Holiday Rentals in Florida Keys

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Florida Keys holiday rentals
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Best Holiday rentals and Airbnb offers in Florida Keys

Best family friendly Florida Keys holiday rentals

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

Free Kayaks Overlooking Pickleball Courts - Florida Keys
9.8 156 reviews
Florida Keys
26/07 – 01/08
£349/nighttotal: £2094 (6 )

Free Kayaks Overlooking Pickleball Courts

2 4
apartment , Key Largo
This yacht is located in the Kawama Yacht Club, a gated community on Key Largo at mile marker 100, approximately 0.8 kilometres from Pilot House Marina. The yacht has received excellent ratings for location, cleanliness, and user experience.
The yacht is 111 square metres in size and can accommodate up to 6 guests. It features a fully equipped kitchen, air conditioning, a swimming pool, a garden, and parking, as well as access to a range of on-site amenities, including a saltwater lagoon, tennis courts, and a playground.
Sunrise Breeze On The Marina [Ocean Pointe 5302] - Florida Keys
9.8 173 reviews
Florida Keys
01/09 – 04/09
£225/nighttotal: £675 (3 )

Sunrise Breeze On The Marina [Ocean Pointe 5302]

2 2
apartment , Tavernier
This Tavernier beach apartment is conveniently located within a 10-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The apartment offers 85 square metres of space, comfortably accommodating up to 6 guests in its two bedrooms and two bathrooms. This family-friendly apartment includes a range of amenities such as a swimming pool, Jacuzzi, tennis court, and a garden, ensuring a comfortable and enjoyable stay.
79 M² House ∙ 1 Bedroom ∙ 4 Guests - Florida Keys
9.2 5 reviews
Florida Keys
27/06 – 04/07
£167/nighttotal: £1169 (7 )

79 M² House ∙ 1 Bedroom ∙ 4 Guests

1 2
house , Marathon
Ocean Isles #123, a self-catering property in Ocean Isles Fishing Village, Marathon, Florida, offers direct Atlantic Ocean access and is conveniently located near Marathon's attractions.
This 79 square metre (850 square feet) house features one bedroom, two bathrooms, sleeps four guests, and includes a private swimming pool, spa, fitness centre, and two covered parking spaces, plus access to community Tiki Huts and an electric grill.
Dharma Home Suites South Miami At Red Road Commons - Florida Keys
9.5 1675 reviews
Florida Keys
24/07 – 27/07
£903/nighttotal: £2709 (3 )

Dharma Home Suites South Miami At Red Road Commons

3 14
apartment , South Miami
The Dharma Home Suites South Miami at Red Road Commons is conveniently located in South Miami, close to the University of Miami, a 3.3-mile drive from Cocowalk Shopping Center, and 6 miles from Vizcaya Museum. The property has consistently earned excellent ratings for location, cleanliness, and user experience.
This two-bedroom flat offers comfortable accommodation with carpeted floors throughout. Guests can enjoy a range of amenities including a swimming pool, a fitness centre, a garden, and a terrace, as well as free Wi-Fi and parking.

Best Florida Keys holiday rentals with a pool

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

Ocean Front Unit In Islamorada | Enjoy Scenic Walks On Private Beach - Florida Keys
8.0 2 reviews
Florida Keys
04/08 – 07/08
£593/nighttotal: £1779 (3 )

Ocean Front Unit In Islamorada | Enjoy Scenic Walks On Private Beach

1 4
cottage , Islamorada, Village of Islands
This beachfront cottage in Islamorada's Matecumbe district is situated less than 2.4km from Indian Key Historic State Park and Bud n' Mary's Dive Center, and under 1.6km from the Hurricane Monument and Florida Keys Brewing Company.
This 42 square metre self-catering property sleeps four, featuring a bedroom, bathroom, private balcony with potential ocean views, and amenities including air conditioning, Wi-Fi, a swimming pool, and parking.
Manatee Bay: Escape To This 2br Duck Key Villa, Private Patio, Dip Pool & Easy Access To Marathon - Florida Keys
9.4 81 reviews
Florida Keys
04/08 – 07/08
£278/nighttotal: £834 (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.
P41 - Beach Front Condo With 2 Bedrooms, 2 Bath, Pool And Tennis Courts! - Florida Keys
9.5 40 reviews
Florida Keys
27/06 – 04/07
£247/nighttotal: £1729 (7 )

P41 - Beach Front Condo With 2 Bedrooms, 2 Bath, Pool And Tennis Courts!

2 2
apartment , Marathon
This two-bedroom apartment is situated directly on the beach in Marathon, just 3 kilometres from Sunset Park Beach and Captain Hooks Marina and Dive Center, with Curry Hammock State Park and Coco Plum Beach within a 1 kilometre walk. This property has received excellent reviews for its location, cleanliness, and overall experience.
The apartment offers a comfortable living space for up to 6 guests, with two bathrooms and a fully equipped kitchen. Enjoy a relaxing swim in the private pool, barbecue on the shared grills, and take advantage of the balcony, garden, and free Wi-Fi.
Parrot Key Hotel & Villas - Florida Keys
8.5 4732 reviews
Florida Keys
05/08 – 06/08
£1097/nightfor 1 night

Parrot Key Hotel & Villas

6 13
resort , Key West
Parrot Key Hotel & Villas is located in Florida Bay, a short drive from the historic Old Town of Key West, offering a peaceful escape from the bustling city centre. This resort consistently receives very good ratings for its location, cleanliness, and overall experience.
The hotel features a range of accommodation options, including villas and rooms, all with private terraces offering stunning ocean views. Guests can enjoy a variety of amenities, activities and features, from multiple swimming pools and a fitness centre to kayaking excursions and on-site dining.

Frequently asked questions about holiday rentals in Florida Keys

  • What are the must-see sights in the Florida Keys, United States?

    The Florida Keys offer a plethora of iconic sights. Key West is a must, with its historic Duval Street, Ernest Hemingway Home and Museum, and the Southernmost Point Buoy. Further up the Keys, you'll find the Seven Mile Bridge, offering stunning views, and Bahia Honda State Park, known for its beautiful beaches and historic bridge. Don't miss exploring 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?

  • 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, United States?

    Absolutely! The Keys are renowned for their vibrant coral reefs, a unique ecosystem teeming with marine life. The area also experiences spectacular sunsets, often cited as some of the best in the world. Additionally, the unique geography of the islands creates microclimates and diverse habitats, supporting a wide variety of plant and animal life.
  • What are the most popular Airbnbs in Florida Keys?

    Among the Airbnbs in Florida Keys, 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, 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 warm climate. Consider bringing a waterproof bag for your phone and valuables if you plan on water activities.
  • What are the best holiday rentals with a pool in Florida Keys?

  • 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, United States?

    The Florida Keys host several events throughout the year. Key West’s Fantasy Fest is a well-known, ten-day Halloween celebration featuring elaborate costumes and parades. The annual Conch Republic Independence Celebration in Key West is another quirky and popular event.
  • What are the best rentals for families and kids in Florida Keys?

  • 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, United States, and what are the must-try specialties?

    Key West has a fantastic culinary scene. Many restaurants offer fresh seafood, a staple of the Keys. Look for places serving Key lime pie (a must-try!), conch fritters, and stone crab claws (seasonal). Specific restaurant recommendations would depend on your exact location within the Keys and your preferences, but exploring local eateries will offer a great range of options.
  • What are the best rentals or Airbnbs with a jacuzzi in Florida Keys?

  • What are some less-famous attractions in the Florida Keys, United States that are worth a visit?

    Consider exploring the smaller, quieter islands like Marathon or Islamorada. These offer a more relaxed atmosphere and opportunities for kayaking, paddleboarding, and fishing. The History of Diving Museum in Islamorada is also a fascinating hidden gem.
  • What are the best activities for engaging with locals and understanding their culture in the Florida Keys, United States?

    Chatting with staff at local businesses, visiting smaller, family-run restaurants, and attending local events are great ways to interact with residents. Consider taking a guided tour focused on the history and culture of the Keys, which can offer insights from knowledgeable locals.
  • What unique natural landscapes and terrain features can travellers explore in the Florida Keys, United States?

    The Keys' unique landscape is defined by its shallow-water coral reefs, mangrove forests, and the string of low-lying islands themselves. Exploring these ecosystems through kayaking, snorkelling, or diving will reveal the beauty and fragility of this environment.
  • How many days are ideal for a visit to the Florida Keys, United States, and what are some itinerary suggestions?

    Seven to ten days allows for a good exploration of the Keys. A possible itinerary could involve spending a few days in Key West, exploring its attractions, then driving up the Overseas Highway, stopping at various state parks and smaller towns along the way. Another option is to focus on a specific area, like the Islamorada region, for a more relaxed pace.

Nearby regions

Best Florida Keys holiday rentals with a balcony

Vaca Cut With 60' Dock, 4br-4ba, 2 Kitchens - Florida Keys
10 2 reviews
Florida Keys
26/12 – 03/01
£1283/nighttotal: £10264 (8 )

Vaca Cut With 60' Dock, 4br-4ba, 2 Kitchens

4 10
apartment , Marathon
This four-bedroom, four-bathroom waterfront property in Marathon Shores, Marathon, Florida, offers convenient access to Sombrero Beach and is a short drive from Pigeon Key and Curry Hammock State Park.
The 182 square metre (197 square feet) holiday home boasts two kitchens, two living rooms, a 60-foot dock, a two-story deck with BBQ, and sleeps up to ten guests, providing ample space and amenities including high-speed Wi-Fi, a washer/dryer, and boat trailer parking.
Beachside Unit 22 - Key Colony - Florida Keys
9.7 159 reviews
Florida Keys
01/09 – 04/09
£236/nighttotal: £708 (3 )

Beachside Unit 22 - Key Colony

1 2
apartment , Key Colony Beach
This apartment is located in Key Colony Beach, a short walk from Sunset Park Beach and Coco Plum Beach, and within 3.2km of Curry Hammock State Park, a beautiful natural area. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is a comfortable 43 square metre property with one bathroom and can accommodate up to four guests. It offers a fully equipped kitchen, a balcony, a swimming pool, and barbecue grills, perfect for enjoying the beautiful Florida weather.
Seafarer Key Largo Resort And Beach - Florida Keys
8.7 2052 reviews
Florida Keys
01/09 – 04/09
£104/nighttotal: £312 (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.
Beachside Unit 34 - Key Colony - Florida Keys
9.8 111 reviews
Florida Keys
04/08 – 07/08
£236/nighttotal: £708 (3 )

Beachside Unit 34 - Key Colony

1 4
apartment , Key Colony Beach
This apartment is situated in Key Colony Beach, just a 10-minute walk from two beautiful beaches, Sunset Park Beach and Coco Plum Beach, offering easy access to the stunning waters of the Florida Keys. The property has received excellent ratings for location, cleanliness and user experience.
The apartment is a 43 square meter property with one bathroom, comfortably accommodating up to four guests. It offers a fully equipped kitchen, a private balcony, a swimming pool, a garden, and parking.

Best Florida Keys holiday rentals with parking

Knowles House/free Onsite Parking/close To Duval - Florida Keys
10 32 reviews
Florida Keys
05/08 – 06/08
£1567/nightfor 1 night

Knowles House/free Onsite Parking/close To Duval

7 13
apartment , Key West
This seven-bedroom, eight-bathroom Key West house is situated in Old Town, less than 0.8km from Duval Street, offering easy access to Eaton Street's restaurants and the free Duval Loop shuttle.
Sleeping fourteen guests, this property boasts a swimming pool, garden, parking for two cars, and multiple relaxation areas including a poolside workspace, plus self check-in and nearby bike rentals at Eaton Bikes.
Hamilton House Miami - Tropical Oasis / Heated Pool / Tiki / Brazilian Bbq - Florida Keys
9.8 36 reviews
Florida Keys
05/08 – 06/08
£953/nightfor 1 night

Hamilton House Miami - Tropical Oasis / Heated Pool / Tiki / Brazilian Bbq

6 13
apartment , Palmetto Bay
This spacious holiday home is situated in Palmetto Bay, just 20 kilometres from South Beach, Little Havana, Coral Gables, Downtown Brickell, and Everglades National Park, making it an ideal base for exploring Miami. The property has received excellent reviews from previous guests, highlighting its comfortable and family-friendly atmosphere.
The house spans 325 square metres and offers 6 bedrooms, 4 bathrooms, and can accommodate up to 16 guests. It features a private pool, a jacuzzi, a garden, a spa, a game room, a barbecue area, and high-speed internet.
Boho Chic Ocean Pointe 3214 - Florida Keys
9.9 61 reviews
Florida Keys
09/07 – 13/07
£199/nighttotal: £796 (4 )

Boho Chic Ocean Pointe 3214

2 4
apartment , Tavernier
This Tavernier apartment, situated in the Upper Keys, offers direct access to a pool and tennis/pickleball court, and is approximately 96 kilometres from Miami International Airport and 145 kilometres from Fort Lauderdale International Airport.
The two-bedroom, two-bathroom property sleeps four guests and boasts a fully equipped kitchen, including a drip coffee maker, Keurig, and French press, plus smart TVs, a washer/dryer, and free parking for two vehicles within a resort featuring an Olympic-size pool, jacuzzi, sandy beach, pier, marina, and boat ramp.
Keys Waterfront Condo: Beach, Pool & Sunset Views! - Florida Keys
9.7 228 reviews
Florida Keys
01/09 – 04/09
£225/nighttotal: £675 (3 )

Keys Waterfront Condo: Beach, Pool & Sunset Views!

2 2
apartment , Tavernier
This waterfront apartment in Tavernier is located a short 2.4 km walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful waters and the local area. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 84 square metres and comfortably accommodates up to 6 guests, with 2 bedrooms and 2 bathrooms. You'll enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, spa, tennis court, and parking, as well as a fully equipped kitchen and air conditioning.
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