Holiday Rentals in Florida Keys, FL

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Florida Keys, FL holiday rentals
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Best Holiday rentals and Airbnb offers 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

Charming & Tranquil Condo At Ocean Pointe-sleeps 6 - Florida Keys, FL
10 81 reviews
Florida Keys, FL
26/06 – 06/07
SG$561/nightTotal: SG$5610 (10 )

Charming & Tranquil Condo At Ocean Pointe-sleeps 6

2 6
apartment , Tavernier
This family-friendly apartment is located in Tavernier, a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. It has received excellent user ratings, making it a popular choice for travellers.
This 88 square metre apartment comfortably accommodates up to six guests in its two bedrooms and two bathrooms. You can enjoy a range of amenities, including a private pool, a tennis court, a garden, and a terrace, perfect for relaxing and enjoying the Florida sunshine.
Deja Blue Suite - Ocean Pointe 1409 - Florida Keys, FL
9.8 172 reviews
Florida Keys, FL
01/09 – 04/09
SG$387/nightTotal: SG$1161 (3 )

Deja Blue Suite - Ocean Pointe 1409

2 2
apartment , Tavernier
This waterfront apartment in Tavernier is conveniently located just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful beaches of the Florida Keys. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment features two bedrooms and two bathrooms, spanning 91 square metres and comfortably accommodating up to six guests. Enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, barbecue grills, and a fully equipped kitchen, all set within a beautiful garden area.
Snorkel & Dive Legendary Coral Reefs - Then Relax Poolside With A Drink! - Florida Keys, FL
9.9 172 reviews
Florida Keys, FL
28/09 – 05/10
SG$326/nightTotal: SG$2282 (7 )

Snorkel & Dive Legendary Coral Reefs - Then Relax Poolside With A Drink!

2 2
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.
Blackfin Resort And Marina - Florida Keys, FL
8.6 3128 reviews
Florida Keys, FL
27/06 – 04/07
SG$321/nightTotal: SG$2247 (7 )

Blackfin Resort And Marina

1 2
resort , Marathon
Blackfin Resort and Marina is situated in Marathon, Florida, just 5km from Sombrero Beach and within walking distance of the Crane Point Museums and Nature Center. The resort has received very good ratings for user experience, location, and cleanliness.
The accommodation offers a range of amenities including a swimming pool, a garden, a restaurant, a bar, and parking. Guests can enjoy a variety of activities such as boating, fishing, diving, and exploring the surrounding area.

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

406 Mariners Club - 3 Bedroom Elegant Tri-level Townhome With Views Of The Ocean - Florida Keys, FL
9.6 83 reviews
Florida Keys, FL
31/07 – 05/08
SG$1028/nightTotal: SG$5140 (5 )

406 Mariners Club - 3 Bedroom Elegant Tri-level Townhome With Views Of The Ocean

3 7
apartment , Key Largo
This three-bedroom, three-bathroom Key Largo townhome in the Mariner's Club resort boasts stunning ocean views and is located minutes from John Pennekamp Coral Reef State Park.
The 167 square metre (1800 square foot) tri-level property offers a private patio, access to resort pools, tennis courts, and a fitness centre, sleeping up to eight guests with a full kitchen and free Wi-Fi.
Quaint Cottage, Pool, Dockage Just Minutes To Key West! - Florida Keys, FL
9.2 324 reviews
Florida Keys, FL
10/07 – 13/07
SG$408/nightTotal: SG$1224 (3 )

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.
35' Seawall Sparkling , 30min From Keywest, Wifi, Bbq Grill, Pool - Florida Keys, FL
9.8 132 reviews
Florida Keys, FL
10/07 – 13/07
SG$683/nightTotal: SG$2049 (3 )

35' Seawall Sparkling , 30min From Keywest, Wifi, Bbq Grill, Pool

2 2
cottage , Cudjoe Key
This 35' Seawall Sparkling mobile home is situated in Summerland Key, just a short distance from the beach and within walking distance of the amenities at Venture Out Residential Condominium. It has received excellent user ratings, making it a popular choice for travellers. This two-bedroom, two-bathroom home offers 79 square metres of space and can comfortably accommodate up to six guests. The home features a modern kitchen with a dishwasher, a spacious living area with a pull-out queen sleeper sofa, and a private porch overlooking the water, perfect for relaxing and enjoying the views.
Miami Oasis With Luxury Spa & Your Own Helicopter - Florida Keys, FL
9.9 83 reviews
Florida Keys, FL
05/08 – 06/08
SG$1232/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.

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 iconic sights. Key West is a must, with its historic Duval Street, the Ernest Hemingway Home and Museum, and Mallory Square for the sunset celebration. Further north, you'll find the Seven Mile Bridge, an engineering marvel offering stunning views, and Bahia Honda State Park, known for its beautiful beaches and historic bridge. John Pennekamp Coral Reef State Park provides incredible snorkelling and diving opportunities.
  • What are the best Airbnb and vacation rentals in Florida Keys, FL?

  • 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 renowned for their vibrant coral reefs, a unique ecosystem teeming with marine life. The annual migration of birds through the Keys is also a spectacular sight. You can witness stunning sunsets, especially from Mallory Square in Key West. The unique ecosystem also includes mangrove forests, providing important habitats for many species.
  • What are the most popular Airbnbs in Florida Keys, FL?

    Among the Airbnbs in Florida Keys, FL, Waterfront Cabana 5, Key Largo Villa - Kawama L1 - 3/3 and Getaway In The Everglades 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!), sunglasses, a hat, and insect repellent. Comfortable walking shoes are a must, as are water bottles to stay hydrated in the Florida heat. Don't forget your camera to capture the stunning scenery, and if you plan on water activities, bring appropriate gear like snorkelling equipment or diving gear.
  • What are the best vacation 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 famous costumed celebration held in October. The Conch Republic Independence Celebration in Key West is another quirky and popular event. Numerous smaller festivals and events celebrating local culture and seafood are held throughout the islands, so checking local listings closer to your travel dates is advisable.
  • 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.
  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in the Florida Keys, FL, United States?

    A daily budget will vary greatly depending on your travel style. For a mid-range trip, you should budget approximately £150-£300 per day for a couple. This includes accommodation (ranging from budget-friendly motels to luxury resorts), meals at a mix of restaurants and casual eateries, car rental or taxi fares, and entry fees to attractions. Luxury travel will, of course, cost significantly more.
  • What are the best rentals or Airbnbs with a jacuzzi in Florida Keys, FL?

  • 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 fantastic seafood restaurants. Blue Heaven in Key West is a popular choice, known for its Key lime pie. Latitudes, also in Key West, offers stunning waterfront dining. Many smaller, family-run restaurants throughout the islands serve fresh, locally caught seafood. Key lime pie and conch fritters are must-try local specialties.
  • What are some less-famous attractions in the Florida Keys, FL, United States that are worth a visit?

    Consider visiting the African Queen, a historic boat in Key Largo. Explore the mangrove tunnels by kayak or canoe in various locations throughout the Keys. The History of Diving Museum in Islamorada offers a fascinating insight into the history of diving. These offer a more tranquil experience away from the main tourist hubs.
  • 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 can be a great way to engage with the community. Attending smaller, local festivals or events provides opportunities to meet residents. Spending time in less touristy areas and striking up conversations with people you meet can also offer a glimpse into the local culture. Many restaurants and bars are locally owned, providing authentic interactions.
  • What unique natural landscapes and terrain features can travellers explore in the Florida Keys, FL, United States?

    The Florida Keys offer a unique landscape. The islands themselves are low-lying, with beautiful beaches and mangrove forests. The coral reefs are a major attraction, offering diverse underwater landscapes. The diverse ecosystems include seagrass beds, providing habitats for many marine species. Exploring these environments by boat, kayak, or on foot provides a unique experience.
  • 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 is a good timeframe to explore the Keys properly. A possible itinerary could include three days in Key West, exploring its attractions and enjoying the nightlife. Two days in Islamorada, focusing on water activities and exploring the local shops. One day each in Marathon and Key Largo, with time for relaxation and exploring the natural beauty. This is just a suggestion, and you can adjust it to your interests.

Nearby regions

Best Florida Keys, FL holiday rentals with a balcony

Sunrise Breeze On The Marina [Ocean Pointe 5302] - Florida Keys, FL
9.8 173 reviews
Florida Keys, FL
27/06 – 04/07
SG$475/nightTotal: SG$3325 (7 )

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.
Beautiful Oceanside Mariner`s 3 Bedroom Townhome - Florida Keys, FL
10 101 reviews
Florida Keys, FL
18/12 – 21/12
SG$1265/nightTotal: SG$3795 (3 )

Beautiful Oceanside Mariner`s 3 Bedroom Townhome

3 2
house , Key Largo
This Key Largo waterfront property offers easy access to Baker's Cay Resort Beach and Bluefin Rock Harbor Marina, lying within 5km of Jimmy Johnson's Big Chill and North Nest Key.
The three-bedroom house, sleeping eight guests, boasts a fully equipped kitchen, private pool, Jacuzzi, and free Wi-Fi, plus barbecue facilities and proximity to on-site amenities including a fitness centre and games room.
Charming 3-bedroom House In \Nbig Pine Key Near Beach And Key West - Florida Keys, FL
8.4 12 reviews
Florida Keys, FL
18/12 – 21/12
SG$765/nightTotal: SG$2295 (3 )

Charming 3-bedroom House In \Nbig 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.
2br - Key Largo Sunshine Getaway - Florida Keys, FL
9.8 178 reviews
Florida Keys, FL
10/07 – 13/07
SG$491/nightTotal: SG$1473 (3 )

2br - Key Largo Sunshine Getaway

2 2
apartment , Tavernier
This two-bedroom apartment is located in Tavernier, Florida, within the Ocean Pointe Suites resort, just 69 miles south of Miami International Airport and 98 miles from Fort Lauderdale Airport. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The 80 square metre apartment comfortably accommodates up to six guests and features a fully equipped kitchen, two bathrooms, and a terrace or balcony. Guests can enjoy access to a swimming pool, jacuzzi, garden, and parking, as well as a range of activities including fishing, boating, and dining at nearby seafood restaurants.

Best Florida Keys, FL holiday rentals with parking

Spacious 3/3.5 Villa - Indoor/outdoor Pickleball - Speakeasy - Oceanfront Resort - Florida Keys, FL
9.6 73 reviews
Florida Keys, FL
31/07 – 05/08
SG$955/nightTotal: SG$4775 (5 )

Spacious 3/3.5 Villa - Indoor/outdoor Pickleball - Speakeasy - Oceanfront Resort

3 7
apartment , Key Largo
This family-friendly villa is located in Key Largo, just a short walk from Baker's Cay Resort Beach and Bluefin Rock Harbor Marina, offering easy access to both the ocean and local attractions. It receives excellent user ratings, making it a popular choice for travellers.
The spacious villa, part of the "Licensed Manager - 3/3.5 Spacious Villa - Most Upscale Oceanfront Resort In Kl!" offer, spans 232 square metres and can accommodate up to eight guests. Amenities include a swimming pool, fitness centre, tennis court, and a garden, as well as a fully equipped kitchen and a jetted tub, ensuring a comfortable and enjoyable stay.
Sugarloaf Key Rv Resort & Cottages - Florida Keys, FL
9.1 565 reviews
Florida Keys, FL
07/07 – 10/07
SG$240/nightTotal: SG$720 (3 )

Sugarloaf Key Rv Resort & Cottages

1 2
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.
Flamingo Cottage Sleeps 4 - Escape The Cold; Our Pool Is Heated! - Florida Keys, FL
9.8 47 reviews
Florida Keys, FL
10/07 – 13/07
SG$386/nightTotal: SG$1158 (3 )

Flamingo Cottage Sleeps 4 - Escape The Cold; Our Pool Is Heated!

1 2
cottage , Cudjoe Key
The Flamingo Cottage is located in Summerland Key, a short walk from a local tiki bar and a 40km drive to Key West. This cottage has received excellent ratings from previous guests.
The cottage has one bedroom and one bathroom, sleeping up to four guests. It offers a private space with a full kitchen, a shared outdoor pool, a covered patio with a gas grill, and a picnic area.
Beachside Unit 07 - Key Colony - Florida Keys, FL
9.7 96 reviews
Florida Keys, FL
01/09 – 04/09
SG$406/nightTotal: SG$1218 (3 )

Beachside Unit 07 - Key Colony

1 2
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.
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