Holiday Rentals in Florida Keys, FL

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Florida Keys, FL holiday rentals
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15393 Holiday rentals and Airbnb 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

Florida Keys Retreat /Game Room / Boat Parking - Florida Keys, FL
9.6 56 reviews

Florida Keys Retreat /Game Room / Boat Parking

apartment, Marathon
This Marathon Airbnb, minutes from Sombrero Beach and within walking distance (approximately 0.8km) of local restaurants, shops, and the marina, offers a convenient location for exploring the Florida Keys.
The two-bedroom, two-bathroom house sleeps six, includes a dedicated games room with a Nintendo Switch and fishing rods, and allows parking for up to three vehicles plus a boat trailer (maximum 7.6m).
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |Bbq - Florida Keys, FL
9.9 335 reviews

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

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.
(#1)beautiful 4 Bed 3 Bath Pool Home W Dock Slip - Florida Keys, FL
9.7 343 reviews

(#1)beautiful 4 Bed 3 Bath Pool Home W Dock Slip

apartment, Marathon
This family-friendly house is located in Marathon, just 1.6 kilometres from Fishermen's Community Hospital and Vaca Key, and 4.8 kilometres from Crane Point Museum and Nature Center and Pigeon Key Foundation, offering a peaceful and relaxing environment. The house has received excellent ratings for user experience, location, and cleanliness.
This spacious house offers four bedrooms and a sofa bed, accommodating a large family or group of friends. The property features a private swimming pool, a terrace, a garden, a bar, and parking, as well as modern amenities such as a fully equipped kitchen, air conditioning, and free Wi-Fi.
Beautiful Ocean Access Islamorada Condo. Mm 76.5 Bring Your Boat - Florida Keys, FL
8.8 5 reviews

Beautiful Ocean Access Islamorada Condo. Mm 76.5 Bring Your Boat

apartment, Islamorada, Village of Islands
This one-bedroom apartment, located in the Matecumbe district of Islamorada, is just a short walk from Anne's Beach and Sunset Drive Beach, and within a 3.2 km drive of San Pedro Underwater Archaeological Preserve State Park and Robbie's of Islamorada. The 46 square metre property features a fully equipped kitchen, a balcony, a swimming pool, a Jacuzzi, and a tennis court, and can accommodate up to five guests.

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

Lime Tree Bay Resort - Florida Keys, FL
8.9 5187 reviews

Lime Tree Bay Resort

resort, Layton
Lime Tree Bay Resort is situated on a private beach on Long Key, a beautiful island located between Islamorada and Marathon, just over 100km south of Miami. The resort receives very good ratings for its location, cleanliness, and overall user experience.
The resort offers a variety of accommodation options, all featuring flat-screen TVs, Wi-Fi, microwaves, and refrigerators. Guests can enjoy a range of amenities and activities, including two swimming pools, a private beach, a fishing dock, a restaurant, a bar, a spa, a fitness centre, and tennis courts.
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.
Marathon 3br On 55' Canal Boat Dock W Pool Spa Hot Tub Free Pool Heat Bay Side - Florida Keys, FL
10 82 reviews

Marathon 3br On 55' Canal Boat Dock W Pool Spa Hot Tub Free Pool Heat Bay Side

apartment, Marathon
This apartment is situated on the Gulf side of Marathon Key, just 1.5km from Vaca Cut, a popular spot for boaters to access the open ocean. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The spacious 125 square meter apartment can accommodate up to eight guests and features three bedrooms and two bathrooms. Guests can enjoy a range of amenities including a private waterfront oasis, a new pool and hot tub combination, a fully equipped kitchen, and a large screened porch.
Pristine Islamorada Pool Home With Ocean View And - Florida Keys, FL
10 26 reviews

Pristine Islamorada Pool Home With Ocean View And

apartment, Islamorada, Village of Islands
This Islamorada townhouse, situated in the Village of Islands, offers ocean views and is approximately 5km from Alligator Reef, a renowned snorkelling and diving spot.
The two-bedroom, two-bathroom property sleeps seven, features a fully equipped kitchen with Viking appliances, two spacious decks, a private washer/dryer, and access to kayaks and a resort-style swimming pool.

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

The Butterfly Cottage - Certified Butterfly Sanctuary - Ocean View Hot Tub - Authentic Keys Charm - Florida Keys, FL
9.0 25 reviews

The Butterfly Cottage - Certified Butterfly Sanctuary - Ocean View Hot Tub - Authentic Keys Charm

house, Marathon
The Butterfly Cottage is situated in Marathon, Florida, 1.8 km from Florida Keys Aquarium Encounters and Captain Hook's Marina Dive Centre.
This recently renovated 112 square metre holiday home sleeps 15 guests, boasting three bedrooms, two bathrooms (including a hot tub), a shared kitchen and lounge, a private terrace with sea views, a garden, free Wi-Fi, parking and use of free bikes.
Villa 5034 On Duck Key Boat Slip Available - 2bd 2.5ba - Florida Keys, FL
9.8 7 reviews

Villa 5034 On Duck Key Boat Slip Available - 2bd 2.5ba

house, Duck Key
This waterfront villa is located in Duck Key, just 3.2 kilometres from Little Conch Key, Walkers Island, and Curry Hammock State Park, offering easy access to a range of attractions and activities. The property has received excellent user ratings, reflecting its high standards and enjoyable stay experience.
This two-bedroom house spans 84 square metres and comfortably accommodates up to six guests. The villa provides a fully equipped kitchen, a relaxing balcony, internet access, parking, and a smoke-free environment, ensuring a pleasant and convenient stay.
The Perfect Place -Private Elevator,dock,heat Pool. Marathon  Lic Plr2017-00465 - Florida Keys, FL
9.2 79 reviews

The Perfect Place -Private Elevator,dock,heat Pool. Marathon Lic Plr2017-00465

apartment, Marathon
This three-bedroom villa is located in Marathon, Florida Keys, just a short distance from Sombrero and Bahia Honda Beaches, offering easy access to the beautiful turquoise waters of the area. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The 130 square metre villa is spread across three levels and includes a private elevator for easy access. The accommodation features a private pool, a rooftop terrace with sunset views, a private boat dock, and a garden, providing a comfortable and enjoyable stay for guests.
P64 - Spacious 3 Bedroom Duplex In Key Colony With Dockage And Cabana Club Access! - Florida Keys, FL
9.5 40 reviews

P64 - Spacious 3 Bedroom Duplex In Key Colony With Dockage And Cabana Club Access!

apartment, Key Colony Beach
This Key Colony Beach waterfront property offers stunning views and direct access to the water, situated within 3.2km of Sunset Park Beach, the Marathon Visitor Centre, and Curry Hammock State Park.
Sleeping eight guests, this two-bathroom house boasts a private pool, fully equipped kitchen, free Wi-Fi, barbecue grills, and a balcony, perfect for families or groups seeking a relaxing Key Colony Beach getaway.

Best Florida Keys, FL holiday rentals with parking

Waterfront Paradise With Free Dockage - Contact Us To Price Your Stay!! - Florida Keys, FL
10 13 reviews

Waterfront Paradise With Free Dockage - Contact Us To Price Your Stay!!

apartment, Islamorada, Village of Islands
This Islamorada apartment, situated in the Matecumbe neighbourhood, offers convenient access to Florida Bay and the Atlantic Ocean, being close to the Channel 2 and 5 bridges and within easy reach of the Morada Way Arts & Cultural District and Keys History & Discovery Centre.
The 46-square-metre (495-square-foot) self-catering flat features a king-sized bed, private patio with gas BBQ, two kayaks and two bicycles, accommodating two guests and providing access to on-site parking, a private dock and free trailer storage.
Hemingways Atlantic Retreat - Florida Keys, FL
9.2 129 reviews

Hemingways Atlantic Retreat

house, Key West
This apartment is located in Key West, a short walk from Smathers Beach and close to Rest Beach, offering easy access to the island's beautiful beaches and vibrant atmosphere. The apartment has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment is spacious, with two bedrooms and two bathrooms, ideal for families or groups of up to six guests. It also boasts a range of amenities, including a swimming pool, a Jacuzzi, a fitness center, and a tennis court, ensuring a comfortable and enjoyable stay.
Welcome To Paradise! - Florida Keys, FL
9.6 91 reviews

Welcome To Paradise!

apartment, Key Largo
This one-bedroom apartment is situated in the gated oceanfront community of Kawama Yacht Club in Key Largo, offering direct access to the ocean and a short walk to the beach. The apartment has received excellent user ratings, making it a popular choice for travellers.
The 84 square metre apartment can accommodate up to 4 guests and features a modern kitchen, a spacious living area with a convertible sofa bed and daybed, and a private balcony overlooking a nature preserve. Guests can enjoy a range of amenities, including three heated swimming pools, a saltwater lagoon with a sand beach, tennis and pickleball courts, a fishing jetty, and complimentary boat launch facilities.
1b 2ba Seaside Getaway Pool Oceanside - Florida Keys, FL
9.7 3 reviews

1b 2ba Seaside Getaway Pool Oceanside

house, Marathon
This Marathon oceanfront property, an 11-minute walk from the Florida Keys Aquarium Encounters and 14.8 km from the Seven Mile Bridge, offers convenient access to Captain Hook's Marina Dive Centre (1.6 km) and A Deep Blue Dive Centre (2.9 km).
This self-catering house boasts 74 square metres of space, sleeping up to six guests in one bedroom and two bathrooms, and includes a private patio, swimming pool, free Wi-Fi, and a fully equipped kitchen with dishwasher.
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