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

Family Favorite- Heated Pool, 2 Kings, Everglades - Florida Keys, FL
9.4 24 reviews
Florida Keys, FL
26/12 – 03/01
968 €/nighttotal: 7744 € (8 )

Family Favorite- Heated Pool, 2 Kings, Everglades

4 10
house , Leisure City
This modern pool house is located in Homestead, Florida, just 3.8 km from the Florida Keys Factory Shops and 5.3 km from Fruit Spice Park, offering a convenient base for exploring the Everglades and Keys. The house is ideal for large groups, with a spacious 1000 square metre layout and a guest capacity of 19.
The house features a private pool and terrace, a modern design with a fully equipped kitchen and comfortable living space, a shared kitchen and lounge, free parking, a washing machine, and an outdoor dining area.
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |Bbq - Florida Keys, FL
9.9 332 reviews
Florida Keys, FL
01/09 – 04/09
266 €/nighttotal: 798 € (3 )

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |Bbq

2 2
apartment , Tavernier
This two-bedroom apartment is situated in the Ocean Pointe Suites gated resort community in Tavernier, directly on the Atlantic Ocean, just minutes from Tavernier Creek, offering direct access to both the bay and the ocean. It has received excellent ratings for its location, cleanliness, and overall experience.
The 78 square metre property comfortably accommodates up to six guests, with two bathrooms and a queen-size Murphy bed in the living room. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a terrace, a garden, parking, and internet access, as well as access to the resort's private beach, tennis courts, and waterfront café.
Miami Oasis With Luxury Spa & Your Own Helicopter - Florida Keys, FL
9.9 80 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.
Free Golf Cart Free Kayaks Steps To Pool Pickleball - Florida Keys, FL
9.6 164 reviews
Florida Keys, FL
04/08 – 07/08
489 €/nighttotal: 1467 € (3 )

Free Golf Cart Free Kayaks Steps To Pool Pickleball

3 4
house , Key Largo
This townhome is located in the Kawama Yacht Club gated community at Mile Marker 100 in Key Largo, approximately 800 metres from Pilot House Marina, 1.6 kilometres from CVS and Walgreens, and 3.2 kilometres from Publix Super Market. It has been rated excellent for location, cleanliness, and user experience.
The townhome spans 102 square metres and comfortably accommodates up to eight guests, with three bedrooms and three bathrooms. It offers a range of amenities, including a fully equipped kitchen, a family room with bunk beds, two heated swimming pools, a children's playground, two tennis/pickleball courts, and a golf cart for use within the community.

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

Ocean Front,  Marina, Pool/hot Tub, Private Beach, Bar/cafe - Florida Keys, FL
9.2 154 reviews
Florida Keys, FL
27/06 – 04/07
181 €/nighttotal: 1267 € (7 )

Ocean Front, Marina, Pool/hot Tub, Private Beach, Bar/cafe

1 2
apartment , Tavernier
This oceanfront apartment in Tavernier is a short distance from John Pennekamp Coral Reef State Park and Indian Key Historic State Park, offering easy access to the area's natural wonders. It has consistently received excellent user ratings, ensuring a comfortable and enjoyable stay.
The apartment is a one-bedroom, one-bathroom property with a floor area of 56 square metres, comfortably accommodating up to four guests. It boasts a range of amenities including a swimming pool, jacuzzi, spa, and private beach access, providing everything you need for a relaxing and enjoyable vacation.
Hamilton House A Tropical Oasis/heated Pool&slide - Florida Keys, FL
9.8 223 reviews
Florida Keys, FL
05/08 – 06/08
843 €/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.
Key Largo Treasure  End-unit W/ Pools, Lagoon, Marina & Ocean Views! - Florida Keys, FL
9.5 84 reviews
Florida Keys, FL
04/08 – 07/08
321 €/nighttotal: 963 € (3 )

Key Largo Treasure End-unit W/ Pools, Lagoon, Marina & Ocean Views!

2 4
apartment , Key Largo
This 2-bedroom house is located near the beach in Key Largo, within 1.6 kilometres of Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, and within 5 kilometres of Jacob's Aquatic Center and Bluefin Rock Harbor Marina. It has been rated excellent for user experience, location, and cleanliness.
The house is 64 square metres in size and sleeps up to 6 guests. It offers a private pool, barbecue grills, and comfortable amenities like a sofa bed, refrigerator, microwave, stovetop, washing machine, and two bathrooms.
Mariners Club Unit 904, Brand New Completely Remodeled Preferred Partner Listing - Florida Keys, FL
10 11 reviews
Florida Keys, FL
26/12 – 03/01
1377 €/nighttotal: 11016 € (8 )

Mariners Club Unit 904, Brand New Completely Remodeled Preferred Partner Listing

4 10
apartment , Key Largo
This Key Largo townhouse, situated oceanside near Molasses Reef (beyond a 61-metre pier) and close to John Pennekamp Coral Reef State Park, offers direct access to a premier North American dive site.
The 206 square metre property boasts four bedrooms, three bathrooms, and resort-style amenities including two pools, a jacuzzi, tennis and pickleball courts, a fitness centre, and marina access for boats up to 18 metres.

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

Beachside Unit 27 - Key Colony, Beachside Unit 27 - The Beach Is Calling You! - Florida Keys, FL
9.8 133 reviews
Florida Keys, FL
04/08 – 07/08
276 €/nighttotal: 828 € (3 )

Beachside Unit 27 - Key Colony, Beachside Unit 27 - The Beach Is Calling You!

1 4
apartment , Key Colony Beach
This apartment is located on Key Colony Beach, just 1.6km from Sunset Park Beach and Coco Plum Beach, and 3.2km from Curry Hammock State Park. The apartment has received excellent ratings for cleanliness, location and overall experience.
The one-bedroom apartment is 43 square metres and can comfortably accommodate four guests. It offers a range of amenities including a fully equipped kitchen, a balcony, air conditioning, a swimming pool, and free parking.
Walk To Beach: Florida Keys Gem W/ Ocean Views - Florida Keys, FL
9.6 4 reviews
Florida Keys, FL
26/12 – 03/01
547 €/nighttotal: 4376 € (8 )

Walk To Beach: Florida Keys Gem W/ Ocean Views

2 10
apartment , Layton
This Layton, Long Key beachfront townhouse boasts direct beach access with provided chairs and umbrellas, situated 3.2km from Long Key State Park and 11.3km from the Dolphin Research Centre.
This 127 square metre property sleeps up to six guests in two bedrooms and two bathrooms, and offers three balconies with ocean views, a well-equipped kitchen, a swimming pool, free Wi-Fi, and parking, plus access to community amenities including a boat dock and picnic area.
Captain Pip's Marina & Hideaway - Florida Keys, FL
8.7 2426 reviews
Florida Keys, FL
26/12 – 03/01
927 €/nighttotal: 7416 € (8 )

Captain Pip's Marina & Hideaway

3 10
resort , Marathon
Captain Pip's Marina & Hideaway is situated in Marathon, Florida, just 1.4 kilometres from the Seven Mile Bridge and 6.4 kilometres from Sombrero Beach. The resort enjoys a tranquil setting, perfect for a relaxing getaway. It has consistently received very good ratings for its cleanliness, location, and overall experience.
The resort offers a range of amenities and activities for guests to enjoy. The accommodation features a swimming pool, a terrace, a garden, a restaurant, and a bar, as well as a fitness centre. Guests can also rent boats, kayaks, and paddleboards, or take advantage of the on-site fishing, snorkelling, and parasailing opportunities.
Beachside Unit 33 - Key Colony - Florida Keys, FL
9.8 184 reviews
Florida Keys, FL
04/08 – 07/08
274 €/nighttotal: 822 € (3 )

Beachside Unit 33 - Key Colony

1 4
apartment , Key Colony Beach
This apartment is located in Key Colony Beach, just a 1.6-kilometre walk from Sunset Park Beach and Coco Plum Beach, offering easy access to the area's beautiful beaches. It has excellent ratings for user experience, location, and cleanliness.
The one-bedroom apartment is 43 square metres in size and can accommodate up to four guests. It offers a private pool, gas grills, a fully equipped kitchen, a balcony, cable TV, and other conveniences for a comfortable stay.

Best Florida Keys, FL holiday rentals with parking

Sugarloaf Key Rv Resort & Cottages - Florida Keys, FL
9.1 563 reviews
Florida Keys, FL
04/08 – 07/08
185 €/nighttotal: 555 € (3 )

Sugarloaf Key Rv Resort & Cottages

2 4
house , Cudjoe Key
This one-bedroom house, part of the Sun Outdoors Sugarloaf Key resort in Summerland Key, is situated approximately 27 kilometres from Key West International Airport and 32 kilometres from the Ernest Hemingway Home and Museum and Duval Street.
The 37-square-metre property sleeps six guests and boasts a private patio, swimming pool, bar, free Wi-Fi, and on-site parking, alongside a fully equipped kitchen, bathroom and air conditioning.
Luxury Villa With Pool, Beach, & Basketball - Florida Keys, FL
9.9 70 reviews
Florida Keys, FL
24/07 – 27/07
603 €/nighttotal: 1809 € (3 )

Luxury Villa With Pool, Beach, & Basketball

1 14
house , Palmetto Bay
This large, five-bedroom villa in Palmetto Bay, Florida, is situated a short drive (approximately 24-48 km) from Miami's city centre, South Beach, Miami Zoo and Vizcaya Museum.
The 279 sq m property boasts three bathrooms, sleeps sixteen guests, and includes a swimming pool, jacuzzi, outdoor kitchen, and various games for family entertainment.
Beachside Unit 07 - Key Colony - Florida Keys, FL
9.7 96 reviews
Florida Keys, FL
09/07 – 13/07
270 €/nighttotal: 1080 € (4 )

Beachside Unit 07 - Key Colony

1 4
apartment , Key Colony Beach
This apartment is situated in Key Colony Beach, just a 3 km walk from Sunset Park Beach and Coco Plum Beach, and within 3 km of Curry Hammock State Park. The property has received excellent ratings for location, cleanliness, and overall user experience.
The flat is a 43 square metre, one-bedroom home with a capacity for four guests. Amenities include a fully equipped kitchen, a balcony, a swimming pool, barbecue grills, and parking.
Carpe' Diem Heart Of The Fl. Keys Specials - Florida Keys, FL
8.8 152 reviews
Florida Keys, FL
27/06 – 04/07
182 €/nighttotal: 1274 € (7 )

Carpe' Diem Heart Of The Fl. Keys Specials

3 2
cottage , Marathon
This ground-floor house is situated in Marathon, Florida, at Mile Marker 50.3, offering direct access to the Atlantic Ocean and being minutes away from the beach, transport, shops, and restaurants. The property has received excellent user ratings, making it a popular choice for travellers.
This three-bedroom property, covering 130 square metres, comfortably accommodates up to four guests. The house features a fully equipped kitchen, a spacious living area, a dining area, a private garden, a Jacuzzi, and a 50-foot dock with a hot tub, gas grill, and a boat lift.
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