Best Vacation Rentals in Florida Keys

Nauti Hideaway Ocean Pointe 2314 offers accommodations in Key Largo, a 15-minute walk from Harry Harris Park Beach and 2.8 miles from Pigeon Key. Both free Wifi and parking on-site are available at the vacation home free of charge. The vacation home provides an outdoor swimming pool and an elevator. Providing 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 hot tub and a bath. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Windley Key is 8.1 miles from Nauti Hideaway Ocean Pointe 2314, while Theater of the Sea on Islamorada is 8.7 miles away. Miami International Airport is 65 miles from the property.

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

While you're here, you can enjoy all the comforts of home and more, including free WiFi and a Smart TV, as well as Netflix and a coffee/tea maker. Other amenities include designer toiletries, premium bedding, a pillowtop bed, and towels.

- "We came the Labor Day weekend, to celebration two birthdays. It was a first for our family and we were pleasantly amazed by the property and all its amenities. We kayaked, sailed, played pickleball, biked and had a lot of fun overall. Our elderly mother was able to very comfortably relax inside, while enjoying the breathtaking views of the ocean from our balcony. We travel internationally several times a year,and this was one of our most relaxed vacations! But most noteworthy is the staff...they were all very attentive to our needs, super responsive and always with a smile. This was a top notch weekend, and we will absolutely be back. Special thanks to Mary at the front desk, who was the perfect host, very helpful with our elderly mother and so lovely! And Emanuel at the kayak stand who was always helpful and ready to assist."

Offering a garden, Blue Ocean Bungalow provides accommodations in Marathon. This property offers access to a terrace and free private parking. Florida Keys Aquarium Encounters is 4.6 miles away and Seven Mile Bridge is 1.7 miles from the vacation home. With free Wifi, this 3-bedroom vacation home offers a cable flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Guests can take in the views of the sea from the patio, which also has outdoor furniture. Additional in-room amenities include wine or champagne. Guests at the vacation home will be able to enjoy activities in and around Marathon, like canoeing. Both a bicycle rental service and a car rental service are available at Blue Ocean Bungalow, while cycling and fishing can be enjoyed nearby. Captain Hook S Marina Dive Center is 4.7 miles from the accommodation, while A Deep Blue Dive Center is 5.5 miles away. Key West International Airport is 45 miles from the property.

- "The owners were very friendly and thought of every detail." - "Our family loved our stay here & would stay again in a heartbeat!" - "The cleanest home away from home I have ever stayed in 12/10. The hosts were awesome, offered extra things for pup w"

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."

Modern and Coastal Ocean Pointe 2307 is located in Key Largo, just a 15-minute walk from Harry Harris Park Beach and 2.8 miles from Pigeon Key. Both free Wifi and parking on-site are available at the vacation home free of charge. The vacation home provides an outdoor swimming pool and an elevator. Providing 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 hot tub and a bath. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Guests can also relax in the garden. Windley Key is 8.1 miles from Modern and Coastal Ocean Pointe 2307, while Theater of the Sea on Islamorada is 8.7 miles away. Miami International Airport is 65 miles from the property.

- "Didn't want to leave, can't wait to come back!!" - "Excellent stay and would recommend this place to others!"

Condo resort in Marathon with a marina and airport shuttle service
Along with a marina, this smoke-free condo resort has an outdoor pool and a fitness center. Free WiFi in public areas, free self parking, and a free airport shuttle are also provided. Other amenities include conference space, free use of bicycles, and concierge services.
Each condo has 3 bedrooms and offers free WiFi and a balcony. Guests will find a kitchen with a refrigerator, an oven, a microwave, and a dishwasher. Housekeeping is available on request.
Marlin Bay Resort & Marina offers 13 air-conditioned accommodations with coffee/tea makers and hair dryers. Rooms open to balconies. Accommodations offer separate sitting areas and include dining tables. Beds feature premium bedding. Accommodations at this 4-star condominium resort have kitchens with refrigerators, microwaves, separate dining areas, and cookware/dishes/utensils. Bathrooms include shower/tub combinations.

Guests can surf the web using the complimentary wireless Internet access (speed: 50+ Mbps). Flat-screen televisions come with digital channels. Housekeeping is provided on request.

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

Internet • Laundry • Security/Safety • Other • Balcony/Terrace • Kitchen • Oceanfront • Guest Services • View • Air Conditioner • Business Services • Child Friendly

1.6 miles from Southernmost Point in Key West, Latitude Penthouse Key West provides accommodations with access to a hot tub. The air-conditioned accommodation is a 4-minute walk from Smathers Beach, and guests can benefit from private parking available on site and free Wifi. During your stay at this apartment, you can use an outdoor swimming pool, as well as a selection of a sauna and an elevator. Providing a balcony with sea views, this apartment also offers a satellite flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a bath and a hair dryer. For added privacy, the accommodation features a private entrance. Sightseeing tours are available within easy reach of the property. Ernest Hemingway Home and Museum is 2 miles from the apartment, while Duval Street is 2.1 miles away. Key West International Airport is 1.2 miles from the property.

- "Had a great week and would stay in this property again." - "All of six of us enjoyed our stay together and the views were sensational."

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!"

1.6 miles from Southernmost Point in Key West, Mar Y Sol Ocean Front provides accommodations with access to a sauna. The air-conditioned accommodation is a 7-minute walk from Smathers Beach, and guests can benefit from on-site private parking and complimentary Wifi. The accommodation features an elevator, an ATM, and organizing tours for guests. Featuring a balcony with sea views, this vacation home also comes with a cable flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a bath and a hair dryer. For added privacy, the accommodation features a private entrance. Ernest Hemingway Home and Museum is 2 miles from the vacation home, while Duval Street is 2.1 miles from the property. Key West International Airport is 1.2 miles away.

- "It was wonderful." - "Great location and view."

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!!"

Evershore House -Pool, Parking, Dock! offers accommodations in Key West, 5.3 miles from Ernest Hemingway Home and Museum and 5.3 miles from Duval Street. With sea views, this accommodation offers a patio and a swimming pool. Mallory Dock is 5.7 miles from the vacation home and Mallory Square is 5.7 miles away. With free Wifi, this 4-bedroom vacation home provides 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. Southernmost Point is 5.5 miles from the vacation home, while Key West Aquarium is 5.7 miles away. Key West International Airport is 2.5 miles from the property.

- "Nice stay! Beautiful location"

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."

Downhome Cabin by the Canal is located in Key Colony Beach, just 1.7 miles from Florida Keys Aquarium Encounters and 29 miles from Upper Matecumbe Key. This vacation home offers air-conditioned accommodations with a patio. The property is a 13-minute walk from Sunset Park Beach and within 500 yards of the city center. The vacation home features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. For added privacy, the accommodation features a private entrance. Guests may enjoy a meal at the on-site restaurant. For guests with children, Downhome Cabin by the Canal provides a children's playground. Guests at the accommodation can enjoy cycling nearby, or make the most of the outdoor pool. A Deep Blue Dive Center is a 19-minute walk from Downhome Cabin by the Canal, while Captain Hook S Marina Dive Center is 1.8 miles from the property. Key West International Airport is 52 miles away.

- "Excellent location and comfortable beds!" - "Beautiful canal views and less than 5 minute walk to the Cabana Club"

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 "

Dream in the Keys is located in Key Colony Beach, just 2.3 miles from Florida Keys Aquarium Encounters and 30 miles from Upper Matecumbe Key. Featuring a restaurant, the property also has pool with a view as well as a hot tub. The property is a 12-minute walk from Sunset Park Beach and within 500 yards of the city center. Leading onto a balcony, the air-conditioned vacation home consists of 3 bedrooms. Offering a terrace, this vacation home also has a satellite TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 3 bathrooms with a walk-in shower and a hair dryer. The property has an outdoor dining area. A children's playground is also available for guests at the vacation home. A Deep Blue Dive Center is 1.6 miles from Dream in the Keys, while Captain Hook S Marina Dive Center is 2.4 miles away. Key West International Airport is 52 miles from the property.

- "loved would be even better w a pool :)" - "It was amazing and can’t wait to come back next year!"

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."

21 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Ocean View with Pool, 4 bedroom Vila Near Key West offers accommodations with access to a fitness room. This property offers access to a balcony, table tennis, free private parking, and free Wifi. The villa provides a pool with a view with a fence, as well as a hot tub and full-day security. Providing a terrace and sea views, the spacious villa includes 4 bedrooms, a living room, satellite flat-screen TV, an equipped kitchen, and 2 bathrooms with a walk-in shower and a hot tub. A private entrance leads guests into the villa, where they can enjoy some fruit and chocolates or cookies. This villa is non-smoking and soundproof. A private beach area is available on-site and cycling can be enjoyed close to the villa. Duval Street is 21 miles from Ocean View with Pool, 4 bedroom Vila Near Key West, while Southernmost Point is 21 miles away. Key West International Airport is 19 miles from the property.

- "Beautiful island vacation home." - "Great fun and memories made with my family!" - "It was a pleasure to spend 2 days in such a beautiful house with an outstanding palm tree garden"

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. "

5.6 miles from John Pennekamp State Park in Key Largo, 411 Mariners Club offers accommodations with access to a hot tub. The air-conditioned accommodation is 3.3 miles from Pigeon Key, and guests can benefit from private parking available on site and free Wifi. Theater of the Sea on Islamorada is 14 miles away and Upper Matecumbe Key is 16 miles from the apartment. The apartment features 4 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 offered in the apartment. The property offers sea views. Dolphin Cove is 5.7 miles from 411 Mariners Club, while Windley Key is 13 miles from the property. Miami International Airport is 60 miles away.

- "Great experience!" - "We had a wonderful time!" - "Wonderful place, great location."

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!"