Vacation Rentals in Florida Keys, FL

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Florida Keys, FL vacation rentals
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15393 Vacation rentals and Airbnb in Florida Keys, FL

Best family friendly Florida Keys, FL vacation rentals

Among the 15393 accommodations in Florida Keys, FL, here are the 4 best family friendly rentals

Reel Stoked Ocean Pointe Condo Pool Marina Resort! - Florida Keys, FL
9.5 81 reviews

Reel Stoked Ocean Pointe Condo Pool Marina Resort!

apartment, Tavernier
This apartment is located in Blue Waters, a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, with Mariners Hospital and Florida Keys Dive Center within 5 kilometres. The accommodation has received excellent ratings for location, cleanliness and overall user experience.
The apartment has a floor area of 77 square metres and can accommodate up to 6 guests. It comes with a private pool, a spa tub, barbecue grills, a washing machine, a sofa bed, and a fully equipped kitchen, ensuring a comfortable stay for families and groups.
Gorgeous Waterfront Townhome - Florida Keys, FL
9.6 107 reviews

Gorgeous Waterfront Townhome

apartment, Key Largo
This yacht is located in Key Largo, just a short distance from John Pennekamp Coral Reef State Park, offering easy access to both freshwater and saltwater activities. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The yacht has two bedrooms and two bathrooms, providing comfortable accommodation for a small family or group of friends. It includes a range of amenities such as a swimming pool, a garden, parking, and internet access, ensuring a relaxing and enjoyable stay.
Light, Bright & Nautical Condo At Ocean Pointe - Florida Keys, FL
9.9 179 reviews

Light, Bright & Nautical Condo At Ocean Pointe

apartment, Tavernier
This waterfront apartment is located in Tavernier, within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering a peaceful escape close to local attractions. The property has consistently received excellent ratings for cleanliness, location, and user experience, ensuring a comfortable stay.
The apartment spans 88 square metres and comfortably accommodates up to four guests in two bedrooms and two bathrooms. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, and a private balcony, perfect for relaxing and enjoying the Florida Keys lifestyle.
Coconut Cove Waterfront Canal Home - Florida Keys, FL
9.8 59 reviews

Coconut Cove Waterfront Canal Home

house, Islamorada, Village of Islands
This five-bedroom house is situated on a canal surrounded by mangroves in Islamorada, offering a serene and secluded tropical atmosphere, just a short distance from the village's shops, restaurants, and attractions. The property has received excellent ratings for location, cleanliness, and overall experience.
The house is spacious and open, accommodating up to 10 guests, and features a variety of amenities for a comfortable stay. Guests can enjoy a fully equipped kitchen, a game room with a pool table, a downstairs lounge area, and outdoor space with a canal dock, hammock, and lounge chairs.

Best Florida Keys, FL vacation rentals with a pool

Among the 15393 accommodations in Florida Keys, FL, here are the 4 best rentals with a pool

Bungalow - Florida Keys, FL
9.6 92 reviews

Bungalow

cabin, Cudjoe Key
This pet-friendly bungalow, situated in the Lower Keys near Cudjoe Key, offers convenient access to local amenities.
Sleeping four, the self-catering unit comprises one bedroom, one bathroom, a king-size bed, a sleeper sofa, a Smart TV, Wi-Fi, and outdoor patio with charcoal grill; essential amenities include a microwave, mini-fridge, Keurig coffee maker, hairdryer and clothes steamer.
Sunset Bay ~ Luxury Waterfront Villa, 31' Slip - Florida Keys, FL
10 2 reviews

Sunset Bay ~ Luxury Waterfront Villa, 31' Slip

house, Marathon
This three-bedroom property is situated in the Indigo Reef Marina Resort in Marathon, Florida Keys, offering easy access to the Gulf of Mexico and Vaca Cut. The resort provides a tranquil setting with convenient access to local amenities.
The 149 square metre house comfortably accommodates up to eight guests. It features a fully equipped kitchen, living room, dining area, and private balconies. The property also includes a private boat slip, swimming pool, fitness centre, and a range of other amenities.
Luxury Farm/20 Min Keys/event/pool/games/wifi/fruit Tree/peace/nature - Florida Keys, FL
No reviews

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

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.
Duck Key *Delight* Private Plunge Pool - Florida Keys, FL
10 153 reviews

Duck Key *Delight* Private Plunge Pool

house, Duck Key
This waterfront property is situated just 3 km from Curry Hammock State Park and Walkers Island, offering easy access to beautiful natural surroundings. The house has received excellent ratings for its location, cleanliness, and overall user experience.
The 84 square metre house comfortably accommodates up to four guests in its two bedrooms. It features a well-equipped kitchen, a private pool, a Jacuzzi, a terrace, a garden, and a spa, providing ample opportunity for relaxation and entertainment.

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

Reel Key Largo Escape Ocean Pointe 5209 - Florida Keys, FL
9.8 11 reviews

Reel Key Largo Escape Ocean Pointe 5209

house, Tavernier
Ocean Pointe 5209, Key Largo, offers a two-bedroom house in Tavernier, a 2.4km walk from Harry Harris Park Beach and 4.5km from Pigeon Key.
This 77 square metre property sleeps six, boasting a private patio with ocean views, a swimming pool, jacuzzi, and fully equipped kitchen including a dishwasher; free Wi-Fi and on-site parking are also provided.
Walk To Beach: Florida Keys Gem W/ Ocean Views - Florida Keys, FL
9.2 5 reviews

Walk To Beach: Florida Keys Gem W/ Ocean Views

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.
Bahia Bay Resort - Florida Keys, FL
9.0 195 reviews

Bahia Bay Resort

resort, Key Largo
Bahia Bay Resort is located in Key Largo, just a short drive from popular attractions like Pigeon Key and John Pennekamp State Park. This 3-star hotel has received very good user ratings and is a great option for those seeking a comfortable and convenient stay.
The resort has a relaxed atmosphere and offers a range of amenities to enjoy, including a swimming pool, hot tub, and garden. Guests can also benefit from free Wi-Fi, parking, and air conditioning in their rooms.
Starfish -1 Bedroom 1 Bath Apartment With Full Kitchen In Islamorada, Florida. - Florida Keys, FL
9.4 3 reviews

Starfish -1 Bedroom 1 Bath Apartment With Full Kitchen In Islamorada, Florida.

apartment, Islamorada, Village of Islands
This one-bedroom apartment is located in Plantation Key Colony, a neighbourhood in Tavernier, just 160 kilometres from Miami International Airport and a short distance from the attractions of the Upper Keys. It has received excellent user ratings, making it a popular choice for travellers.
The apartment has a modern and comfortable interior, ideal for families of up to four people. It offers a range of amenities including internet access, a kitchen with a fridge and microwave, air conditioning, a terrace or balcony, and a spa. Guests can enjoy a peaceful retreat while having easy access to a variety of activities such as fishing, diving, exploring museums, shopping, and beaches.

Best Florida Keys, FL holiday rentals with parking

Everglades-homestead. Tropical Retreat. Miami-keys - Florida Keys, FL
10 58 reviews

Everglades-homestead. Tropical Retreat. Miami-keys

apartment, Homestead
This Homestead residence offers a strategic location, providing convenient access to the Florida Keys (approximately 52-56 kilometres south) and Miami's urban attractions (approximately 64-80 kilometres north), with Everglades National Park and Biscayne National Park just 24 kilometres away and the Homestead-Miami Speedway a mere 16 kilometres distant.
This four-bedroom, three-bathroom flat accommodates up to 12 guests and features a heated swimming pool, an outdoor kitchen with a grill, an indoor game room with a pool table and video game consoles, and an outdoor ping-pong table, alongside essential amenities like air conditioning, Wi-Fi, and parking.
The Lighthouse | Ocean + Pool Views, Gameroom - Florida Keys, FL
10 2 reviews

The Lighthouse | Ocean + Pool Views, Gameroom

house, Islamorada, Village of Islands
This oceanfront flat, offering exclusive living within the secure Peaceful Palms community, provides direct water access and complimentary boat dockage in Islamorada, Village of Islands.
This residence accommodates up to 10 guests with 3 bedrooms and 4 bathrooms, featuring ocean and pool views from its balconies, a renovated game room with a pool table and arcade games, and access to a community pool and paddle boards for exploring the ocean.
Lisa's Hideout Waterfront Canal Home Marathon, Fl - Florida Keys, FL
9.6 35 reviews

Lisa's Hideout Waterfront Canal Home Marathon, Fl

house, Marathon
This Marathon Shores holiday home is situated a short 2.4km walk from Captain Hooks Marina and Dive Centre and Coco Plum Beach, and within 3.2km of San Pablo Catholic Church and Curry Hammock State Park.
This 129 square metre property sleeps eight guests and boasts three bedrooms, two bathrooms, a fully equipped kitchen, Wi-Fi, air conditioning, a terrace, garden, parking, and barbecue facilities, perfect for exploring Marathon's attractions.
Ocean Isles Mackeral Row Vaca-23-137 - Florida Keys, FL
10 13 reviews

Ocean Isles Mackeral Row Vaca-23-137

apartment, Marathon
This studio apartment is located in the centre of Marathon, just a short walk from the town's shops, restaurants, and the Atlantic Ocean. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is fully furnished and can accommodate up to four guests. It boasts a private bar, a swimming pool, a garden, and parking, as well as access to a finger pier dock for fishing.
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