental breakfast, coffee round the clock, mini fridge and microwave in room. Really enjoyed our stay." - "One of the nicest and most convenient locations that I’ve stayed at in Key West. I will definitely go back and stay here again."

Just a 2-minute walk from Ernest Hemingway Home and Museum and half a mile from Southernmost Point, Duval Street Suite w parking and heated pool features accommodations in Key West with a garden. The air-conditioned accommodation is a 3-minute walk from Duval Street. The property is a 8-minute walk from South Beach and within a few steps of the city center. With free Wifi, this 1-bedroom apartment features a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the apartment. The accommodation is non-smoking. Guests at the apartment can enjoy cycling nearby, or make the most of the outdoor pool. Popular points of interest near Duval Street Suite w parking and heated pool include Key West Aquarium, Mallory Dock, and Mallory Square. Key West International Airport is 2.5 miles from the property.

- "The place was comfortable centrally located too many many things" - "A true gem in Key West! Would definitely return to the same property"

While you're here, you can enjoy all the comforts of home and more, including a refrigerator and free WiFi, as well as a flat-screen TV and a coffee/tea maker. Other amenities include towels, a picnic area, a ceiling fan, and an ironing board.

- "good" - "Charming room. " - "Convenient location. Had a room across street in Olivia by Duval. Side gate to main Wicker property was right there. So still easy access to breakfast, which was basic continental. Olivia also had it's own pool complex. Bed was comfortable. Room was small and connected to another room through a thin door. Heard neighbors well, especially when they left the TV on all night." - "Was a great location. Worth thr cost. Not as nice as the other options but great location. They accommodated parking very well."