Vacation Rentals in Florida Keys, FL

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Florida Keys, FL vacation rentals
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11639 Vacation rentals and Airbnb in Florida Keys, FL

Best family friendly Florida Keys, FL vacation rentals

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

Saltwater Social ~ Game Room ~ Pool ~ Dock ~ Views - Florida Keys, FL
9.3 6 reviews
Florida Keys, FL
26/12 – 03/01
₹161587/nighttotal: â‚¹1292696 (8 )

Saltwater Social ~ Game Room ~ Pool ~ Dock ~ Views

1 10
house , Marathon
This canal-front property offers direct ocean access in Marathon, Florida Keys, featuring a private 75-metre dock with a fish cleaning station and electrical service, ideal for boating and fishing enthusiasts.
This contemporary two-storey residence accommodates up to 10 guests with four bedrooms, a heated saltwater pool, a game room with foosball and air hockey, an outdoor kitchen with a gas BBQ, and a private putting green.
Oceanfront Condo On The Beach With A Swimming Pool! - Florida Keys, FL
10 106 reviews
Florida Keys, FL
27/06 – 04/07
₹29585/nighttotal: â‚¹207095 (7 )

Oceanfront Condo On The Beach With A Swimming Pool!

3 2
apartment , Marathon
This beachfront flat in Marathon is just a 10-minute walk from Sunset Park Beach, Coco Plum Beach, and Curry Hammock State Park, making it ideal for exploring the area's natural beauty. It has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The two-bedroom apartment spans 119 square metres and provides a comfortable space for your stay. Guests can enjoy a private pool, a shared outdoor pool, barbecue grills, free WiFi, and a fully equipped kitchen.
Tavernier Oceanfront Resort Condo-pool, Dockage, Kayaks, Onsite Restaurant & Bar - Florida Keys, FL
9.1 74 reviews
Florida Keys, FL
04/08 – 07/08
₹33303/nighttotal: â‚¹99909 (3 )

Tavernier Oceanfront Resort Condo-pool, Dockage, Kayaks, Onsite Restaurant & Bar

2 4
apartment , Tavernier
This two-bedroom apartment is situated in Tavernier, just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful beaches of the Florida Keys. The property has received excellent ratings for location, cleanliness, and user experience.
The 77 square metre apartment can comfortably accommodate up to six guests and features a well-equipped kitchen, two bathrooms, and a private pool. Guests can enjoy a range of amenities including a washing machine, air conditioning, and a garden.
Luxury Farm/20 Min Keys/event/pool/games/wifi/fruit Tree/peace/nature - Florida Keys, FL
Florida Keys, FL
26/07 – 01/08
₹64695/nighttotal: â‚¹388170 (6 )

Luxury Farm/20 Min Keys/event/pool/games/wifi/fruit Tree/peace/nature

3 4
farm , Homestead
This luxury village accommodation is located in Homestead's Redland district, offering a nature-filled escape just 2 kilometres from the Coral Castle Museum and close to Homestead Station for shopping.
This spacious farmstead sleeps up to 12 guests across 3 bedrooms and 2.5 bathrooms, featuring a fully equipped kitchen, swimming pool, ping pong, and pool tables for entertainment, and permits events with advance notice.

Best Florida Keys, FL vacation rentals with a pool

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

Seas The Day In Cudjoe Key - Florida Keys, FL
8.7 45 reviews
Florida Keys, FL
27/06 – 04/07
₹27515/nighttotal: â‚¹192605 (7 )

Seas The Day In Cudjoe Key

2 2
apartment , Cudjoe Key
This waterfront property is situated in Cudjoe Key, just 3.8 kilometres from Florida Keys Beaches and a short walk from Venture Key, Venture Out Keys, and Out Key, offering a tranquil setting for a relaxing getaway. The property has received excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The two-bedroom house, spanning 69 square metres, comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a fitness centre, a tennis court, and parking, providing a range of activities and comforts for a memorable vacation.
Sea Mist - Oceanfront-lake-kayak-paddleboard-bike - Florida Keys, FL
9.7 308 reviews
Florida Keys, FL
04/08 – 07/08
₹40092/nighttotal: â‚¹120276 (3 )

Sea Mist - Oceanfront-lake-kayak-paddleboard-bike

2 4
apartment , Key Largo
This beachfront apartment in Key Largo is ideally situated just 4.6 miles from John Pennekamp State Park and 5.6 miles from Pigeon Key, offering easy access to the area's natural wonders. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment is spacious, covering 125 square metres and comfortably accommodating up to six guests. It boasts a fully equipped kitchen, a private pool, a terrace, a garden, and a range of amenities, including a spa, a bar, and a tennis court. Guests can also enjoy complimentary kayaks, paddleboards, and bikes, as well as access to nearby water sports activities.
Island Oasis ~ Your Paradise Awaits In Venture Out Resort! - Florida Keys, FL
9.6 14 reviews
Florida Keys, FL
04/08 – 07/08
₹50326/nighttotal: â‚¹150978 (3 )

Island Oasis ~ Your Paradise Awaits In Venture Out Resort!

2 4
cottage , Cudjoe Key
Island Oasis ~ Your Paradise Awaits In Venture Out Resort! is a waterfront cottage in Cudjoe Key, Florida, conveniently located within a 2.4-kilometre radius of Florida Keys Beaches and a 15-minute walk from Venture Out Keys, Venture Key, and Out Key.
This two-bedroom, two-bathroom holiday home sleeps six guests and boasts a fully equipped kitchen, private balcony, swimming pool, tennis court, and access to barbecue grills; enjoying stunning views and easy water access.
Aqua Lodge Houseboat "The Grey Lady" - Florida Keys, FL
9.8 75 reviews
Florida Keys, FL
26/07 – 01/08
₹59407/nighttotal: â‚¹356442 (6 )

Aqua Lodge Houseboat "The Grey Lady"

4 4
houseboat , Tavernier
This houseboat is situated in Tavernier, Florida, a 15-minute walk from Baker's Cay Resort Beach and Mariners Hospital, with easy access to the Florida Keys Dive Center and Harry Harris Park. The property has received excellent ratings for its location, cleanliness, and overall experience.
The houseboat offers four bedrooms and two bathrooms, and comes equipped with a kitchen, air conditioning, and a swimming pool. Guests can also enjoy a garden, parking, internet access, and the option to bring their pets.

Frequently asked questions about holiday rentals in Florida Keys, FL

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

    The Florida Keys offer a wealth 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 John Pennekamp Coral Reef State Park, perfect for snorkelling and diving, and the Seven Mile Bridge, an engineering marvel offering stunning views. Don't miss the Theatre of the Sea in Islamorada, a marine park showcasing dolphins and other sea creatures.
  • What are the best Airbnb and vacation rentals in Florida Keys, FL?

    Leaward Isle Island Retreat, Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality and Mango Hideaway @ The Eyebrow House Off Duval are the most popular Airbnb and vacation rentals in Florida Keys, FL among travelers.

  • 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, FL, United States?

    Absolutely! The Florida Keys' unique geography creates several fascinating phenomena. The coral reefs, the third-largest barrier reef in the world, are a major draw. The area is also known for its vibrant marine life, including diverse species of fish, sea turtles, and manatees. Witnessing a sunset over the Gulf of Mexico is a daily spectacle, and bioluminescence is visible in certain areas at night, creating a magical experience.
  • What are the most popular Airbnbs in Florida Keys, FL?

  • 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, FL, United States?

    Pack light clothing, swimwear, sunscreen (high SPF is crucial!), sunglasses, a hat, and insect repellent. Comfortable walking shoes are a must, especially if you plan on exploring the many parks and trails. Don't forget a reusable water bottle to stay hydrated in the Florida heat. A waterproof bag for your phone and valuables is also recommended for water activities.
  • What are the best vacation rentals with a pool in Florida Keys, FL?

  • 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, FL, United States?

    The Florida Keys host several events throughout the year. Key West's Fantasy Fest is a well-known, ten-day Halloween celebration. The annual Conch Republic Independence Celebration in Key West is also a popular event. Many smaller, local festivals and events take place throughout the Keys, often celebrating local culture and seafood.
  • What are the best rentals for families and kids in Florida Keys, FL?

  • 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, FL, United States, and what are the must-try specialties?

    The Keys boast a fantastic culinary scene. For fresh seafood, try the Bad Boy Burrito in Key Largo or the Blue Heaven in Key West. Local specialties include Key lime pie (a must!), conch fritters, and stone crab claws (seasonal). Many restaurants offer fresh catches of the day, showcasing the Keys' bounty.
  • What are the best rentals or Airbnbs with a jacuzzi in Florida Keys, FL?

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

    Beyond the well-known spots, consider exploring the smaller islands and hidden beaches. The Bahia Honda State Park offers beautiful beaches and stunning views. The History of Diving Museum in Islamorada is a unique and fascinating attraction. Exploring the backcountry by kayak or boat can reveal hidden coves and mangrove forests.
  • What are the best activities for engaging with locals and understanding their culture in the Florida Keys, FL, United States?

    Visiting local markets, like the Key West Green Market, allows you to interact with locals and experience their crafts and produce. Spending time in smaller, less touristy towns provides opportunities to chat with residents and learn about their way of life. Supporting local businesses and restaurants is also a great way to connect with the community.
  • What unique natural landscapes and terrain features can travellers explore in the Florida Keys, FL, United States?

    The Florida Keys offer a unique blend of landscapes. The islands themselves are low-lying, with mangrove forests, beaches, and shallow waters. The coral reefs are a major feature, offering incredible underwater scenery. Exploring the Everglades National Park, which extends into the Keys, reveals a different side of the region's natural beauty, with its vast wetlands and unique ecosystem.
  • How many days are ideal for a visit to the Florida Keys, FL, United States, and what are some itinerary suggestions?

    Seven to ten days is ideal to explore the Keys properly. A possible itinerary could include three days in Key West, two days exploring the Middle Keys (Islamorada, Marathon), and two days in Key Largo, with a day for travel or relaxation built in. Adjust this based on your interests and pace.

Nearby regions

Best Florida Keys, FL holiday rentals with a balcony

Pines & Palms Resort - Florida Keys, FL
9.2 2444 reviews
Florida Keys, FL
24/07 – 27/07
₹208194/nighttotal: â‚¹624582 (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.
Private Pool, Hot Tub, Boat Dock, Putting Green - Florida Keys, FL
9.8 55 reviews
Florida Keys, FL
26/12 – 03/01
₹188305/nighttotal: â‚¹1506440 (8 )

Private Pool, Hot Tub, Boat Dock, Putting Green

5 10
apartment , Marathon
This Marathon Shores holiday home is situated a 15-minute walk from Captain Hooks Marina, Sunset Park Beach, and Coco Plum Beach, and under 2km from the Marathon Visitor Centre.
This 199 square metre property boasts a spacious four-bedroom layout sleeping up to ten guests, complete with a private pool, jacuzzi, barbecue, and fully equipped kitchen; enjoy the private balcony and proximity to local attractions.
Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality - Florida Keys, FL
9.9 1011 reviews
Florida Keys, FL
26/12 – 03/01
₹284920/nighttotal: â‚¹2279360 (8 )

Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality

6 10
house , Marathon
This house in Marathon, Florida is conveniently located just a short drive from attractions like the Florida Keys Aquarium Encounters and Captain Hook's Marina Dive Center. The property has consistently received excellent ratings for location, cleanliness, and user experience.
The house features a terrace, a well-equipped kitchen, a private bathroom with amenities, and a dining area. It offers a range of amenities, including a swimming pool, a Jacuzzi, a sauna, a spa, a fitness centre, a tennis court, and free parking.
Beachside Unit 01 - Key Colony, Beachside Unit 01 - Private Atlantic Beach & Pool - Florida Keys, FL
9.6 113 reviews
Florida Keys, FL
01/09 – 04/09
₹30181/nighttotal: â‚¹90543 (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.

Best Florida Keys, FL holiday rentals with parking

Save Big $$$ May!!  Waterfront 4 Bikes & 2-2 Person Kayaks. King & Queen Beds - Florida Keys, FL
9.5 438 reviews
Florida Keys, FL
09/07 – 13/07
₹33196/nighttotal: â‚¹132784 (4 )

Save Big $$$ May!! Waterfront 4 Bikes & 2-2 Person Kayaks. King & Queen Beds

1 4
apartment , Cudjoe Key
This holiday home is located in Summerland Key, just a short walk from Venture Key and Venture Out Keys, and less than 800 metres from Out Key. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The property offers 80 square metres of living space, comfortably accommodating up to six guests in two bedrooms and two bathrooms. Guests can enjoy a range of amenities, including a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, making it ideal for a relaxing and enjoyable stay.
Walk To Beach, 90' Dock, Huge Pool, Kayaks - Florida Keys, FL
10 3 reviews
Florida Keys, FL
26/12 – 03/01
₹185690/nighttotal: â‚¹1485520 (8 )

Walk To Beach, 90' Dock, Huge Pool, Kayaks

1 10
apartment , Marathon
This canal-front house in Marathon's Coco Plum neighbourhood offers easy walking access to Coco Plum Beach and is minutes from both the Atlantic Ocean and the Gulf of Mexico.
This spacious 260 sqm home boasts four bedrooms (one with a kitchenette), three bathrooms, a private 14-metre swimming pool (with optional heating), a 90’ private dock, and can accommodate up to ten guests, featuring a pool table, multiple smart TVs, and high-speed Wi-Fi.
Blackfin Resort And Marina - Florida Keys, FL
8.6 3131 reviews
Florida Keys, FL
24/07 – 27/07
₹139543/nighttotal: â‚¹418629 (3 )

Blackfin Resort And Marina

5 14
resort , Marathon
Blackfin Resort and Marina is situated in Marathon, Florida, just 5km from Sombrero Beach and within walking distance of the Crane Point Museums and Nature Center. The resort has received very good ratings for user experience, location, and cleanliness.
The accommodation offers a range of amenities including a swimming pool, a garden, a restaurant, a bar, and parking. Guests can enjoy a variety of activities such as boating, fishing, diving, and exploring the surrounding area.
Brand New Modern*4bed4ba*private Dock+heated Pool! - Florida Keys, FL
10 11 reviews
Florida Keys, FL
26/12 – 03/01
₹160106/nighttotal: â‚¹1280848 (8 )

Brand New Modern*4bed4ba*private Dock+heated Pool!

4 10
apartment , Marathon
This waterfront property in Marathon, Florida is situated within 1.6km of the Marathon Air Museum and Captain Hooks Marina and Dive Centre, offering easy access to local attractions.
This four-bedroom, four-bathroom house boasts 196 square metres of living space, sleeping up to ten guests and featuring a private swimming pool, jacuzzi, and barbecue facilities; all within easy reach of the Marathon Visitor Centre and San Pablo Catholic Church.
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