Vacation Rentals in Florida Keys, FL

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Florida Keys, FL holiday rentals
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11639 Holiday rentals and Airbnb in Florida Keys, FL

Best family friendly Florida Keys, FL holiday rentals

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

Relaxed Boho Vibes & Views [ Ocean Pointe 2315] - Florida Keys, FL
9.8 1762 reviews
Florida Keys, FL
27/06 – 04/07
A$601/nighttotal: A$4207 (7 )

Relaxed Boho Vibes & Views [ Ocean Pointe 2315]

1 2
apartment , Tavernier
This beachside apartment building is located in Tavernier, Florida, just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, offering a tranquil setting within easy reach of local attractions. The resort consistently receives excellent ratings for its location, cleanliness and overall experience.
The Keys Life At Ocean Pointe apartment offers two bedrooms, a sofa bed and a balcony, providing ample space for families or groups. Guests can enjoy a range of amenities including a swimming pool, Jacuzzi, tennis court, and a bar, as well as direct access to the beach.
Mia Mansion W/ Pool / Bbq /Cabanna / Outdoor Bar - Florida Keys, FL
8.7 3 reviews
Florida Keys, FL
05/08 – 06/08
A$1370/nightfor 1 night

Mia Mansion W/ Pool / Bbq /Cabanna / Outdoor Bar

5 13
house , Sunset
This Tamiami villa, situated 8.8km from the University of Miami and close to Miami International Mall, Dolphin Mall, and CocoWalk Shopping Centre, offers convenient access to major attractions.
This five-bedroom property boasts 325 square metres of floor space, accommodating up to 31 guests, and includes a private pool with a pool bar and hot tub, plus a fully equipped kitchen, free Wi-Fi, and ample private parking.
Tranquility Bay Resort - Florida Keys, FL
8.7 2343 reviews
Florida Keys, FL
07/07 – 10/07
A$356/nighttotal: A$1068 (3 )

Tranquility Bay Resort

1 2
resort , Marathon
Tranquility Bay Resort is situated in Marathon, Florida, just a short drive from Crane Point Museums & Nature Center and Curry Hammock State Park, offering a peaceful escape in a beautiful setting. The resort consistently receives very good ratings for its cleanliness and user experience, with an excellent location rating.
The resort features a variety of accommodation options, ranging from comfortable guest rooms to spacious beach houses. Guests can enjoy a range of amenities, including swimming pools, a spa, a fitness centre, restaurants, bars and water sports activities.
Nauti Hideaway Ocean Pointe 2314 - Florida Keys, FL
9.9 72 reviews
Florida Keys, FL
04/08 – 07/08
A$429/nighttotal: A$1287 (3 )

Nauti Hideaway Ocean Pointe 2314

2 4
apartment , Tavernier
This Tavernier condo, ideally located between Key Largo and Islamorada, offers easy access to the attractions of both areas.
The two-bedroom, two-bathroom apartment at Ocean Pointe Suites boasts a king-size bed, two balconies with water views, resort amenities including a pool and jacuzzi, and accommodates up to five guests.

Best Florida Keys, FL holiday rentals with a pool

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

Fish Heaven- 2 Bed, 2 Bath In Kcb With Boat Lift, Ice Machine & Cabana Club - Florida Keys, FL
9.8 50 reviews
Florida Keys, FL
27/06 – 04/07
A$425/nighttotal: A$2975 (7 )

Fish Heaven- 2 Bed, 2 Bath In Kcb With Boat Lift, Ice Machine & Cabana Club

2 2
apartment , Key Colony Beach
This waterfront two-bedroom, two-bathroom apartment in Key Colony Beach offers convenient access to Sombrero Beach and Curry Hammock State Park, with Marathon Air Museum and Crane Point Museum and Nature Centre also nearby. This remodelled holiday flat provides accommodation for four guests and features a fully equipped kitchen, air conditioning, a swimming pool, spa, and parking, with optional dockage and boat lift available for an additional fee.
Keys Waterfront Condo: Beach, Pool & Sunset Views! - Florida Keys, FL
9.7 228 reviews
Florida Keys, FL
01/09 – 04/09
A$429/nighttotal: A$1287 (3 )

Keys Waterfront Condo: Beach, Pool & Sunset Views!

2 2
apartment , Tavernier
This waterfront apartment in Tavernier is located a short 2.4 km walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful waters and the local area. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 84 square metres and comfortably accommodates up to 6 guests, with 2 bedrooms and 2 bathrooms. You'll enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, spa, tennis court, and parking, as well as a fully equipped kitchen and air conditioning.
Walk To Beach: Florida Keys Gem W/ Ocean Views - Florida Keys, FL
9.6 4 reviews
Florida Keys, FL
26/12 – 03/01
A$899/nighttotal: A$7192 (8 )

Walk To Beach: Florida Keys Gem W/ Ocean Views

2 10
apartment , Layton
This Layton, Long Key beachfront townhouse boasts direct beach access with provided chairs and umbrellas, situated 3.2km from Long Key State Park and 11.3km from the Dolphin Research Centre.
This 127 square metre property sleeps up to six guests in two bedrooms and two bathrooms, and offers three balconies with ocean views, a well-equipped kitchen, a swimming pool, free Wi-Fi, and parking, plus access to community amenities including a boat dock and picnic area.
Idyllic Tropical Paradise Overlooking The Fabulous Florida Bay. - Florida Keys, FL
9.8 27 reviews
Florida Keys, FL
27/06 – 04/07
A$443/nighttotal: A$3101 (7 )

Idyllic Tropical Paradise Overlooking The Fabulous Florida Bay.

2 2
apartment , Islamorada, Village of Islands
This two-bedroom apartment is situated in the Futura Yacht Club in Tavernier, Islamorada, just a short distance from Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park. The apartment has received excellent user ratings and offers a peaceful and secluded escape.
The apartment can accommodate up to six guests and comes equipped with a fully equipped kitchen, laundry facilities, cable TV, and internet access. Guests can enjoy a variety of amenities, including a swimming pool, tennis courts, a basketball court, a fish cleaning station, and direct waterfront views from the balcony.

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 plethora of sights. Key West is a must, with its iconic Southernmost Point Buoy, Ernest Hemingway Home and Museum, and the vibrant Duval Street. Further up the Keys, you'll find the stunning Seven Mile Bridge, offering breathtaking views, and Bahia Honda State Park, known for its beautiful beaches and historic bridge. Don't miss the John Pennekamp Coral Reef State Park, a great place for snorkelling or diving.
  • What are the best Airbnb and holiday rentals in Florida Keys, FL?

    Leaward Isle Island Retreat, Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality and Relaxed Boho Vibes & Views [ Ocean Pointe 2315] are the most popular Airbnb and holiday rentals in Florida Keys, FL among travellers.

  • 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 Keys are known for their vibrant coral reefs, a unique ecosystem teeming with marine life. Witnessing the sunset from Mallory Square in Key West is another unforgettable experience. The unique geography of the islands, formed by coral reefs, also creates stunning natural landscapes.
  • 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 (essential!), 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 your camera to capture the stunning scenery, and a reusable water bottle to stay hydrated in the warm climate.
  • What are the best holiday 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 costuming and masking event held in October. The Key West Conch Republic Independence Celebration in April is another popular event.
  • 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 have a vibrant culinary scene. Try a restaurant in Key West like Blue Heaven for its famous Key Lime Pie and Caribbean-inspired dishes. In Islamorada, Morada Bay Beach Cafe offers fresh seafood with waterfront views. Key lime pie and fresh seafood are must-try local specialties.
  • 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?

    Consider visiting the African Queen, the boat used in the film of the same name, moored in Key Largo. The History of Diving Museum in Islamorada is also a fascinating place to explore, showcasing the evolution of diving equipment. Exploring the backcountry by kayak or boat can reveal hidden coves and mangroves.
  • 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, offers a chance to interact with locals and experience the local produce. Chatting with staff at smaller, family-run businesses provides insights into the Keys' culture. Participating in local events and festivals also offers opportunities for cultural immersion.
  • What unique natural landscapes and terrain features can travellers explore in the Florida Keys, FL, United States?

    The Keys' unique landscape is defined by its low-lying islands, mangrove forests, and of course, the coral reefs. Exploring the Everglades National Park (partially in the Keys) reveals diverse ecosystems including sawgrass prairies and cypress swamps. The diverse marine life is another key feature of the natural landscape.
  • How many days are ideal for a trip to the Florida Keys, FL, United States, and what are some itinerary suggestions?

    Seven to ten days allows for a good exploration of the Keys. A possible itinerary could include three days in Key West, two in Islamorada, and two exploring the Upper Keys, including Key Largo and Marathon. This allows for relaxation and exploration of different areas.

Nearby regions

Best Florida Keys, FL holiday rentals with a balcony

Casa Blue Pelican. - Florida Keys, FL
9.4 16 reviews
Florida Keys, FL
26/06 – 06/07
A$739/nighttotal: A$7390 (10 )

Casa Blue Pelican.

3 6
house , Marathon
Casa Blue Pelican, a spacious three-bedroom house in Marathon, Florida, is located a 0.5km walk from Florida Keys Aquarium Encounters and a 1.9km walk from Captain Hook's Marina Dive Center.
This 111 square metre property sleeps up to 15 guests and boasts a fully equipped kitchen, private hot tub, outdoor fireplace, barbecue, and games including billiards and table tennis, plus free Wi-Fi and parking.
Villa 5027 On Duck Key Boat Slip Available - 2bd 2.5ba - Florida Keys, FL
9.7 181 reviews
Florida Keys, FL
26/06 – 06/07
A$652/nighttotal: A$6520 (10 )

Villa 5027 On Duck Key Boat Slip Available - 2bd 2.5ba

3 6
house , Duck Key
This two-bedroom villa is situated directly on the beach in Marathon, Florida, just 3.2 kilometres from Little Conch Key and Curry Hammock State Park. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The villa can accommodate up to six guests and features a fully equipped kitchen, a relaxing garden, and a terrace or balcony. Guests can enjoy direct beach access, free Wi-Fi, and air conditioning, making it a comfortable and convenient base for exploring the beautiful Florida Keys.
Heated Pool In A Precious House Close To Zoo Parks And Arts - Florida Keys, FL
9.8 283 reviews
Florida Keys, FL
05/08 – 06/08
A$1302/nightfor 1 night

Heated Pool In A Precious House Close To Zoo Parks And Arts

5 13
house , Cutler Bay
This Cutler Bay property is situated approximately 18 and 19 kilometres respectively from the University of Miami, offering convenient access to Zoo Miami and Fruit & Spice Park.
This five-bedroom, three-bathroom house boasts 232 square metres of floor space, including a private heated pool, free Wi-Fi, and parking, ideal for families or large groups seeking a comfortable stay near Cutler Bay's attractions.
Lime Tree Bay Resort - Florida Keys, FL
8.8 5038 reviews
Florida Keys, FL
05/08 – 06/08
A$1943/nightfor 1 night

Lime Tree Bay Resort

6 13
resort , Layton
Lime Tree Bay Resort is situated on a private beach on Long Key, a beautiful island located between Islamorada and Marathon, just over 100km south of Miami. The resort receives very good ratings for its location, cleanliness, and overall user experience.
The resort offers a variety of accommodation options, all featuring flat-screen TVs, Wi-Fi, microwaves, and refrigerators. Guests can enjoy a range of amenities and activities, including two swimming pools, a private beach, a fishing dock, a restaurant, a bar, a spa, a fitness centre, and tennis courts.

Best Florida Keys, FL holiday rentals with parking

Vacation Day Is Always A Great Idea! 4 Classy Units, Free Parking, Pets Allowed! - Florida Keys, FL
Florida Keys, FL
05/08 – 06/08
A$1302/nightfor 1 night

Vacation Day Is Always A Great Idea! 4 Classy Units, Free Parking, Pets Allowed!

4 13
apartment , Islamorada, Village of Islands
This Islamorada beachfront property offers four uniquely decorated hotel rooms, each 28 square metres, centrally located and providing easy access to attractions such as the History of Diving Museum and Keys History & Discovery Centre.
The 112-square-metre self-catering property sleeps up to 16 guests, boasting a private boat ramp (fee applies), heated pool, daily continental breakfast, and proximity to Islamorada Brewery & Distillery and Florida Keys Brewing Co., alongside water sports opportunities.
Florida Keys Resort-style Home W/ Pool & Dock 5/3 - Florida Keys, FL
9.9 172 reviews
Florida Keys, FL
26/12 – 03/01
A$3015/nighttotal: A$24120 (8 )

Florida Keys Resort-style Home W/ Pool & Dock 5/3

4 10
apartment , Marathon
This five-bedroom apartment is situated in Marathon, Florida, just a short distance from the Atlantic Ocean and a two-minute boat ride to open water, offering a peaceful escape from the hustle and bustle. The property has received excellent ratings for location, cleanliness, and overall experience.
The apartment spans 163 square meters and comfortably accommodates up to 12 guests. Amenities include a private dock, a swimming pool, a hot tub, a garden, and a terrace, along with modern conveniences such as a fully equipped kitchen, air conditioning, and parking.
Knowles House/free Onsite Parking/close To Duval - Florida Keys, FL
10 32 reviews
Florida Keys, FL
05/08 – 06/08
A$2987/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.
Key Colony Beach House With Cabana Club Membership - Florida Keys, FL
9.6 55 reviews
Florida Keys, FL
27/06 – 04/07
A$412/nighttotal: A$2884 (7 )

Key Colony Beach House With Cabana Club Membership

2 2
apartment , Key Colony Beach
This two-bedroom flat is situated on the ocean side of Key Colony Beach, just a short walk from restaurants, bars, waterfront parks, and the Cabana Club. The apartment has received excellent ratings for its cleanliness, location, and overall user experience.
This ground-floor property offers a spacious layout, comfortably accommodating up to six guests. The flat comes fully equipped with a kitchen, washer/dryer, multiple ceiling fans, two kayaks, and access to a range of outdoor amenities including a gas grill, an outdoor shower, and a 37.5-metre dock.
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