Holiday Rentals in Florida Keys, FL

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Florida Keys, FL holiday rentals
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15393 Holiday Rentals and Airbnb in Florida Keys, FL

Best family friendly Florida Keys, FL holiday rentals

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

Beautiful Guest Home On 5 Acres.  Close To Everglades, Biscayne Bay, Fl Keys - Florida Keys, FL
10 112 reviews

Beautiful Guest Home On 5 Acres. Close To Everglades, Biscayne Bay, Fl Keys

apartment, Homestead
This Redland guest house is located on a 5-hectare property surrounded by tropical fruit trees, a few kilometres north of Homestead, offering 32 kilometres to Everglades National Park, 32 kilometres to Biscayne National Park and 64 kilometres to Key Largo.
This family-friendly apartment offers 111 square metres of living space with 2 bedrooms, 2 bathrooms, and accommodation for up to 7 guests, featuring a well-equipped kitchen with granite countertops and stainless steel appliances, private gated entry, and SMART TVs with streaming services.
Faro Blanco Resort Marathon Florida Keys, Curio By Hilton - Florida Keys, FL
8.4 1735 reviews

Faro Blanco Resort Marathon Florida Keys, Curio By Hilton

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.
2 Br End Suite W/ Vast Views+pool, Beach & Bar - Florida Keys, FL
9.8 137 reviews

2 Br End Suite W/ Vast Views+pool, Beach & Bar

apartment, Tavernier
This waterfront apartment in Tavernier is conveniently situated just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to beautiful beaches and natural attractions. The apartment has received excellent ratings for its location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay.
The two-bedroom, two-bathroom apartment spans 87 square metres and comfortably accommodates up to six guests. The property is fully equipped with modern amenities, including a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, making it ideal for families or groups seeking a relaxing and active holiday.
Paradise In Beautiful Key Largo!! Amazing Views!! - Florida Keys, FL
9.8 26 reviews

Paradise In Beautiful Key Largo!! Amazing Views!!

apartment, Key Largo
This waterfront property is located in Key Largo, just 1.6 kilometres from Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, offering easy access to local attractions. The property has received excellent ratings from previous guests.
This two-bedroom holiday home comfortably sleeps six people. It offers a range of amenities, including a private pool, a water park, a garden, barbecue grills, and free Wi-Fi, making it ideal for families and groups looking for a relaxing and enjoyable stay.

Best Florida Keys, FL holiday rentals with a pool

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

Snorkel & Dive Legendary Coral Reefs - Then Relax Poolside With A Drink! - Florida Keys, FL
9.9 179 reviews

Snorkel & Dive Legendary Coral Reefs - Then Relax Poolside With A Drink!

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.
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.
Fully Furnished Efficiency 50 Yards From Ocean, 10 - Florida Keys, FL
9.9 97 reviews

Fully Furnished Efficiency 50 Yards From Ocean, 10

apartment, Marathon
This Grassy Key studio apartment is located approximately 0.05 km from the Atlantic Ocean, offering easy access to fishing, kayaking and cycling in the tranquil setting of Grassy Key, Marathon.
The self-catering unit, sleeping two guests, boasts a queen-size bed, leather sofa, fully equipped kitchen including a four-burner stove and refrigerator, a shared swimming pool, parking, and fast WiFi; optional boat slip rental is available for £20 per night.
The Boat House In Vaca Cove Unit (F) - Florida Keys, FL
9.7 55 reviews

The Boat House In Vaca Cove Unit (F)

apartment, Marathon
This apartment is located in Vaca Cove, a private community facing Shelter Bay, with direct access to the Atlantic and Gulf, just 5km from Marathon's town centre. The property has received excellent ratings for location, cleanliness and overall user experience.
The apartment is a spacious four-bedroom home with three bathrooms, comfortably accommodating up to ten guests. It has a fully equipped kitchen, a private terrace, a garden, a swimming pool, a jacuzzi and a gas grill, along with direct water access and a deep water dock.

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 beautiful Mallory Square sunset celebration. 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 historic lighthouse at Key West and the charming shops and restaurants throughout the islands.
  • What are the best Airbnb and holiday rentals in Florida Keys, FL?

    Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality, Leaward Isle Island Retreat 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 Florida Keys are known for their vibrant coral reefs, a unique ecosystem teeming with marine life. The annual migration of birds through the Keys is another spectacular natural event. You can also witness stunning sunsets, particularly from Mallory Square in Key West.
  • What are the most popular Airbnbs in Florida Keys, FL?

    Among the Airbnbs in Florida Keys, FL, Relaxed Boho Vibes & Views [ Ocean Pointe 2315], Waterfront Cabana 6 and Key Largo Villa - Kawama L1 - 3\/3 are the most popular ones.

  • 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, as is a reusable water bottle to stay hydrated in the Florida heat. Don't forget your camera to capture the stunning scenery!
  • 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 popular Halloween celebration known for its vibrant costumes and parades. The Conch Republic Independence Celebration in Key West is another quirky and fun 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 boast a diverse culinary scene. For fresh seafood, try the Blue Heaven in Key West, known for its laid-back atmosphere and delicious Key lime pie. Another popular choice is Louie's Backyard, also in Key West, offering stunning waterfront views. Key lime pie, conch fritters, and stone crab claws are local must-try dishes.
  • 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, a historic boat featured in a Humphrey Bogart film, in Key Largo. The History of Diving Museum in Islamorada is another hidden gem. Explore the various smaller, quieter beaches along the Overseas Highway for a more secluded experience.
  • What are the best activities for engaging with locals and understanding their culture in the Florida Keys, FL, United States?

    Chatting with locals at smaller, family-run restaurants and bars is a great way to learn about the Keys' culture. Attend local events and festivals to experience the community spirit. Visiting local markets and interacting with artisans can also provide insights into the local way of life.
  • What unique natural landscapes and terrain features can travellers explore in the Florida Keys, FL, United States?

    The Florida Keys' unique landscape is defined by its coral reefs, mangrove forests, and the Overseas Highway, a scenic road spanning the islands. Explore the various beaches, each with its own character, and take a boat trip to see the diverse marine life.
  • 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 in Key Largo, allowing time for relaxation and activities. Adjust based on your interests and preferred pace.

Nearby regions

Best Florida Keys, FL holiday rentals with a balcony

Full Time Lic Mgr - 2 Bed 2 Bath Villa - Oceanfront Beach Resort - Saltwater Lagoon - Florida Keys, FL
9.7 157 reviews

Full Time Lic Mgr - 2 Bed 2 Bath Villa - Oceanfront Beach Resort - Saltwater Lagoon

house, Key Largo
This charming two-bedroom house in Key Largo is just a short drive from John Pennekamp State Park and Pigeon Key, offering easy access to the area's natural beauty and attractions. The property boasts excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
The 102 square metre house comfortably accommodates up to six guests and features a fully equipped kitchen, a private pool, a tennis court, and a spacious terrace with pool views. Guests can enjoy a range of activities on-site, including swimming, fishing, kayaking, and relaxing in the garden.
Relax Away- New 4bdrm W/ 40ft Dock & Private Pool - Florida Keys, FL
9.7 156 reviews

Relax Away- New 4bdrm W/ 40ft Dock & Private Pool

apartment, Marathon
This waterfront lodge is located in Marathon, just a short distance from Crane Point Museum and Nature Center and Sombrero Beach, offering easy access to local attractions and the beautiful Florida Keys coastline. The property has received excellent ratings for its location, cleanliness, and overall guest experience.
The spacious four-bedroom holiday home, spanning 167 square metres, comfortably accommodates up to 10 guests. This well-equipped property features a private pool, a barbecue area, a fully equipped kitchen, and a balcony, providing everything you need for a relaxing and enjoyable stay.
Waterfront Luxury Villa 14 With Spectacular Sunset Views And Boat Slip Townhouse - Florida Keys, FL
9.9 42 reviews

Waterfront Luxury Villa 14 With Spectacular Sunset Views And Boat Slip Townhouse

house, Marathon
This waterfront townhouse is situated in Marathon, Florida, just an 8-minute walk from the Florida Keys Aquarium Encounters and a short drive from other attractions. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The 149 square metre property has three bedrooms and can accommodate up to eight guests. Amenities include a private heated pool, a boat slip, a fully equipped kitchen, free Wi-Fi, cable TV, and a washing machine. Guests can also enjoy breathtaking sunset views from the balcony and explore the area on two wheels with nearby cycling routes.
House ∙ 3 Bedrooms ∙ 6 Guests - Florida Keys, FL
No reviews

House ∙ 3 Bedrooms ∙ 6 Guests

house, Cudjoe Key
This waterside residence in Cudjoe Key's Summerland Cove neighbourhood offers a 60-foot dock with direct access to open water, located approximately 48 kilometres from Key West.
This property accommodates up to six guests across three bedrooms and two bathrooms, featuring a well-equipped kitchen, air conditioning, a terrace, a garden, and parking, with a third-floor master bedroom boasting private sunset views.

Best Florida Keys, FL holiday rentals with parking

Re-energize At Our Spacious Condo! Enjoy 10% Off Stays Of 7+ Days. Book Now! - Florida Keys, FL
9.6 106 reviews

Re-energize At Our Spacious Condo! Enjoy 10% Off Stays Of 7+ Days. Book Now!

apartment, Key Largo
This Key Largo apartment boasts a waterfront location, less than 1.6km from Jimmy Johnson's Big Chill and Jacob's Aquatic Centre, and within 4.8km of Bluefin Rock Harbor Marina and North Nest Key.
The two-bedroom, two-bathroom dwelling sleeps six, offering a fully equipped kitchen, free Wi-Fi, a terrace, garden, parking, and excellent guest reviews; nearby activities include exploring the marina and enjoying the aquatic centre.
Toes In The Sand - 2 Bedroom Condo Sleeps 4 - Florida Keys, FL
9.6 672 reviews

Toes In The Sand - 2 Bedroom Condo Sleeps 4

apartment, Tavernier
This apartment is situated in Ocean Pointe Suites, located between Key Largo and Islamorada, just a short distance from Tavernier's main attractions. The property has received excellent ratings for its location, cleanliness and overall experience.
The apartment is perfect for families, with a pull-out sofa bed and convertible chair for comfortable sleeping arrangements. Guests can enjoy a range of amenities, including a heated pool, hot tub, tennis courts, pickleball courts, a playground, BBQ areas, a marina with boat slip rentals, a full kitchen, laundry facilities, free high-speed WiFi and a cooler.
Farmhouse Miami - Florida Keys, FL
9.3 80 reviews

Farmhouse Miami

house, Princeton
This Princeton house, ideal for families, boasts a 1600 square metre floor area with three bedrooms and two bathrooms, offering excellent location and user ratings.
The property includes a fully equipped kitchen, swimming pool, garden, fitness centre, parking, and Wi-Fi, perfect for a relaxing family holiday.
Island Time | Ocean Pointe 1207 | Oceanfront 2br Condo In Key Largo - Florida Keys, FL
9.0 104 reviews

Island Time | Ocean Pointe 1207 | Oceanfront 2br Condo In Key Largo

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 Tavernier's laid-back charm. The apartment has received excellent user and location ratings and a very good cleanliness rating.
The apartment comfortably accommodates up to six guests and features a fully equipped kitchen, two bathrooms, a washing machine, and a coffee/tea maker. Enjoy relaxing amenities like a TV, internet access, and a terrace/balcony, as well as the convenience of parking and an elevator.
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