Holiday Rentals in Florida Keys, FL

15393 available vacation rental offers

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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 15393 accommodations in Florida Keys, FL, here are the 4 best family friendly rentals

Chic Coastal Retreat With Pool, Marina, Beach Access & Resort-style Amenities - Florida Keys, FL
9.8 101 reviews

Chic Coastal Retreat With Pool, Marina, Beach Access & Resort-style Amenities

apartment, Tavernier
This Tavernier waterfront apartment, located 1 kilometre from Harry Harris Park and within 5 kilometres of Mariners Hospital and the Florida Keys Dive Centre, offers stunning views.
The two-bedroom, two-bathroom condo sleeps six guests and boasts a fully equipped kitchen, private balcony, jetted tub, swimming pool, Jacuzzi, free Wi-Fi, and parking.
Spring & Summer Dates Available Licensed Rental Vr #25-0235  No Boats - Florida Keys, FL
10 62 reviews

Spring & Summer Dates Available Licensed Rental Vr #25-0235 No Boats

apartment, Islamorada, Village of Islands
This family-friendly apartment is located on the beach in Islamorada, within a short distance of Islamorada County Park, Founders Park, and the Florida Keys Dive Center. It has received excellent user ratings, making it a popular choice for travellers.
The apartment is spacious, covering 74 square metres and comfortably accommodating up to six guests. It comes with a range of amenities, including a swimming pool, a tennis court, and a fitness centre, ensuring a comfortable and enjoyable stay.
Grouper Getaway @ Ocean Isles Fishing Village - Florida Keys, FL
10 75 reviews

Grouper Getaway @ Ocean Isles Fishing Village

apartment, Marathon
This Ocean Isles Fishing Village apartment is situated in Marathon Key, Florida, steps from the Atlantic Ocean and close to the Vaca Cut and Sombrero Lighthouse.
The brand new, fully furnished one-bedroom townhouse offers two bathrooms, sleeps four guests, and includes a fully equipped kitchen, in-unit laundry, a private balcony, and access to a swimming pool, garden, and on-site kayak/paddleboard launch.
Luxury Condo With Boat Slip Overlooking The Bay - Florida Keys, FL
10 100 reviews

Luxury Condo With Boat Slip Overlooking The Bay

apartment, Islamorada, Village of Islands
This family-friendly apartment is located in Islamorada, just a short distance from Sunset Drive Beach and Anne's Beach, and within a 5.6 kilometre drive of the San Pedro Underwater Archaeological Preserve State Park. The apartment building has consistently received excellent ratings for user experience, location, and cleanliness.
This apartment has three bedrooms and can accommodate up to six guests in its 188 square metre space. Amenities include a private pool, a fenced yard, a fully equipped kitchen, free Wi-Fi, a fitness centre, a hot tub, barbecue grills, and a tennis court.

Best Florida Keys, FL holiday rentals with a pool

Among the 15393 accommodations in Florida Keys, FL, here are the 4 best rentals with a pool

Sea Mist - Oceanfront-lake-kayak-paddleboard-bike - Florida Keys, FL
9.7 311 reviews

Sea Mist - Oceanfront-lake-kayak-paddleboard-bike

apartment, Key Largo
This beachfront apartment in Key Largo is ideally situated just 4.6 miles from John Pennekamp State Park and 5.6 miles from Pigeon Key, offering easy access to the area's natural wonders. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment is spacious, covering 125 square metres and comfortably accommodating up to six guests. It boasts a fully equipped kitchen, a private pool, a terrace, a garden, and a range of amenities, including a spa, a bar, and a tennis court. Guests can also enjoy complimentary kayaks, paddleboards, and bikes, as well as access to nearby water sports activities.
Blue Marlin 2/2 Pool Home With 35` Dock Easy Acces - Florida Keys, FL
9.5 35 reviews

Blue Marlin 2/2 Pool Home With 35` Dock Easy Acces

apartment, Marathon
This two-bedroom apartment is situated on a deep water canal on the Atlantic side of Marathon, offering easy access to the ocean and a 35-foot dock for boaters. The property boasts a private pool, a fully equipped kitchen, and a spacious living area, making it ideal for families or groups of up to six people.
2br - Key Largo Sunshine Getaway - Florida Keys, FL
9.8 181 reviews

2br - Key Largo Sunshine Getaway

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.
Mad Mahi | Housekeeping + Waterfront + Marina View - Florida Keys, FL
9.8 155 reviews

Mad Mahi | Housekeeping + Waterfront + Marina View

apartment, Marathon
This waterfront flat is situated in Marathon, just a short distance from the Florida Keys Aquarium Encounters and Captain Hook's Marina Dive Center, offering a convenient base for exploring the area. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. It features a range of amenities, including a private pool, a tiki bar, a restaurant, a fitness centre, and a tennis court, providing plenty of opportunities for relaxation and recreation.

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

Oceanside, Fee-less Pet, With Kayaks - 60 Ft Dock - Florida Keys, FL
9.9 104 reviews

Oceanside, Fee-less Pet, With Kayaks - 60 Ft Dock

apartment, Marathon
This oceanfront property in Marathon, Florida Keys, is situated 2.9km from Captain Hook's Marina Dive Centre and 1.3km from Florida Keys Aquarium Encounters, offering easy access to local attractions.
This 96 square metre house boasts two bedrooms, two bathrooms, a fully equipped kitchen with barbecue, and includes paddleboards and kayaks for guests' use; it comfortably sleeps a family and pets are welcome.
Island Palms~overlooking Tennis Courts - Florida Keys, FL
9.8 165 reviews

Island Palms~overlooking Tennis Courts

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.
Manatee Bay I Duck Key Retreat | Private Dip Pool - Florida Keys, FL
9.4 86 reviews

Manatee Bay I Duck Key Retreat | Private Dip Pool

house, 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.
Leira Homes Spacious House Near Keys Free Parking - Florida Keys, FL
No reviews

Leira Homes Spacious House Near Keys Free Parking

house, Florida City
This Florida City dwelling offers convenient access to local attractions, being an 18-minute walk to the Florida Keys Factory Shops and within an 8-kilometre drive of the Everglades Alligator Farm and Homestead Miami Speedway.
This property accommodates up to 15 guests with one bedroom and two bathrooms, featuring complimentary on-site parking, free WiFi, air conditioning, and a kitchen with a fridge and tea/coffee maker, plus a balcony for relaxation.

Best Florida Keys, FL holiday rentals with parking

New Lagoon-front Townhouse With Marina Day Dreams Key Largo - Florida Keys, FL
9.6 14 reviews

New Lagoon-front Townhouse With Marina Day Dreams Key Largo

house, Key Largo
DayDreams Key Largo is a beachfront villa in Key Largo, offering direct coastal access and situated 7.4 kilometres from John Pennekamp State Park and 7.6 kilometres from Dolphin Cove.
This well-appointed 1-bedroom property accommodates up to 15 guests, featuring a living room, kitchen, two bathrooms, a garden, terrace, air conditioning, WiFi, and private parking, with a 11:00 AM check-out.
Florida Keys Boat Charters - Florida Keys, FL
No reviews

Florida Keys Boat Charters

boat, Islamorada, Village of Islands
This Islamorada boat charter is centrally located, within a 1.4 km walk of Windley Key Fossil Reef Geological State Park and a few kilometres of the Theatre of the Sea and History of Diving Museum.
Sleeping up to 11 guests in one bedroom and one bathroom, this vessel offers sea views and pet-friendly accommodation, ideally positioned for exploring Islamorada's attractions including Pigeon Key (15 km) and John Pennekamp Coral Reef State Park (27-34 km).
Ocean Isles Peace And Serenity - Florida Keys, FL
9.7 3 reviews

Ocean Isles Peace And Serenity

apartment, Marathon
Ocean Isles Peace and Serenity apartment in Marathon is conveniently located a short walk (approximately 1.8 km) from the Florida Keys Aquarium Encounters and within a few kilometres of Captain Hook's Marina Dive Centre and A Deep Blue Dive Centre.
This one-bedroom, two-bathroom flat offers 79 square metres of space, accommodating up to seven guests, and features a fully equipped kitchen with microwave and washing machine, a private balcony, air conditioning, free Wi-Fi, and a swimming pool.
Small Efficiency, 8b - Florida Keys, FL
9.7 163 reviews

Small Efficiency, 8b

apartment, Marathon
This one-bedroom apartment is located just 45 metres from the ocean in Marathon, Florida, offering easy access to the beach and stunning ocean views.
The apartment is fully furnished with a queen-size bed, futon sofa, small table with two chairs, and air conditioning, and it can comfortably accommodate two guests.
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