Holiday Rentals in Florida Keys, FL

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Florida Keys, FL holiday rentals
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11639 Holiday rentals and Airbnb in Florida Keys, FL

Best family friendly Florida Keys, FL holiday rentals

Among the 11639 accommodations in Florida Keys, FL, here are the 4 best family friendly rentals

Hamilton House A Tropical Oasis/heated Pool&slide - Florida Keys, FL
9.8 223 reviews
Florida Keys, FL
05/08 – 06/08
843 â‚¬/nightfor 1 night

Hamilton House A Tropical Oasis/heated Pool&slide

1 13
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.
Waterfront Townhouse In Kawama - Florida Keys, FL
9.8 168 reviews
Florida Keys, FL
28/09 – 05/10
329 â‚¬/nighttotal: 2303 â‚¬ (7 )

Waterfront Townhouse In Kawama

2 2
apartment , Key Largo
This waterfront property in Key Largo is within easy reach of Baker's Cay Resort Beach, Jimmy Johnson's Big Chill, and other popular attractions. It boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The two-bedroom, two-bathroom house spans 89 square metres and comfortably accommodates up to six guests. The property offers a range of amenities including a private pool, garden, barbecue grills, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.
Single Family Home In Angler's Reef Gated Community, Beaches,marina,heated Pool - Florida Keys, FL
9.8 98 reviews
Florida Keys, FL
27/06 – 04/07
385 â‚¬/nighttotal: 2695 â‚¬ (7 )

Single Family Home In Angler's Reef Gated Community, Beaches,marina,heated Pool

2 2
apartment , Islamorada, Village of Islands
This beachfront property is located in Islamorada, just under 5 kilometres from Windley Key Fossil Reef Geological State Park, Founders Park, and Islamorada County Park, and 3.5 kilometres from the History of Diving Museum. The home has received excellent ratings for location, cleanliness and user experience.
The house is spread over 149 square metres and can accommodate up to 6 guests. It features 2 bedrooms, 3 bathrooms, a fully equipped kitchen, a spacious balcony, a swimming pool, a jacuzzi, a garden, a spa and parking.
Indigo Reef #5 ~ Tarpon Terrace, 31' Slip, Kayaks Included! - Florida Keys, FL
10 8 reviews
Florida Keys, FL
27/06 – 04/07
367 â‚¬/nighttotal: 2569 â‚¬ (7 )

Indigo Reef #5 ~ Tarpon Terrace, 31' Slip, Kayaks Included!

3 2
apartment , Marathon
This waterfront apartment in the Marathon Shores neighbourhood of Marathon, Florida offers easy access to attractions such as the Marathon Air Museum and Crane Point Museum and Nature Centre.
The 157 square metre (1689 square foot) three-bedroom, three-bathroom property sleeps eight guests and boasts a private 35-foot boat slip, a balcony with marina views, access to a heated saltwater pool, and complimentary kayaks and paddleboards.

Best Florida Keys, FL holiday rentals with a pool

Among the 11639 accommodations in Florida Keys, FL, here are the 4 best rentals with a pool

Quaint Cottage, Pool, Dockage Just Minutes To Key West! - Florida Keys, FL
9.1 323 reviews
Florida Keys, FL
27/06 – 04/07
245 â‚¬/nighttotal: 1715 â‚¬ (7 )

Quaint Cottage, Pool, Dockage Just Minutes To Key West!

2 2
cottage , Cudjoe Key
This oceanfront Cudjoe Key holiday home is situated within 5km of Upper Sugarloaf Key, Upper Sugarloaf Sound, Venture Key, Venture Out Keys, and Out Key, offering stunning sea views.
The 73 square metre property sleeps four guests in two bedrooms and one bathroom, boasting a private barbecue, swimming pool, and fully equipped kitchen including a fridge, microwave, oven, and stovetop.
Cabins At Bonefish Bay - Florida Keys, FL
9.4 446 reviews
Florida Keys, FL
01/09 – 04/09
182 â‚¬/nighttotal: 546 â‚¬ (3 )

Cabins At Bonefish Bay

1 2
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.
Keys Waterfront Condo: Pool, Beach & Stunning Views! - Florida Keys, FL
9.8 106 reviews
Florida Keys, FL
28/09 – 05/10
219 â‚¬/nighttotal: 1533 â‚¬ (7 )

Keys Waterfront Condo: Pool, Beach & Stunning Views!

2 2
apartment , Tavernier
This apartment is located in Tavernier, a short walk from Baker's Cay Resort Beach and Harry Harris Park, and within a 3-mile radius of Mariners Hospital and Florida Keys Dive Center. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment offers two bedrooms and two bathrooms, spanning 89 square meters. Guests can enjoy a range of amenities, including a swimming pool, Jacuzzi, tennis court, and a garden, as well as a fully equipped kitchen and free Wi-Fi.
Islander Resort - Florida Keys, FL
9.0 4007 reviews
Florida Keys, FL
07/07 – 10/07
249 â‚¬/nighttotal: 747 â‚¬ (3 )

Islander Resort

1 2
resort , Islamorada, Village of Islands
Islander Resort is situated directly on the beach in Islamorada, offering easy access to the beautiful waters of the Florida Keys and the area's attractions. The resort has received very good ratings for its overall experience, with excellent marks for its location and cleanliness.
The resort provides spacious rooms with private porches or lanais, perfect for enjoying the tropical ambiance. Guests can enjoy a range of amenities including swimming pools, a bar and restaurant, a spa, a fitness centre, and a concierge service.

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 captivating sunset celebrations at Mallory Square. Further up the Keys, you'll find the stunning Seven Mile Bridge, offering breathtaking views, and the John Pennekamp Coral Reef State Park, perfect for snorkelling or diving amongst vibrant coral reefs. Don't miss the historic architecture and charming shops of Key Largo.
  • 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 unique coral reef ecosystem, the only living coral barrier reef in the continental United States. Witnessing the diverse marine life is a truly special experience. The area also experiences spectacular sunsets, particularly in Key West, and boasts various bird species, including the occasional sighting of migratory birds.
  • 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!), a hat, sunglasses, and insect repellent. Comfortable walking shoes are a must, especially if you plan on exploring the many islands. Don't forget your camera to capture the stunning scenery and marine life. If you plan on water activities, bring appropriate gear.
  • 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, a colourful and quirky celebration, is a highlight. The annual Key West Conch Republic Independence Celebration is another popular event, showcasing the local culture and spirit. Many smaller festivals and events are held throughout the Keys, often celebrating local seafood or arts and crafts.
  • 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 many excellent restaurants. In Key West, Louie's Backyard is a popular choice, known for its fresh seafood and stunning waterfront views. Further up the Keys, you'll find many smaller, family-run establishments serving delicious Key lime pie (a must-try!), fresh seafood, and conch fritters. Local seafood is always a great option, reflecting the area's 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 visiting the Bahia Honda State Park, known for its beautiful beaches and historic bridge. The Crane Point Museum in Marathon offers insights into the natural and cultural history of the region. Exploring the backcountry roads and discovering hidden coves and beaches can also be a rewarding experience.
  • What are the best activities for engaging with locals and understanding their culture in the Florida Keys, FL, United States?

    Visiting local markets and interacting with vendors is a great way to engage with the community. Attending smaller local events or festivals offers a chance to experience the Keys' unique culture firsthand. Simply striking up conversations with people you meet – whether in a restaurant, shop, or on the beach – can provide valuable insights.
  • What unique natural landscapes and terrain features can travellers explore in the Florida Keys, FL, United States?

    The Florida Keys are renowned for their unique landscape. The islands themselves are low-lying, with mangrove forests, beaches, and the iconic coral reef system. Exploring the diverse habitats, from the shallow waters to the deeper ocean, reveals a fascinating array of natural beauty.
  • 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 Key Largo, and a couple of days exploring the middle Keys, visiting Marathon and Islamorada. This allows for relaxation and exploration of the various islands and their offerings. Shorter trips are possible, focusing on specific areas of interest.

Nearby regions

Best Florida Keys, FL holiday rentals with a balcony

Ocean Isles Fishing Village #55 - Florida Keys, FL
10 2 reviews
Florida Keys, FL
27/06 – 04/07
227 â‚¬/nighttotal: 1589 â‚¬ (7 )

Ocean Isles Fishing Village #55

1 2
apartment , Marathon
This Marathon Shores apartment is situated a short distance (less than 1.6km) from Sunset Park Beach and Coco Plum Beach, and within a 2.4km walk of the Marathon Air Museum and Captain Hooks Marina and Dive Center.
This 850 square metre, one-bedroom flat offers two bathrooms, sleeps four guests, and includes a private balcony, swimming pool, parking, free Wi-Fi, a fully equipped kitchen, and a Smart TV.
Seafarer Key Largo Resort And Beach - Florida Keys, FL
8.7 2047 reviews
Florida Keys, FL
01/09 – 04/09
120 â‚¬/nighttotal: 360 â‚¬ (3 )

Seafarer Key Largo Resort And Beach

1 2
resort , Key Largo
Seafarer Key Largo Resort And Beach is located just 3 miles from both the John Pennekamp Coral Reef State Park and the Tavernier Towne II Shopping Centre, offering easy access to both natural and commercial attractions. It has received very good ratings for cleanliness and user experience, and an excellent rating for its location.
The resort provides a range of accommodation options, including rooms, villas and apartments, all featuring air conditioning and modern amenities. Guests can enjoy a complimentary continental breakfast, free kayak rentals, direct beach access, barbecue facilities and free parking, as well as a private beach with hammocks.
Matecumbe Resort - Florida Keys, FL
8.7 508 reviews
Florida Keys, FL
07/07 – 10/07
162 â‚¬/nighttotal: 486 â‚¬ (3 )

Matecumbe Resort

1 2
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.
Blue House-sleep 11 People-game Room-the Keys-everglades-miami-biscayne Nat Park - Florida Keys, FL
9.8 13 reviews
Florida Keys, FL
26/12 – 03/01
450 â‚¬/nighttotal: 3600 â‚¬ (8 )

Blue House-sleep 11 People-game Room-the Keys-everglades-miami-biscayne Nat Park

4 10
apartment , Florida City
This Florida City holiday home is conveniently located less than 2 kilometres from the Florida Keys Factory Shops and Prime Outlets Florida City, and within a 15-minute walk of Loren Roberts Park and Fasulo Park.
Sleeping eleven guests, this four-bedroom, four-bathroom property boasts a fully equipped kitchen, in-house laundry, a jacuzzi, and air conditioning, making it ideal for families visiting Florida City.

Best Florida Keys, FL holiday rentals with parking

3/2 Waterfront / Private Dock  / Cabana Club Pool & Beach / Kayaks / Tiki Hut . - Florida Keys, FL
9.8 139 reviews
Florida Keys, FL
27/06 – 04/07
333 â‚¬/nighttotal: 2331 â‚¬ (7 )

3/2 Waterfront / Private Dock / Cabana Club Pool & Beach / Kayaks / Tiki Hut .

3 2
apartment , Key Colony Beach
This Key Colony Beach waterfront property offers direct ocean access and is within a 2.4km walk of Coco Plum Beach and Sunset Park Beach, and under 3.2km from the Marathon Visitor Centre and Curry Hammock State Park.
Sleeping eight guests, this two-bathroom holiday home boasts three bedrooms, a fully equipped kitchen including dishwasher, a private swimming pool, spa, tennis court, and free Wi-Fi; barbecue facilities and a terrace are also available for outdoor enjoyment.
Villa Valbuena Azul Escape 2 Kings Key Largo Pickleball Tennis Pool Lagoon - Florida Keys, FL
9.8 267 reviews
Florida Keys, FL
28/09 – 05/10
351 â‚¬/nighttotal: 2457 â‚¬ (7 )

Villa Valbuena Azul Escape 2 Kings Key Largo Pickleball Tennis Pool Lagoon

2 2
apartment , Key Largo
This apartment is conveniently located in Key Largo, just a short drive from popular attractions like John Pennekamp State Park, Pigeon Key, and Windley Key. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom home offers a comfortable and well-equipped space for your stay. Guests can enjoy a range of amenities, including a private beach, a swimming pool, tennis courts, and free bikes and kayaks for exploring the area.
Beachside Unit 29 - Key Colony - Florida Keys, FL
9.7 121 reviews
Florida Keys, FL
01/09 – 04/09
273 â‚¬/nighttotal: 819 â‚¬ (3 )

Beachside Unit 29 - Key Colony

1 2
apartment , Key Colony Beach
This apartment is located in Key Colony Beach, just a 10-minute walk from Sunset Park Beach and Coco Plum Beach, offering easy access to the beautiful white sands and turquoise waters of the Florida Keys. It has received excellent ratings for location, cleanliness, and overall user experience.
The flat has a floor area of 43 square metres and can accommodate up to 4 guests. It comes with a fully equipped kitchen, a balcony, a swimming pool, and parking, allowing you to enjoy a comfortable and convenient stay.
Manatee Bay: Escape To This 2br Duck Key Villa, Private Patio, Dip Pool & Easy Access To Marathon - Florida Keys, FL
9.4 81 reviews
Florida Keys, FL
04/08 – 07/08
322 â‚¬/nighttotal: 966 â‚¬ (3 )

Manatee Bay: Escape To This 2br Duck Key Villa, Private Patio, Dip Pool & Easy Access To Marathon

2 4
apartment , Duck Key
This charming house is situated in Marathon, Florida, just 5 kilometers from Little Conch Key, Curry Hammock State Park, and Walkers Island, offering a peaceful retreat close to popular attractions. It has received excellent ratings for location, cleanliness, and user experience.
The property spans 84 square meters and comfortably accommodates up to 6 guests in its two bedrooms and two bathrooms. The house features a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and parking, as well as internet access, making it ideal for a relaxing and enjoyable stay.
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