Compare Vacation Rentals & Airbnb in Florida Keys

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Florida Keys vacation rentals
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11639 Rentals and Airbnb in Florida Keys

Best family friendly Florida Keys vacation rentals

Among the 11639 accommodations in Florida Keys, here are the 4 best family friendly rentals

Beachside Resort & Residences - Florida Keys
8.3 4159 reviews
Florida Keys
24/07 – 27/07
$2696/nighttotal: $8088 (3 )

Beachside Resort & Residences

5 14
resort , Key West
The Key West Marriott Beachside Hotel is located on the beach in Key West, just under 1.2 miles from Key West Airport and a short shuttle ride from the city centre. The hotel has consistently received very good ratings for its location, cleanliness, and overall guest experience.
The hotel offers a range of accommodation options, from comfortable rooms to suites with upgraded amenities. Guests can enjoy a private sandy beach, a swimming pool, a hot tub, a fitness centre, a spa, and a choice of dining options, including a steakhouse and a bar.
Faro Blanco Resort Marathon Florida Keys, Curio By Hilton - Florida Keys
8.5 1809 reviews
Florida Keys
26/12 – 03/01
$3948/nighttotal: $31584 (8 )

Faro Blanco Resort Marathon Florida Keys, Curio By Hilton

4 10
resort , Marathon
Faro Blanco Resort & Yacht Club is located on Marathon's waterfront, just a short drive from the Turtle Hospital and Aquarium Encounters. The resort has received very good ratings for its location, cleanliness, and overall experience.
The resort offers a range of amenities and activities, including two outdoor pools, a game lawn, a full-service marina, and a restaurant. Guests can enjoy water activities like swimming, kayaking, paddleboarding, and sunset cruises, as well as explore nearby attractions like Pigeon Key and Sombrero Beach.
Swaying Palms Spacious Suite [Ocean Pointe 3201] - Florida Keys
9.9 111 reviews
Florida Keys
26/07 – 01/08
$434/nighttotal: $2604 (6 )

Swaying Palms Spacious Suite [Ocean Pointe 3201]

1 4
apartment , Tavernier
This Tavernier waterfront apartment, a short 1km stroll from Harry Harris Park and within 5km of Mariners Hospital and Pigeon Key, offers stunning views.
The two-bedroom, two-bathroom condo sleeps four, boasting a fully equipped kitchen, free Wi-Fi, a swimming pool, Jacuzzi, tennis court, and private terrace – perfect for families seeking a relaxing Tavernier getaway.
Keys Deal W/cafe & Pool Bar! Up To 20% Off Beachfront 1bd Sleeps 4. - Florida Keys
9.7 127 reviews
Florida Keys
09/07 – 13/07
$437/nighttotal: $1748 (4 )

Keys Deal W/cafe & Pool Bar! Up To 20% Off Beachfront 1bd Sleeps 4.

1 4
apartment , Tavernier
This Tavernier apartment is located just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, both offering a relaxed beach atmosphere, and is within 5 kilometres of Mariners Hospital and Florida Keys Dive Center. It has received excellent ratings for location, cleanliness, and overall user experience.
The one-bedroom apartment spans 60 square metres and comfortably accommodates up to four guests. It offers a range of amenities including a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a tennis court, and a garden, ensuring a relaxing and enjoyable stay.

Best Florida Keys vacation rentals with a pool

Among the 11639 accommodations in Florida Keys, here are the 4 best rentals with a pool

Isla Bella Beach Resort & Spa - Florida Keys
9.1 2075 reviews
Florida Keys
05/08 – 06/08
$2378/nightfor 1 night

Isla Bella Beach Resort & Spa

6 13
resort , Marathon
Isla Bella Beach Resort & Spa is located in Marathon, Florida, just 5 kilometres from Vaca Key and the Seven Mile Bridge. The resort has received excellent user ratings, with very good reviews for its location and cleanliness.
The resort offers a range of rooms and suites to suit different needs. Guests can enjoy a variety of amenities, including multiple swimming pools, a full-service spa, on-site dining, and water sports activities.
Dolphin Point Villas - Florida Keys
9.5 665 reviews
Florida Keys
24/07 – 27/07
$2409/nighttotal: $7227 (3 )

Dolphin Point Villas

5 14
resort , Key Largo
Dolphin Point Villas is located in Key Largo, just a short walk from John Pennekamp State Park and a drive from Pigeon Key, making it a great choice for exploring the area's natural beauty. The resort has consistently received excellent ratings for its location, cleanliness, and overall experience.
The villas are set within a tranquil garden, providing a peaceful escape from the hustle and bustle. Guests can enjoy a range of amenities including a private beach, a swimming pool, a fitness centre, a sun terrace with a grill, and a concierge service to help plan their activities.
Beachside Unit 01 - Key Colony, Beachside Unit 01 - Private Atlantic Beach & Pool - Florida Keys
9.6 113 reviews
Florida Keys
01/09 – 04/09
$442/nighttotal: $1326 (3 )

Beachside Unit 01 - Key Colony, Beachside Unit 01 - Private Atlantic Beach & Pool

1 2
apartment , Key Colony Beach
This apartment is located in Key Colony Beach, just a 3-kilometre drive from Curry Hammock State Park and within a 1.6-kilometre walk of Sunset Park Beach and Coco Plum Beach. The apartment has received excellent user ratings for its cleanliness, location, and overall experience.
The apartment is a 43 square metre, one-bedroom property that can comfortably accommodate two guests. Enjoy the private pool, the fully equipped kitchen, and the terrace, where you can relax and enjoy the beautiful surroundings.
Ocean View Condo With Balcony/marina View - Florida Keys
9.2 358 reviews
Florida Keys
04/08 – 07/08
$479/nighttotal: $1437 (3 )

Ocean View Condo With Balcony/marina View

2 4
apartment , Tavernier
This two-bedroom apartment in Tavernier is conveniently located within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful sands and turquoise waters of the Florida Keys. It has received excellent ratings for location, cleanliness, and user experience.
The 80 square metre property can accommodate up to six guests and features a fully equipped kitchen, a private balcony, a swimming pool, a Jacuzzi, a sauna, a tennis court, and free parking. Guests can also enjoy the outdoor barbecue grills and relax in the spa tub after a day exploring the Keys.

Frequently Asked Questions about vacation rentals in Florida Keys

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

    The Florida Keys offer a plethora of sights. Key West is a must, with its iconic Southernmost Point Buoy, Ernest Hemingway Home and Museum, and the Key West Butterfly and Nature Conservatory. Further up the Keys, you'll find the Seven Mile Bridge, a breathtaking engineering marvel, and Bahia Honda State Park, boasting pristine beaches and excellent snorkeling. Don't miss the John Pennekamp Coral Reef State Park, a great place for diving and exploring the only living coral reef in the continental United States.
  • What are the best Airbnb and vacation rentals in Florida Keys?

  • What are vacation rentals like in Florida?

    There is a wide range of vacation rentals available in Florida. You can stay in a luxury villa in Cape Coral with stunning views over the water, a townhouse in Orlando, an apartment in Miami, just to name a few of your destinations and options available. We can help you find the perfect Florida vacation rental for you and your budget in seconds.
  • Are there unique natural phenomena in the Florida Keys, United States?

    Absolutely! The Florida Keys are known for their vibrant coral reefs, a unique ecosystem teeming with marine life. The area also experiences stunning sunsets, often cited as some of the best in the world. Birdwatching is excellent, with many species migrating through or residing in the Keys. The unique geography and climate also contribute to the diverse plant life found throughout the islands.
  • What are the most popular Airbnbs in Florida Keys?

  • Are there any unusual vacation rentals in Florida?

    Yes! Stay in a modern castle in Fort Lauderdale, a floating cottage in Sanford, a treehouse in the woods, or even a yurt with its own deck in Port St. Joe. You can find many quirky and unusual vacation rentals in Florida, and we can help you find the one you're looking for!
  • What essentials should you bring along for a trip to the Florida Keys, United States?

    Pack light clothing, swimwear, sunscreen (high SPF!), sunglasses, a hat, and comfortable walking shoes. Don't forget insect repellent, especially if you plan on exploring the more natural areas. A reusable water bottle is crucial, as staying hydrated is important in the Florida Keys' climate. Consider bringing a waterproof bag for electronics and valuables if you plan on watersports.
  • What are the best vacation rentals with a pool in Florida Keys?

  • What are the top destinations in Florida?

    Top destinations in Florida include Sarasota, Orlando-Walt Disney World, St. Petersburg, FL, Key West, Naples, and Miami Beach.Florida's beaches are huge attractions, with the most popular being South Beach, Fort Lauderdale Beach, and Clearwater Beach. Of course, theme parks are a big draw for Florida, but you don't just have Walt Disney World, but also the Wizarding World of Harry Potter, Busch Gardens, and Universal Studios Florida. Art and culture lovers may want to visit the Salvador Dali Museum in St. Petersburg or the Hemingway House in Key West. Nature lovers will want to visit Dry Tortugas National Park or the Naples Botanical Garden.
  • What famous events or festivals are happening in the Florida Keys, United States?

    The Florida Keys host several events throughout the year. Key West's Fantasy Fest is a renowned costumed celebration in October. The annual Hemingway Days celebration in July honors the famous author's legacy. Numerous smaller festivals and events related to fishing, music, and art take place throughout the year in various Keys communities.
  • What are the best rentals for families and kids in Florida Keys?

  • What dishes should I try in Florida?

    Some typical Florida dishes to try are conch fritters, a type of sea snail that's fried in batter shrimp and grits, fried gator tail, Key lime pie, oysters, and ceviche. However, when in doubt, you can never go wrong with freshly caught fish.
  • Where can you find the best restaurants serving local dishes in the Florida Keys, United States, and what are the must-try specialties?

    The Florida Keys boast a diverse culinary scene. Key West has numerous excellent restaurants. Try the Blue Heaven for its casual atmosphere and Caribbean-inspired dishes. Latitudes, located at the Cheeca Lodge & Spa in Islamorada, offers stunning sunset views and fresh seafood. Many restaurants feature fresh, locally caught seafood, conch fritters, and Key lime pie—a must-try dessert.
  • What are the best rentals or Airbnbs with a jacuzzi in Florida Keys?

    The best vacation rentals or Airbnb with a jacuzzi in Florida Keys are Leaward Isle Island Retreat, Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality and Key West Villas.

  • What are some less-famous attractions in the Florida Keys, United States that are worth the visit?

    Beyond the well-known spots, consider exploring the smaller islands and quieter beaches. The National Key Deer Refuge provides a chance to see these endangered deer in their natural habitat. The History of Diving Museum in Islamorada offers a fascinating look at diving's past. Exploring the backcountry by kayak or paddleboard reveals hidden coves and mangroves, offering a different perspective of the Keys.
  • What are the best activities for engaging with locals and understanding their culture in the Florida Keys, United States?

    Visiting local markets, like the Key West Green Market, provides a chance to interact with locals and sample local produce. Attending community events and festivals offers insight into local traditions. Striking up conversations with bartenders and staff at smaller, locally-owned establishments can lead to interesting interactions and local insights. Consider taking a guided tour focused on the history and culture of the Keys.
  • What unique natural landscapes and terrain features can travelers explore in the Florida Keys, United States?

    The Florida Keys' unique landscape is defined by its low-lying islands, mangrove forests, and the only living coral reef in the continental US. Exploring the backcountry waterways by boat or kayak reveals hidden mangrove tunnels and diverse birdlife. The beaches vary from the white sands of Bahia Honda State Park to the more rugged shores of other islands. The diverse ecosystems offer a variety of landscapes to explore.
  • How many days are ideal for visiting the Florida Keys, United States, and what are some itinerary suggestions?

    Seven to ten days is ideal to explore the Keys thoroughly. A possible itinerary could involve three days in Key West, two in Islamorada, and two exploring the Upper Keys, including Marathon and Bahia Honda State Park. This allows for relaxation, exploration, and enjoying diverse activities. Adjust the itinerary based on your interests and preferred pace.

Nearby regions

Best Florida Keys vacation rentals with a balcony

Pines & Palms Resort - Florida Keys
9.2 2444 reviews
Florida Keys
24/07 – 27/07
$3049/nighttotal: $9147 (3 )

Pines & Palms Resort

4 14
resort , Islamorada, Village of Islands
Pines & Palms Resort is located in Islamorada, close to Alligator Reef and less than a mile from Miss Islamorada Fishing Charters, with John Pennekamp Coral Reef State Park a short 30-minute drive away. This resort has very good user ratings, an excellent location rating and a very good cleanliness rating.
The resort offers a range of apartments with full kitchens and ocean views. Guests can enjoy a private beach, an oceanfront pool, a Tiki Bar, kayak and bike rentals, private boat docks, a covered cabana with a barbecue grill, and premium sport fishing areas.
Best Catch On Grouper Ln At Ocean Isles - Florida Keys
10 3 reviews
Florida Keys
27/06 – 04/07
$317/nighttotal: $2219 (7 )

Best Catch On Grouper Ln At Ocean Isles

1 2
apartment , Marathon
This Marathon Shores beachfront condo offers direct ocean access and is a short drive from Sombrero Beach and Curry Hammock State Park.
The 850-square-metre (9150 sq ft) apartment features one bedroom, two bathrooms, sleeps four, and includes a fully equipped kitchen, private balcony, and access to an Olympic-size swimming pool, tiki huts, and a fishing pier.
Houseboat Offers A Rooftop Deck For Stunning Views Of The Sunrise And Sunset. - Florida Keys
9.4 404 reviews
Florida Keys
09/07 – 13/07
$823/nighttotal: $3292 (4 )

Houseboat Offers A Rooftop Deck For Stunning Views Of The Sunrise And Sunset.

4 4
houseboat , Tavernier
This houseboat resort is situated on the waterfront in Tavernier, within a 15-minute walk of Baker's Cay Resort Beach and Mariners Hospital, and within 3 miles of Florida Keys Dive Center and Harry Harris Park. The resort has received excellent ratings for its location, cleanliness and overall experience.
The houseboat offers a rooftop deck for stunning views of the sunrise and sunset, with a spacious 84 square metre layout and four bedrooms. Guests can enjoy a range of amenities, including a swimming pool, restaurant, bar, and free Wi-Fi in public areas, making it the perfect base for exploring the area.
Oceans Edge Key West - Florida Keys
8.7 4746 reviews
Florida Keys
05/08 – 06/08
$2485/nightfor 1 night

Oceans Edge Key West

6 13
resort , Stock Island
Oceans Edge Key West is located on Stock Island, a short 3 km drive from Key West International Airport and 8 km from the Southernmost Point. The resort has received very good ratings for its location, cleanliness and overall experience.
The resort offers a range of rooms and suites, all with flat-screen TVs and private bathrooms. Guests can enjoy a variety of amenities, including multiple swimming pools, a waterfront bar and restaurant, a marina, a spa, and a fitness centre.

Best Florida Keys vacation rentals with parking

Treasure Harbor - Florida Keys
9.4 595 reviews
Florida Keys
26/07 – 01/08
$404/nighttotal: $2424 (6 )

Treasure Harbor

1 4
boat , Islamorada, Village of Islands
This boat is situated in Islamorada, close to the village centre and within easy reach of the famous bridges and fishing spots. It boasts excellent ratings for location, cleanliness, and overall user experience.
The accommodation comes with two bedrooms and one bathroom, offering comfortable living space for a small group. Amenities include air conditioning, a kitchen, a garden, and parking, ensuring a pleasant and convenient stay.
Beachside Unit 33 - Key Colony - Florida Keys
9.8 184 reviews
Florida Keys
04/08 – 07/08
$442/nighttotal: $1326 (3 )

Beachside Unit 33 - Key Colony

1 4
apartment , Key Colony Beach
This apartment is located in Key Colony Beach, just a 1.6-kilometre walk from Sunset Park Beach and Coco Plum Beach, offering easy access to the area's beautiful beaches. It has excellent ratings for user experience, location, and cleanliness.
The one-bedroom apartment is 43 square metres in size and can accommodate up to four guests. It offers a private pool, gas grills, a fully equipped kitchen, a balcony, cable TV, and other conveniences for a comfortable stay.
Knowles House/free Onsite Parking/close To Duval - Florida Keys
10 32 reviews
Florida Keys
05/08 – 06/08
$2935/nightfor 1 night

Knowles House/free Onsite Parking/close To Duval

7 13
apartment , Key West
This seven-bedroom, eight-bathroom Key West house is situated in Old Town, less than 0.8km from Duval Street, offering easy access to Eaton Street's restaurants and the free Duval Loop shuttle.
Sleeping fourteen guests, this property boasts a swimming pool, garden, parking for two cars, and multiple relaxation areas including a poolside workspace, plus self check-in and nearby bike rentals at Eaton Bikes.
Hamilton House Miami - Tropical Oasis / Heated Pool / Tiki / Brazilian Bbq - Florida Keys
9.8 36 reviews
Florida Keys
05/08 – 06/08
$1786/nightfor 1 night

Hamilton House Miami - Tropical Oasis / Heated Pool / Tiki / Brazilian Bbq

6 13
apartment , Palmetto Bay
This spacious holiday home is situated in Palmetto Bay, just 20 kilometres from South Beach, Little Havana, Coral Gables, Downtown Brickell, and Everglades National Park, making it an ideal base for exploring Miami. The property has received excellent reviews from previous guests, highlighting its comfortable and family-friendly atmosphere.
The house spans 325 square metres and offers 6 bedrooms, 4 bathrooms, and can accommodate up to 16 guests. It features a private pool, a jacuzzi, a garden, a spa, a game room, a barbecue area, and high-speed internet.
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