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

Hamilton House A Tropical Oasis/heated Pool&slide - Florida Keys, FL
9.8 226 reviews

Hamilton House A Tropical Oasis/heated Pool&slide

apartment, Palmetto Bay
This Palmetto Bay property, a spacious six-bedroom home, enjoys a central location approximately 32km from South Beach, Little Havana, Coral Gables, Brickell, and Everglades National Park, and 40km from Miami International Airport and the cruise port.
Sleeping up to 16 guests, this self-catering villa boasts a heated saltwater pool with a slide and waterfall, an extensive outdoor entertainment area with a Tiki hut and Brazilian BBQ, plus an indoor games room with billiards and table tennis; high-speed Wi-Fi and child-friendly equipment are also provided.
2 Br End Suite W/ Vast Views+pool, Beach & Bar - Florida Keys, FL
9.8 133 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.
Keys Deal W/cafe & Pool Bar! Up To 20% Off Oceanfront 2/2 With Private Beach - Florida Keys, FL
9.7 290 reviews

Keys Deal W/cafe & Pool Bar! Up To 20% Off Oceanfront 2/2 With Private Beach

apartment, Tavernier
This Tavernier apartment is conveniently located just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. The property has received excellent ratings for user experience, location, and cleanliness.
The two-bedroom apartment spans 79 square metres and comfortably accommodates up to four guests. It features a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a terrace, a garden, a spa, a tennis court, and parking.
New! 4-story Villa, Private Rooftop, Pool, Marina - Florida Keys, FL
10 29 reviews

New! 4-story Villa, Private Rooftop, Pool, Marina

apartment, Key Largo
This luxurious three-bedroom Key Largo apartment, Unit 711 at the Mariner's Club resort, is located less than 0.8 kilometres from the Catamaran Boat Yard & Storage.
The newly remodelled property boasts two fully equipped kitchens, sleeps eight guests, and offers access to resort amenities including two heated pools, a fitness centre, and a rooftop terrace with ocean views.

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

Island Getaway At Ocean Point - Florida Keys, FL
9.7 38 reviews

Island Getaway At Ocean Point

apartment, Tavernier
This Ocean Pointe Suites apartment in Islamorada, a short walk from the beach, pool, tennis courts and marina, offers a convenient base for exploring Tavernier.
The one-bedroom, one-bathroom flat sleeps four, boasting brand new appliances, furnishings and décor, plus a plush sofa bed and access to nearby restaurants, playgrounds, and local events.
Reel Key Largo Escape Ocean Pointe 5209 - Florida Keys, FL
9.7 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.
Cabins At Bonefish Bay - Florida Keys, FL
9.3 466 reviews

Cabins At Bonefish Bay

resort, Marathon
Cabins At Coconut Cay RV and Marina is located in Marathon, Florida, just 2.3 kilometres from Florida Keys Aquarium Encounters and 2.4 kilometres from Captain Hook's Marina Dive Center. The resort has received excellent ratings for its location, cleanliness, and overall user experience.
The cabins offer 399 square metres of space and can accommodate up to six guests. Amenities include a swimming pool, free Wi-Fi, parking, and air conditioning, along with a peaceful garden setting and comfortable rooms with flat-screen TVs and private bathrooms.
Cabana Club Suite:  Key Colony Beach, Florida Keys - Florida Keys, FL
9.7 27 reviews

Cabana Club Suite: Key Colony Beach, Florida Keys

apartment, Key Colony Beach
This apartment is situated in Key Colony Beach, just a short walk from the Cabana Club Pool and Beach, offering easy access to the beautiful coastline and local shops and restaurants. The property has received excellent ratings for its cleanliness, location, and overall user experience.
This one-bedroom suite provides comfortable accommodation for two guests, with a sofa bed offering additional sleeping space. Guests can enjoy a private entrance and patio, as well as access to the Cabana Club Pool and Beach, a swimming pool, a jacuzzi, and parking facilities.

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

Overlooking The Lagoon And Pool - Florida Keys, FL
9.8 91 reviews

Overlooking The Lagoon And Pool

apartment, Key Largo
This charming two-bedroom house is situated just a short distance from Key Largo's best fishing, snorkeling, and diving spots, offering easy access to the ocean via a deep-water channel. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The house is ideal for families or groups of up to eight people, providing a comfortable and spacious setting for a memorable holiday. Guests can enjoy direct access to a small sandy beach on the Saltwater Lagoon, as well as access to on-site amenities like swimming pools, a playground, BBQ areas, tennis courts, and a marina with boat ramp and trailer parking.
Holiday Inn Key Largo By Ihg - Florida Keys, FL
8.3 1859 reviews

Holiday Inn Key Largo By Ihg

resort, Key Largo
The Holiday Inn Key Largo, an IHG hotel, is located just 5.1 kilometres from John Pennekamp State Park and a short drive from Dolphin Plus Bayside, making it a convenient base for exploring Key Largo's natural wonders. The hotel has consistently received very good ratings for its location, cleanliness, and overall experience.
The hotel offers a range of amenities to suit all travellers, including a swimming pool, hot tub, spa, fitness centre, and restaurant. Guests can enjoy a variety of water sports, relax on the terrace, or explore the nearby attractions.
Beachside Unit 01 - Key Colony, Beachside Unit 01 - Private Atlantic Beach & Pool - Florida Keys, FL
9.5 115 reviews

Beachside Unit 01 - Key Colony, Beachside Unit 01 - Private Atlantic Beach & Pool

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.
2br/1ba Serene Cozy Cottage Of Shady Palms In Islamorada With Heated Pool - Florida Keys, FL
9.6 161 reviews

2br/1ba Serene Cozy Cottage Of Shady Palms In Islamorada With Heated Pool

cottage, Islamorada, Village of Islands
This charming cottage is situated in Islamorada at mile marker 76.7, just a short drive from Caloosa Cove Marina at mile marker 73.5 and Robbie's Marina, offering a peaceful retreat in the Shady Palms community. The cottage boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The property features two bedrooms, making it ideal for families or groups of up to four. Guests can enjoy amenities such as a communal heated pool, a fully equipped kitchen, a private garden, a spa, and a starter pack with essential supplies.

Best Florida Keys, FL holiday rentals with parking

Casa Solaris | Key Largo Home With Private Pool! - Florida Keys, FL
9.9 110 reviews

Casa Solaris | Key Largo Home With Private Pool!

house, Key Largo
This Key Largo property is situated in a tranquil neighbourhood, directly opposite Snappers Restaurant and within a 13-kilometre radius of 16 restaurants and four public beaches.
This three-bedroom, two-bathroom house boasts a private pool with a spa, a two-storey layout including a separate downstairs apartment, sleeps seven guests, and offers complimentary bicycles, three grills/smokers, and ample parking for boats and trailers.
Tranquility Bay Resort - Florida Keys, FL
8.7 2254 reviews

Tranquility Bay Resort

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.
Garden Cottage Near Miami, Everglades & Florida Keys - Florida Keys, FL
9.5 128 reviews

Garden Cottage Near Miami, Everglades & Florida Keys

apartment, Princeton
This one-bedroom apartment is located in Homestead, Florida, approximately 5.5 kilometres from Fruit Spice Park and 10.8 kilometres from the Florida Keys Factory Shops.
The 46 square metre apartment features a private garden, a fully equipped kitchen with a dishwasher, air conditioning, free private parking, and free Wi-Fi.
Deja Blue Oceanfront Condo- 2 Lanais, Pool + Beach - Florida Keys, FL
9.8 172 reviews

Deja Blue Oceanfront Condo- 2 Lanais, Pool + Beach

apartment, Tavernier
This waterfront apartment in Tavernier is conveniently located just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful beaches of the Florida Keys. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment features two bedrooms and two bathrooms, spanning 91 square metres and comfortably accommodating up to six guests. Enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, barbecue grills, and a fully equipped kitchen, all set within a beautiful garden area.
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