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Florida Keys, FL accommodations
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13243 Lodgings in Florida Keys, FL

Best Florida Keys, FL lodging with a pool

Among the 13243 accommodations in Florida Keys, FL, here are the 4 best ones with a pool

Relax By Keys Waters  [Ocean Pointe Suites 2209] - Florida Keys, FL
9.8 106 reviews
Florida Keys, FL
06/20 – 06/27
$380/nighttotal: $2660 (7 )

Relax By Keys Waters [Ocean Pointe Suites 2209]

2 5
apartment , Tavernier
This Tavernier apartment is located just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's natural beauty and attractions. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience.
The 960 square foot apartment features two bedrooms and two bathrooms, providing comfortable accommodations for families or groups. Enjoy amenities like a swimming pool, jacuzzi, tennis court, and a fully equipped kitchen, along with a private balcony for relaxing and enjoying the ocean views.
Waterfront Condo Dock Pool Near Duval St - Florida Keys, FL
9.8 26 reviews
Florida Keys, FL
07/03 – 07/05
$1416/nighttotal: $2832 (2 )

Waterfront Condo Dock Pool Near Duval St

2 8
apartment , Key West
This Meadows condo rental in Key West is situated less than a mile from Duval Street, the Ernest Hemingway Home and Museum, and nearby beaches.
This 1350-square-foot, three-bedroom, two-bathroom Key West vacation rental sleeps six and boasts a fully equipped kitchen, in-unit laundry, private balcony, and access to a community garden and grills.
P11 - Charming 2 Bedroom 2 Bath Duplex With Private Pool And Dock - Completely Updated. - Florida Keys, FL
9.9 64 reviews
Florida Keys, FL
06/20 – 06/27
$353/nighttotal: $2471 (7 )

P11 - Charming 2 Bedroom 2 Bath Duplex With Private Pool And Dock - Completely Updated.

2 1
apartment , Marathon
This waterfront vacation home is located just 3 miles from Captain Hooks Marina and Dive Center, Sunset Park Beach, and Coco Plum Beach in Marathon, offering easy access to the area's top attractions. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The house features 2 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. Enjoy a private pool, a spa tub, a fully equipped kitchen, and free Wi-Fi, along with a barbecue grill for outdoor dining.
2/1 Floating Villa W/ Water View The Pelagic - Florida Keys, FL
9.6 69 reviews
Florida Keys, FL
07/26 – 08/01
$270/nighttotal: $1620 (6 )

2/1 Floating Villa W/ Water View The Pelagic

1 4
barge , Islamorada, Village of Islands
This Islamorada barge rental, located in the Village of Islands, offers easy access to local attractions; precise distances to specific landmarks require further inquiry.
The two-bedroom, one-bathroom vessel sleeps six guests and features a full kitchen, Wi-Fi, air conditioning, and pet-friendly accommodations, perfect for exploring the Florida Keys' abundant marine life.

Best family friendly Florida Keys, FL lodging

Among the 13243 accommodations in Florida Keys, FL, here are the 4 best for families

3br Private Duplex In Cutler Bay, Pool Table, Bbq, Landry, Living Room, Kitchen,terrace, Free Parking - Florida Keys, FL
9.3 3 reviews
Florida Keys, FL
07/03 – 07/05
$388/nighttotal: $776 (2 )

3br Private Duplex In Cutler Bay, Pool Table, Bbq, Landry, Living Room, Kitchen,terrace, Free Parking

3 8
apartment , Cutler Bay
This spacious Cutler Ridge duplex, located 9.5 miles from Fruit & Spice Park and 11 miles from Homestead Miami Speedway, offers convenient access to local attractions.
The 1500-square-foot, three-bedroom, two-bathroom rental boasts a private garden, terrace, pool table, outdoor fireplace, BBQ grill, and on-site bar, comfortably accommodating up to 19 guests.
Aquamarine Oceanview+special Rates+\ndock+pool+gym+spa+1535 Star Reviews!!! - Florida Keys, FL
10 158 reviews
Florida Keys, FL
06/20 – 06/27
$436/nighttotal: $3052 (7 )

Aquamarine Oceanview+special Rates+\ndock+pool+gym+spa+1535 Star Reviews!!!

2 5
apartment , Islamorada, Village of Islands
This waterfront apartment in Matecumbe, Islamorada, offers a unique 5-star experience with its private dock, heated pool, hot tub, and lighted tennis courts. It is highly rated by previous guests for its cleanliness, comfort, and amenities.
The apartment features 2 bedrooms, 3 bathrooms, and a floor area of 1700 square feet, comfortably accommodating up to 6 guests. It boasts a fully equipped kitchen, a spacious living area, and a private terrace overlooking the water. Guests can enjoy complimentary amenities such as bikes, pool toys, and a freezer for bait/catch, as well as access to a concierge service for assistance with activities and arrangements.
Hyatt Centric Key West Resort & Spa - Florida Keys, FL
8.8 2731 reviews
Florida Keys, FL
07/03 – 07/05
$1488/nighttotal: $2976 (2 )

Hyatt Centric Key West Resort & Spa

2 8
resort , Key West
The Hyatt Centric Key West Resort & Spa is located on Key West Island, just a short walk from Duval Street and its lively atmosphere. It's rated very good for overall experience, excellent for location, and very good for cleanliness.
The hotel has 1-bedroom suites with private balconies, each with free Wi-Fi. Guests can enjoy a range of amenities, including a pool, hot tub, spa, fitness center, two restaurants, and a bar, plus activities like scuba diving, jet boating, and snorkeling.
Newly Remodeled  Tropical Townhome Private Plunge Pool Close To Fun Activities - Florida Keys, FL
9.9 145 reviews
Florida Keys, FL
06/19 – 06/23
$496/nighttotal: $1984 (4 )

Newly Remodeled Tropical Townhome Private Plunge Pool Close To Fun Activities

2 4
apartment , Duck Key
This waterfront vacation home is located in Duck Key, just a short drive from Little Conch Key, Curry Hammock State Park, Crawl Key, and Long Key State Park, offering easy access to a variety of attractions and natural beauty. The property has earned excellent ratings for user experience, location, and cleanliness.
This 2-bedroom vacation rental comfortably accommodates 4 guests and provides 900 square feet of living space. Enjoy a private pool, a Jacuzzi, a terrace, a garden, and a spa, along with amenities like internet, air conditioning, a fully equipped kitchen, and parking.

Frequently Asked Questions about accommodations in Florida Keys, FL

  • What are the must-see attractions in the Florida Keys, FL, United States?

    The Florida Keys offer a plethora of attractions! For breathtaking views, you can't miss the Seven Mile Bridge, a true engineering marvel. Key West is a must-see, with its iconic Southernmost Point Buoy and Ernest Hemingway Home and Museum. For nature lovers, exploring Dry Tortugas National Park by boat is an unforgettable experience, with its pristine beaches and historic Fort Jefferson. And don't forget the John Pennekamp Coral Reef State Park for incredible snorkeling and diving opportunities.
  • What are the best accommodations in Florida Keys, FL?

    Among the accommodations in Florida Keys, FL, Leaward Isle Island Retreat, Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality and Almond Tree Inn - Adults Only are the most popular ones.

  • Are there any seasonal events or cultural festivals in the Florida Keys, FL, United States?

    The Florida Keys host several events throughout the year. Key West's Fantasy Fest is a famous, large-scale costume party in October. The annual Key West Conch Republic Independence Celebration in April is another popular event. Many smaller, local festivals celebrating seafood and local culture pop up throughout the year, so checking local event listings closer to your travel dates is always a good idea.
  • What are the best accommodations with a pool in Florida Keys, FL?

  • What are the most characteristic landscapes and terrains found in the Florida Keys, FL, United States?

    The Florida Keys are known for their unique island chain landscape. Expect to see stunning turquoise waters, pristine beaches of white sand, and lush mangrove forests. The Overseas Highway, spanning the islands, offers picturesque views of the ocean and the unique low-lying islands. The coral reefs surrounding the Keys are a significant part of the landscape, vital to the ecosystem and offering opportunities for water sports.
  • What are the best accommodations with a jacuzzi in Florida Keys, FL?

  • What are the best outdoor activities in the Florida Keys, FL, United States?

    The Florida Keys are an outdoor paradise! World-class snorkeling and diving at John Pennekamp Coral Reef State Park and Looe Key Reef are major draws. Kayaking or paddleboarding through the mangroves is a peaceful way to explore the ecosystem. Fishing, both deep-sea and backcountry, is incredibly popular. And of course, relaxing on the beautiful beaches is a must.
  • What are the best accommodations for families and kids in Florida Keys, FL?

  • What is the best time of year to visit the Florida Keys, FL, United States with kids?

    The best time to visit the Florida Keys with kids is during the spring (March-May) or fall (September-November). The weather is generally pleasant, with less humidity than the summer months. These shoulder seasons also tend to have fewer crowds than the peak winter season.
  • What are the best pet friendly accommodations in Florida Keys, FL?

    The best pet friendly accommodations in Florida Keys, FL are Leaward Isle Island Retreat, The Gardens Hotel and Oceanside Kawama Villa R5.

  • Are there local customs to be aware of in the Florida Keys, FL, United States?

    The Florida Keys have a laid-back, relaxed atmosphere. Respect for the environment is important, especially given the sensitive coral reefs. Being mindful of wildlife and following Leave No Trace principles is crucial. Also, remember that the Keys are a popular destination for boaters, so be aware of boat traffic if you're swimming or participating in water sports.
  • What are the best accommodations with parking in Florida Keys, FL?

  • What are the best ways to interact with locals and learn about their culture in the Florida Keys, FL, United States?

    One of the best ways to interact with locals is to visit local restaurants and bars. Many establishments feature live music and a friendly atmosphere. Talking to the staff at smaller, family-run businesses can provide insights into the local culture. Attending local festivals and events is another great way to experience the community spirit.
  • What are some lesser-known attractions or hidden gems in the Florida Keys, FL, United States?

    Beyond the well-known spots, explore Bahia Honda State Park for its beautiful beaches and historic railroad bridge. Consider visiting the Turtle Hospital in Marathon to learn about sea turtle rehabilitation. For a unique experience, explore the mangrove tunnels by kayak in the backcountry. Many smaller, quieter beaches offer a more secluded escape than the more popular spots.

Nearby regions

Best Florida Keys, FL accommodation with a balcony

207 Mariners Club - Well Appointed 3 Bedroom, 3 Bath Townhome - Florida Keys, FL
9.4 49 reviews
Florida Keys, FL
06/19 – 06/23
$491/nighttotal: $1964 (4 )

207 Mariners Club - Well Appointed 3 Bedroom, 3 Bath Townhome

3 4
apartment , Key Largo
This Key Largo apartment is conveniently located within walking distance of Baker's Cay Resort Beach and Bluefin Rock Harbor Marina, and a short drive from other popular Key Largo attractions. The apartment has received excellent ratings from previous guests.
This 3-bedroom vacation rental can comfortably accommodate up to eight guests. Enjoy the on-site amenities, including a fitness center, a spa tub, an arcade/game room, barbecue grills, a picnic area, and a ballroom.
Beachside Unit 14 - Key Colony - Florida Keys, FL
9.7 132 reviews
Florida Keys, FL
07/31 – 08/03
$322/nighttotal: $966 (3 )

Beachside Unit 14 - Key Colony

1 2
apartment , Key Colony Beach
This Key Colony Beach apartment is just a 10-minute walk from Sunset Park Beach and Coco Plum Beach, with Curry Hammock State Park a short drive away. It has received excellent ratings for location, cleanliness, and overall experience.
The unit offers 460 square feet of space, comfortably accommodating up to 2 guests. Amenities include a kitchen, a private balcony, a swimming pool, and barbecue grills, providing everything you need for a relaxing and enjoyable stay.
Houseboat ∙ 1 Bedroom ∙ 4 Guests - Florida Keys, FL
Florida Keys, FL
07/09 – 07/13
$325/nighttotal: $1300 (4 )

Houseboat ∙ 1 Bedroom ∙ 4 Guests

1 4
boat , Islamorada, Village of Islands
The houseboat Baycation is located in Tavernier, Mile Marker 90, in the upper Florida Keys, positioning it between Key Largo and Islamorada and offering access to Tavernier Creek for Oceanside and Bayside adventures. This renovated 44'x15' triple-level vessel accommodates up to 4 guests with a master bedroom, sleeper couch, and extendable single sleeper, featuring a full galley with a BBQ grill and an upper deck "floating rooftop paradise" with panoramic views, all within walking distance to 6 restaurants, bars, and live-music venues.
Idyllic Tropical Paradise Overlooking The Fabulous Florida Bay. - Florida Keys, FL
9.8 27 reviews
Florida Keys, FL
06/20 – 06/27
$317/nighttotal: $2219 (7 )

Idyllic Tropical Paradise Overlooking The Fabulous Florida Bay.

2 1
apartment , Islamorada, Village of Islands
This Islamorada condo is located in the Futura Yacht Club in Tavernier, offering waterfront views of Florida Bay and easy access to Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park. This highly rated apartment offers pet-friendly accommodations, a swimming pool, and a garden for guests to enjoy.
This two-bedroom, two-bathroom apartment can comfortably accommodate up to six guests. The apartment features a full kitchen, cable TV, internet, washer/dryer, and a terrace with breathtaking views of Florida Bay.

Best Florida Keys, FL accommodation with a kitchen

{Privately Owned} This 2 Bedroom Has Everything You Need.\nwith A Fantastic View. - Florida Keys, FL
9.8 288 reviews
Florida Keys, FL
07/31 – 08/03
$346/nighttotal: $1038 (3 )

{Privately Owned} This 2 Bedroom Has Everything You Need.\nwith A Fantastic View.

2 2
apartment , Tavernier
This oceanfront condo is located in Tavernier Key, just south of Key Largo, offering easy access to the Florida Keys' natural beauty. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has 2 bedrooms and 2 bathrooms, spanning 900 square feet. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, and parking, as well as access to a beach, marina, and tennis courts.
Beachside Unit 27 - Key Colony, Beachside Unit 27 - The Beach Is Calling You! - Florida Keys, FL
9.8 133 reviews
Florida Keys, FL
07/26 – 08/01
$307/nighttotal: $1842 (6 )

Beachside Unit 27 - Key Colony, Beachside Unit 27 - The Beach Is Calling You!

1 4
apartment , Key Colony Beach
This Key Colony Beach apartment is a top-rated, 1-bedroom, 1-bathroom vacation rental that sleeps four. It is situated within a 10-minute walk of Sunset Park Beach and Coco Plum Beach and is in proximity to Curry Hammock State Park and San Pablo Catholic Church.
The apartment has a 460-square-foot layout, a balcony, and a kitchen equipped with a refrigerator, oven, stovetop, and microwave. It also has air conditioning, internet, a swimming pool, parking, and barbecue grills.
Relax At Keys Time  2br Waterfront Rental And Boat Dock - Florida Keys, FL
9.4 56 reviews
Florida Keys, FL
07/09 – 07/13
$450/nighttotal: $1800 (4 )

Relax At Keys Time 2br Waterfront Rental And Boat Dock

2 4
apartment , Cudjoe Key
This canal-front home in the Venture Out community on Cudjoe Key, 22 miles north of Key West and 32 miles south of Marathon, offers easy access to local restaurants and attractions.
This 860-square-foot, two-bedroom, two-bathroom house sleeps six, boasting a private dock, community pool, tennis courts, and three bicycles and kayaks for guest use.
Old Florida Style, Dockage, Swimming Pool (Shared), Just 20 Miles From Key West - Florida Keys, FL
8.6 57 reviews
Florida Keys, FL
06/20 – 06/27
$323/nighttotal: $2261 (7 )

Old Florida Style, Dockage, Swimming Pool (Shared), Just 20 Miles From Key West

2 2
cottage , Cudjoe Key
This cozy cottage is located in Summerland Key, just a short drive from Cudjoe Key and close to Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key. It has received very good user ratings, so you can expect a comfortable and enjoyable stay.
The cottage has two bedrooms and one bathroom, providing a comfortable space for a small family or group of friends. You'll enjoy access to the outdoors, with pet-friendly accommodations and easy access to kayaking, paddleboarding, fishing, and nearby beaches, restaurants, and shops.
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