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

Redlands Bungalow - Florida Keys, FL
9.8 490 reviews

Redlands Bungalow

apartment, Homestead
This charming bungalow is situated in a peaceful neighbourhood in Redlands, Homestead, just 1.6 km from RF Orchids and within a 24 km drive of the Everglades and Biscayne National Parks. It has consistently received excellent ratings for its cleanliness, location and overall experience.
The self-catering property has two bedrooms, one bathroom and can accommodate up to four guests. It boasts a fully equipped kitchen, a private patio, a fenced garden, a washing machine and dryer, and a safe, as well as smart TVs with Netflix access.
Canal Front! Tiki Hut W/tv, Bikes, & Water Toys! - Florida Keys, FL
9.9 99 reviews

Canal Front! Tiki Hut W/tv, Bikes, & Water Toys!

house, Marathon
This canal-front house is situated in Marathon, just 5km from a local beach, offering a peaceful and convenient location for exploring the area. The property has consistently received excellent ratings from guests for its cleanliness, location, and overall experience.
The house is a spacious 164 square metre property that comfortably accommodates up to 10 guests with 4 bedrooms and 3 bathrooms. The property is well-equipped with a private pool, Tiki Hut, kayaks, bikes, a fish cleaning station, and covered parking, ensuring a comfortable and enjoyable stay for families and groups.
The Sandcastle Suite! Brand New 2bedroom In Oceanfront Complex! Be The First To Visit Our Condo Townhome With Free Parking & Private Garage At Ocean Isles 38 Marathon Fl Keys! Special Pricing!!! - Florida Keys, FL
10 6 reviews

The Sandcastle Suite! Brand New 2bedroom In Oceanfront Complex! Be The First To Visit Our Condo Townhome With Free Parking & Private Garage At Ocean Isles 38 Marathon Fl Keys! Special Pricing!!!

house, Marathon
This oceanfront property, a newly renovated two-bedroom condo townhouse in the Ocean Isles complex in Marathon, Florida Keys, offers direct beach access and is a short walk (approximately 1.8km) from the Florida Keys Aquarium Encounters.
The 79 square metre self-catering apartment sleeps up to 11 guests, boasting two bedrooms, two bathrooms, a private garage, shared pool, Wi-Fi, barbecue facilities, and an outdoor fireplace; all within easy reach of Upper Matecumbe Key (48km) and Key West International Airport (80km).
Centrally Located Family-business Home - Florida Keys, FL
10 18 reviews

Centrally Located Family-business Home

apartment, Homestead
This 5-bedroom apartment is located in Homestead, Florida, just 48 kilometres from both the Florida Keys and Miami Beach, making it a great base for exploring the area. It has excellent user ratings and offers a comfortable and modern stay.
The property is spacious and can accommodate up to 10 guests. It comes with a range of amenities, including a fully equipped kitchen, air conditioning, a jacuzzi, a garden, a tennis court, and parking. You can also enjoy access to local attractions such as Everglades National Park, Homestead-Miami Speedway, Zoo Miami, and more.

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

Garden House, Pool In Lush Peaceful Homestead - Florida Keys, FL
9.8 97 reviews

Garden House, Pool In Lush Peaceful Homestead

house, Homestead
This renovated homestead in Homestead, Florida, offers a tranquil retreat located 13 kilometres from Schnebly Redland's Winery & Brewery, 32 kilometres from Everglades National Park, and 48 kilometres from Key Largo.
This spacious property accommodates up to 10 guests across four bedrooms, featuring a private pool house, a limestone swimming pool, a fire pit, and a chef's kitchen, with concierge services available for arranging activities.
Sugarloaf Key Rv Resort & Cottages - Florida Keys, FL
9.1 640 reviews

Sugarloaf Key Rv Resort & Cottages

house, Cudjoe Key
This one-bedroom house, part of the Sun Outdoors Sugarloaf Key resort in Summerland Key, is situated approximately 27 kilometres from Key West International Airport and 32 kilometres from the Ernest Hemingway Home and Museum and Duval Street.
The 37-square-metre property sleeps six guests and boasts a private patio, swimming pool, bar, free Wi-Fi, and on-site parking, alongside a fully equipped kitchen, bathroom and air conditioning.
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.
4 Bd/4 Ba Coco Plum Home W/ Pool, Hot Tub + Dock - Florida Keys, FL
9.8 8 reviews

4 Bd/4 Ba Coco Plum Home W/ Pool, Hot Tub + Dock

apartment, Marathon
This family-friendly estate is situated in the desirable Coco Plum neighbourhood of Marathon, offering tranquil marina views and direct access to a sugar-white sand beach, just a few steps away.
This 4-bedroom, 4-bathroom holiday home accommodates up to 10 guests, featuring a private pool and hot tub, a 30-metre dock with ocean access, an outdoor kitchen, and a kayak, with parking for four cars and a boat trailer.

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

"Manatee" Houseboat With Rooftop Sunset View - Florida Keys, FL
9.4 410 reviews

"Manatee" Houseboat With Rooftop Sunset View

boat, 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.
Ocean Isles #123~ Sea Breeze, Oceanfront! - Florida Keys, FL
9.4 10 reviews

Ocean Isles #123~ Sea Breeze, Oceanfront!

apartment, Marathon
This Ocean Isles Fishing Village condo in Marathon Shores offers easy access to the Seven Mile Bridge and local marinas.
The 79 square metre apartment sleeps four, featuring one bedroom with a king-size bed, a second bathroom, a queen-size sofa bed, a fully equipped kitchen with modern appliances (including a fridge, microwave, and coffee makers), and in-unit laundry facilities; plus use of a swimming pool and spa.
Coastal Comfort In Tavernier - Pool + Beach Access - Florida Keys, FL
9.7 237 reviews

Coastal Comfort In Tavernier - Pool + Beach Access

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.
Marathon 4br | Pool, Dock & Near Sombrero Beach - Florida Keys, FL
9.6 44 reviews

Marathon 4br | Pool, Dock & Near Sombrero Beach

apartment, Marathon
This four-bedroom Marathon holiday home is situated within 2 kilometres of Crane Point Museum and Nature Centre and the Florida Keys Country Club, and under 3 kilometres from Sombrero Beach.
This 167 square metre property boasts three bathrooms, a private pool, barbecue facilities and sleeps up to ten guests, offering a fully equipped kitchen and excellent user ratings.

Best Florida Keys, FL holiday rentals with parking

Yellowtail Escape! 3/2 Single Family W. 60ft Dock - Florida Keys, FL
9.5 43 reviews

Yellowtail Escape! 3/2 Single Family W. 60ft Dock

house, Marathon
This three-bedroom Marathon apartment, boasting excellent guest reviews, is situated on a deep-water canal with 18 metres of private dockage, providing easy access to the Florida Keys' waterways.
Sleeping up to eight guests, the property features a newly renovated en-suite bathroom, multiple sleeping arrangements (king, queen, queen Murphy bed, queen sleeper sofa), a large covered outdoor dining area with grill, and a fish-cleaning station; Wi-Fi and TVs in each room are also provided.
Villa Mars In Marathon - Florida Keys, FL
9.8 11 reviews

Villa Mars In Marathon

house, Marathon
Villa Mars, a newly renovated two-bedroom house in Marathon, Florida, is conveniently located on 29th Street, offering easy walking or cycling access to local attractions.
This single-storey property sleeps six guests and boasts a fully equipped kitchen with dishwasher, two bathrooms, air conditioning, a garden, parking, and internet access.
Stay And Play, Enjoy Scenic Views At Ocean Pointe 5312 - Florida Keys, FL
9.8 53 reviews

Stay And Play, Enjoy Scenic Views At Ocean Pointe 5312

apartment, Tavernier
This waterfront apartment is situated in Tavernier, within easy walking distance of Baker's Cay Resort Beach and Harry Harris Park, and just a short drive from Mariners Hospital and Florida Keys Dive Center. It enjoys a peaceful location, perfect for a relaxing getaway. The apartment has received excellent guest reviews and is rated highly for its amenities and service.
The apartment has two bedrooms, two bathrooms, and can comfortably accommodate up to six guests. It has a fully equipped kitchen, a terrace or balcony, a swimming pool, a spa, a tennis court, and free parking, providing everything you need for a comfortable and enjoyable stay.
Waterfront, Fee-less Pet, 2/2 Home With 55ft Dock - Florida Keys, FL
9.8 50 reviews

Waterfront, Fee-less Pet, 2/2 Home With 55ft Dock

house, Marathon
This waterfront property in Marathon, Florida Keys, is a 3-minute walk from the Florida Keys Aquarium Encounters and 1.1 kilometres from Captain Hook's Marina Dive Centre.
This two-bedroom, two-bathroom house offers 99 square metres of living space, including a fully equipped kitchen, private dock with paddle equipment, free Wi-Fi, private parking, and access to water sports facilities; perfect for families.
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