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

Nautilus...ocean Front Cottage Retreat ~ - Florida Keys, FL
9.4 227 reviews
Florida Keys, FL
28/09 – 05/10
375 €/nighttotal: 2625 € (7 )

Nautilus...ocean Front Cottage Retreat ~

2 2
house , Cudjoe Key
This beachfront cottage is situated on Cudjoe Key, a peaceful island just 23 miles from Key West, offering easy access to the island's attractions and nightlife. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom villa comfortably accommodates up to six guests, providing a spacious and comfortable living space. Amenities include a private pool with sea views, a hot tub, a fully equipped kitchen, air conditioning, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
True Key Largo Luxury! - Florida Keys, FL
10 19 reviews
Florida Keys, FL
31/07 – 05/08
669 €/nighttotal: 3345 € (5 )

True Key Largo Luxury!

3 7
apartment , Key Largo
This Key Largo waterfront property is situated 0.3km from Bluefin Rock Harbor Marina, offering easy access to boating and water activities, and within 5km of North Nest Key and Jimmy Johnson's Big Chill.
This three-bedroom, four-bathroom house sleeps eight guests and boasts a private pool, Jacuzzi, fitness centre, tennis court, and free Wi-Fi; nearby attractions include Jacob's Aquatic Centre (2.4km).
133 M² House ∙ 3 Bedrooms ∙ 8 Guests - Florida Keys, FL
8.0 1 review
Florida Keys, FL
31/07 – 05/08
511 €/nighttotal: 2555 € (5 )

133 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 7
house , Marathon
This 3-bedroom, 2-bathroom detached house is located within the Coral Lagoon Marina community in Marathon, offering direct access to Vaca Cut for boating and fishing.
This 132 square meter property accommodates up to 8 guests and features a private balcony, a fully equipped kitchen, air conditioning, a swimming pool, and a spa, with a 2-night minimum stay.
Stunning & Welcoming Pool Home On Canal - Florida Keys, FL
8.6 108 reviews
Florida Keys, FL
26/12 – 03/01
1176 €/nighttotal: 9408 € (8 )

Stunning & Welcoming Pool Home On Canal

4 10
house , Marathon
This waterfront house in Marathon is located just 0.5km from Crane Point Museum and Nature Center and 3km from Sombrero Beach, offering easy access to these popular attractions. The house has received very good reviews from previous guests.
This 4-bedroom house comfortably accommodates up to 10 guests with a total floor area of 164 square metres. The house features a private pool, a garden, barbecue grills, a balcony, and a fully equipped kitchen, making it ideal for a relaxing and enjoyable stay.

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

Kayaks, Hot Tub, Dock, Cabana Club - Florida Keys, FL
9.8 49 reviews
Florida Keys, FL
27/06 – 04/07
278 €/nighttotal: 1946 € (7 )

Kayaks, Hot Tub, Dock, Cabana Club

2 2
apartment , Key Colony Beach
This canal-front apartment in Key Colony Beach is located a short distance from Captain Hooks Marina and Dive Center and Florida Keys Country Club, offering easy access to a variety of activities and attractions. The property has received excellent ratings for user experience, location, and cleanliness.
The apartment spans 117 square metres and comfortably sleeps six guests. It features a fully equipped kitchen, a spacious living room with a queen pull-out sofa, a private balcony overlooking the canal, and a private dock with deep water access.
Airy Top Floor Blue Heron Suite; Ocean Pointe 3407 - Florida Keys, FL
9.8 117 reviews
Florida Keys, FL
01/09 – 04/09
261 €/nighttotal: 783 € (3 )

Airy Top Floor Blue Heron Suite; Ocean Pointe 3407

2 2
apartment , Tavernier
This waterfront property in Tavernier is located within a short walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's natural beauty. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The spacious two-bedroom flat, covering 85 square metres, comfortably accommodates up to six guests. Enjoy a range of amenities including a fully equipped kitchen, a swimming pool, a Jacuzzi, a tennis court, and a spa, making it ideal for a relaxing and enjoyable stay.
Miami Oasis With Luxury Spa & Your Own Helicopter - Florida Keys, FL
9.9 83 reviews
Florida Keys, FL
05/08 – 06/08
829 €/nightfor 1 night

Miami Oasis With Luxury Spa & Your Own Helicopter

1 13
house , Cutler Bay
This six-bedroom Spanish-style villa is located in South Miami, approximately 16 kilometres from Miami Zoo and Southland Mall.
The property, sleeping up to 16 guests, boasts a heated pool, jacuzzi, sauna, fitness centre, and ample parking, plus Netflix-connected TVs and high-speed Wi-Fi throughout.
Cottage With Pool  And Boat Dockage Just Minutes To Key West! - Florida Keys, FL
8.6 165 reviews
Florida Keys, FL
27/06 – 04/07
164 €/nighttotal: 1148 € (7 )

Cottage With Pool And Boat Dockage Just Minutes To Key West!

1 2
cottage , Cudjoe Key
This Cudjoe Key waterfront cottage, situated within 5km of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key, offers stunning views and direct water access.
The 36 square metre property sleeps two in one bedroom, one bathroom, and boasts a fully equipped kitchen, private terrace, swimming pool, garden, and barbecue 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 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

Sea View And Sunrise Ocean Pointe 2412 2ba/2br - Florida Keys, FL
9.6 89 reviews
Florida Keys, FL
10/07 – 13/07
283 €/nighttotal: 849 € (3 )

Sea View And Sunrise Ocean Pointe 2412 2ba/2br

2 2
apartment , Tavernier
This two-bedroom apartment is located in Ocean Pointe Suites, Tavernier, Florida, halfway between Key Largo and Islamorada, about 800 metres from the Circle K convenience store and Dairy Queen. The property has received excellent user ratings and offers a comfortable and convenient stay for travellers.
The 84 square metre apartment can accommodate up to six guests and features a fully equipped kitchen, two bathrooms, and a spacious living area. Guests can enjoy a range of amenities including a swimming pool, hot tub, tennis courts, and a private beach, as well as direct access to the resort's marina and boat ramp.
Charming 3-bedroom House In  Big Pine Key Near Beach And Key West - Florida Keys, FL
8.4 12 reviews
Florida Keys, FL
18/12 – 21/12
515 €/nighttotal: 1545 € (3 )

Charming 3-bedroom House In Big Pine Key Near Beach And Key West

3 2
apartment , Big Pine Key
This holiday flat in the Sands district of Big Pine Key is a short walk from the Key West Visitors Centre and Coupon Bight Aquatic Preserve, offering convenient access to local attractions.
Accommodating up to 11 guests across 3 bedrooms and 2 bathrooms, this property boasts a fully equipped kitchen with a lobster pot, complimentary Wi-Fi, and an on-site car park, with the Beaches of the Keys and Blue Hole within easy reach.
Oceanfront, 2 Bedroom Unit At Ocean Pointe Condominium - Florida Keys, FL
9.7 93 reviews
Florida Keys, FL
27/06 – 04/07
320 €/nighttotal: 2240 € (7 )

Oceanfront, 2 Bedroom Unit At Ocean Pointe Condominium

2 2
apartment , Tavernier
This waterfront apartment in Tavernier is ideally located within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's main attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The two-bedroom apartment spans 79 square metres and comfortably accommodates up to four guests. Enjoy a range of amenities including a private pool, fenced yard, and a fully equipped kitchen, as well as access to a shared swimming pool, jacuzzi, garden, tennis court, and parking.
Adventure Awaits Ii - Mariner's Club 806-key Largo Resort Stil Vacation Home - Florida Keys, FL
10 373 reviews
Florida Keys, FL
26/12 – 03/01
1332 €/nighttotal: 10656 € (8 )

Adventure Awaits Ii - Mariner's Club 806-key Largo Resort Stil Vacation Home

4 10
resort , Key Largo
This family-friendly vacation home is situated in Key Largo, just a 10-minute walk from Baker's Cay Resort Beach and Bluefin Rock Harbor Marina, with Jacob's Aquatic Center and North Nest Key within a 3-mile radius. The resort has received excellent ratings for location, cleanliness, and overall experience.
This three-bedroom property offers a dedicated arcade/game room for family fun and a balcony for outdoor relaxation. Guests can enjoy a private spa tub, barbecue grills, and modern amenities like free Wi-Fi, a fully equipped kitchen, and a balcony with ocean views.

Best Florida Keys, FL holiday rentals with parking

Beachside Unit 23 - Key Colony - Florida Keys, FL
9.5 100 reviews
Florida Keys, FL
06/11 – 10/11
275 €/nighttotal: 1100 € (4 )

Beachside Unit 23 - Key Colony

1 4
apartment , Key Colony Beach
This apartment is located just a 3.2km walk from Sunset Park Beach and Coco Plum Beach in Key Colony Beach, a popular spot for enjoying the Florida sunshine. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is a one-bedroom property with one bathroom, covering 43 square metres and accommodating up to four guests. It offers a range of amenities including a kitchen, a balcony, a swimming pool, a garden, and parking.
*Snowbirds Paradise* - Florida Keys, FL
9.7 40 reviews
Florida Keys, FL
27/06 – 04/07
210 €/nighttotal: 1470 € (7 )

*Snowbirds Paradise*

1 2
apartment , Marathon
This waterfront house in Marathon is just 800 metres from Crane Point Museum and Nature Center and 4 kilometres from Sombrero Beach, offering easy access to local attractions. The property enjoys excellent ratings for location, cleanliness and user experience.
The house has one bedroom and one bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen, a private balcony, a garden, a tennis court, parking, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Cozyhouse: Near National Parks Between Miami & The Keys - Florida Keys, FL
9.9 200 reviews
Florida Keys, FL
24/09 – 29/09
190 €/nighttotal: 950 € (5 )

Cozyhouse: Near National Parks Between Miami & The Keys

3 2
apartment , Homestead
This Homestead property is conveniently located within walking distance of several parks, including Losner Park and J.D. Redd Park, and close to the Pioneer Florida Museum and Village. The property has excellent user, location, and cleanliness ratings.
The three-bedroom house can accommodate up to eight guests and features a fully equipped kitchen, two bathrooms, and a dining area. Amenities include air conditioning, a garden, barbecue grills, a washer and dryer, and free Wi-Fi, making it ideal for families or groups seeking a comfortable and convenient stay.
Ocean/marina View - Pool - Free Kayaks Pickleball - Florida Keys, FL
9.7 111 reviews
Florida Keys, FL
24/09 – 29/09
330 €/nighttotal: 1650 € (5 )

Ocean/marina View - Pool - Free Kayaks Pickleball

2 2
apartment , Key Largo
This yacht is located in the Kawama Yacht Club gated community at mile marker 100 in Key Largo, just a short distance from John Pennekamp Coral Reef State Park and Pilot House Marina. It has received excellent ratings for user experience, location, and cleanliness.
The yacht has two bedrooms and two bathrooms, spanning 121 square meters and comfortably accommodating up to six guests. You'll find a range of amenities including a kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a terrace, a garden, and parking. Guests can also enjoy direct ocean views, access to a 3-acre saltwater lagoon, and the use of two kayaks for exploring the surrounding waters.
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