Vacation 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

Ocean Pointe 2309 - Florida Keys, FL
8.9 10 reviews

Ocean Pointe 2309

house, Tavernier
Ocean Pointe 2309, a beachfront property in Tavernier, Florida, offers ocean views and is a 14-minute walk from Harry Harris Park Beach and 4.8km from Pigeon Key.
This two-bedroom, two-bathroom house boasts 85 square metres of floor space, sleeps up to 11 guests, and includes a private pool, bar, free Wi-Fi, and parking.
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.
Snorkel & Dive Legendary Coral Reefs - Then Relax Poolside With A Drink! - Florida Keys, FL
9.9 178 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.
Cozy Conch Cottage - Florida Keys, FL
8.7 6 reviews

Cozy Conch Cottage

glamping, Cudjoe Key
The "Cozy Conch Cottage" is a mobile home located in Cudjoe Key, offering convenient access to Key West attractions, with Duval Street and the Ernest Hemingway Home and Museum situated 37 kilometres away.
This 67 square metre mobile home accommodates up to seven guests, featuring two bedrooms, one bathroom, air conditioning, a hot tub, complimentary WiFi, and private parking, with an outdoor dining area offering sea 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

Modern And Coastal Ocean Pointe 2307 - Florida Keys, FL
9.4 11 reviews

Modern And Coastal Ocean Pointe 2307

house, Tavernier
This Tavernier holiday home, Ocean Pointe 2307 in Key Largo, is situated near Harry Harris Park Beach (a 15-minute walk), Pigeon Key (4.5km), and Windley Key (13km).
This 84 square metre property boasts two bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, private patio with sea views, a shared swimming pool, Jacuzzi, garden, parking, and free Wi-Fi.
Aqua Lodge Houseboat "The Grey Lady" - Florida Keys, FL
9.7 78 reviews

Aqua Lodge Houseboat "The Grey Lady"

houseboat, Tavernier
This houseboat is situated in Tavernier, Florida, a 15-minute walk from Baker's Cay Resort Beach and Mariners Hospital, with easy access to the Florida Keys Dive Center and Harry Harris Park. The property has received excellent ratings for its location, cleanliness, and overall experience.
The houseboat offers four bedrooms and two bathrooms, and comes equipped with a kitchen, air conditioning, and a swimming pool. Guests can also enjoy a garden, parking, internet access, and the option to bring their pets.
Matecumbe Resort - Florida Keys, FL
8.7 546 reviews

Matecumbe Resort

resort, Islamorada, Village of Islands
The Matecumbe Resort is situated in Islamorada, a short distance from Sea Oats Beach, Upper Matecumbe Key, and Windley Key, offering a convenient base to explore the beautiful Florida Keys. This 2-star aparthotel consistently receives very good user ratings for its cleanliness, location, and overall experience.
Each self-catering apartment comes equipped with a kitchen, including a fridge, microwave, and other essentials. Guests can enjoy a range of amenities, including a swimming pool, a terrace, a garden, free parking, and Wi-Fi, as well as access to a private beach.
Seashells Getaway - Boat Slip, Ramp, Pool - Florida Keys, FL
9.9 12 reviews

Seashells Getaway - Boat Slip, Ramp, Pool

apartment, Marathon
Seashells Getaway, a self-catering apartment in Marathon, Florida, is a 10-minute walk from Coco Plum Beach and 3.2km from the Florida Keys Aquarium Encounters.
This one-bedroom flat offers 46 square metres of space, sleeps seven guests, and includes a fully equipped kitchen, free Wi-Fi, a private terrace, swimming pool, and free parking.

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

Stay Near Jimmy Johnsons Big Chill  Just A 18-min Stroll Away - Florida Keys, FL
9.8 149 reviews

Stay Near Jimmy Johnsons Big Chill Just A 18-min Stroll Away

apartment, Key Largo
This Key Largo apartment is conveniently located within a mile of Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, and within three miles of Jacob's Aquatic Center and Bluefin Rock Harbor Marina, making it a great base for exploring the area. It has received excellent user ratings, and the location and cleanliness have also been rated highly.
The two-bedroom apartment spans 125 square metres and can accommodate up to six guests. It features a private yard, a swimming pool, a tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay for all.
Oceanfront Getaway In Marathon - Florida Keys, FL
9.7 3 reviews

Oceanfront Getaway In Marathon

apartment, Marathon
This oceanfront apartment in Marathon, Florida Keys, is an 11-minute walk from the Florida Keys Aquarium Encounters, 1.8 km from Captain Hook's Marina Dive Centre, and 15 km from the Seven Mile Bridge.
This 850-square-metre flat boasts one bedroom, two bathrooms, and accommodates four guests, featuring a fully equipped kitchen, in-unit laundry, and a private terrace with stunning ocean views; nearby activities include diving at Captain Hook's and exploring the aquarium.
Villa 5087 On Duck Key Boat Slip Available - 2bd 2.5ba - Florida Keys, FL
9.7 135 reviews

Villa 5087 On Duck Key Boat Slip Available - 2bd 2.5ba

house, Duck Key
This waterfront villa is located in Duck Key, just 5km from Little Conch Key and Curry Hammock State Park, and within 10km of Crawl Key and Long Key State Park, offering a peaceful retreat close to nature and local attractions. The property has received excellent ratings for cleanliness, location, and overall experience from previous guests.
The villa offers two bedrooms and a sofa bed, comfortably accommodating up to six guests in its 84 square metre space. Guests can enjoy a fully equipped kitchen, a terrace or balcony, a garden, parking, and access to the internet, as well as beach towels provided for their convenience.
Bungalow #4 - 2 Bed/1 Bath & Pool In Islamorada - Florida Keys, FL
9.7 98 reviews

Bungalow #4 - 2 Bed/1 Bath & Pool In Islamorada

apartment, Islamorada, Village of Islands
This charming bungalow is situated just a short distance from the lively downtown area of Islamorada, offering easy access to the renowned fishing piers and the scenic Overseas Highway. The property has consistently received excellent ratings for location, cleanliness, and overall guest experience.
The cottage comfortably accommodates up to four guests across two bedrooms and one bathroom, spanning 88 square metres. Guests can enjoy a private backyard and porch, a community heated pool, a fully equipped kitchen with modern appliances, a washer and dryer, complimentary bicycles, and a security camera for added peace of mind.

Best Florida Keys, FL holiday rentals with parking

Condo In Tavernier - Florida Keys, FL
9.9 53 reviews

Condo In Tavernier

apartment, Tavernier
This Ocean Pointe condo in Tavernier, Florida, offers direct beach access within the resort and is conveniently located near local attractions, although precise distances aren't specified.
The two-bedroom, two-bathroom apartment sleeps five, boasting a fully equipped kitchen, swimming pool, Jacuzzi, and parking; amenities include pickleball sets, a cooler, and beach access within the Ocean Pointe resort.
Tranquility Bay Resort - Florida Keys, FL
8.7 2277 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.
Coastal Comfort In Ocean Pointe Suites. - Florida Keys, FL
9.7 127 reviews

Coastal Comfort In Ocean Pointe Suites.

apartment, Tavernier
This Tavernier apartment is situated just a short walk from the end of the pier, offering stunning views of the Atlantic Ocean and Florida Keys mangroves. It has received excellent ratings for location, cleanliness, and user experience.
The two-bedroom, two-bathroom apartment spans 91 square metres and can comfortably accommodate up to six guests. Amenities include a swimming pool, jacuzzi, tennis courts, a marina, a cafe, and a beach area, providing a range of activities and features for a relaxing getaway.
Key's Cottage Escape - Florida Keys, FL
9.6 319 reviews

Key's Cottage Escape

apartment, Key Largo
This Key Largo ground-floor suite offers a private, quiet residential location close to local restaurants, shops, beaches, and parks, though precise distances are unspecified.
The self-contained apartment features a compact kitchen with a refrigerator, stove/oven, and microwave, one bedroom, one bathroom, sleeps two guests, and boasts a private fenced backyard with a canopy, picnic table, and charcoal grill.
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