Vacation Rentals in Florida Keys, FL

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Florida Keys, FL vacation rentals
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15393 Vacation rentals and Airbnb in Florida Keys, FL

Best family friendly Florida Keys, FL vacation rentals

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

Villa Valbuena Azul Escape 2 Kings Key Largo Pickleball Tennis Pool Lagoon - Florida Keys, FL
9.8 272 reviews

Villa Valbuena Azul Escape 2 Kings Key Largo Pickleball Tennis Pool Lagoon

apartment, Key Largo
This apartment is conveniently located in Key Largo, just a short drive from popular attractions like John Pennekamp State Park, Pigeon Key, and Windley Key. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
This two-bedroom home offers a comfortable and well-equipped space for your stay. Guests can enjoy a range of amenities, including a private beach, a swimming pool, tennis courts, and free bikes and kayaks for exploring the area.
Reel Key Largo Escape Ocean Pointe 5209 - Florida Keys, FL
9.6 10 reviews

Reel Key Largo Escape Ocean Pointe 5209

apartment, Tavernier
This Tavernier waterfront apartment is situated a 2.4km walk from Baker's Cay Resort Beach and Harry Harris Park, and within 5km of Mariners Hospital and the Florida Keys Dive Centre.
The 79-square-metre property offers two bedrooms, two bathrooms, a sofa bed, and sleeps four, boasting a private pool, balcony, fully equipped kitchen, and access to shared amenities including an indoor pool and barbecue grills.
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).
Ocean Isles #123~ Sea Breeze, Oceanfront! - Florida Keys, FL
9.4 10 reviews

Ocean Isles #123~ Sea Breeze, Oceanfront!

apartment, Marathon
This Ocean Isles Fishing Village condo in Marathon Shores offers easy access to the Seven Mile Bridge and local marinas.
The 79 square metre apartment sleeps four, featuring one bedroom with a king-size bed, a second bathroom, a queen-size sofa bed, a fully equipped kitchen with modern appliances (including a fridge, microwave, and coffee makers), and in-unit laundry facilities; plus use of a swimming pool and spa.

Best Florida Keys, FL vacation rentals with a pool

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

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.
Luxury Waterfront Retreat With Dockage & Pool -F - Florida Keys, FL
9.7 53 reviews

Luxury Waterfront Retreat With Dockage & Pool -F

house, Marathon
This apartment is located in Vaca Cove, a private community facing Shelter Bay, with direct access to the Atlantic and Gulf, just 5km from Marathon's town centre. The property has received excellent ratings for location, cleanliness and overall user experience.
The apartment is a spacious four-bedroom home with three bathrooms, comfortably accommodating up to ten guests. It has a fully equipped kitchen, a private terrace, a garden, a swimming pool, a jacuzzi and a gas grill, along with direct water access and a deep water dock.
M123 - Cabana Beach Duplex! Premier Location Acros - Florida Keys, FL
9.4 33 reviews

M123 - Cabana Beach Duplex! Premier Location Acros

apartment, Key Colony Beach
This Key Colony Beach holiday home is situated near Coco Plum Beach and Sunset Park Beach, a short 2.4km walk away, and within 3.2km of Curry Hammock State Park and San Pablo Catholic Church.
This two-bedroom, two-bathroom property sleeps four guests and boasts a private pool, BBQ grills, free Wi-Fi, and a fully equipped kitchen; enjoy the terrace and proximity to the beaches.
Sep-dec '26 Deals! Lux Oceanfront 1350sf W/ Views! - Florida Keys, FL
9.6 397 reviews

Sep-dec '26 Deals! Lux Oceanfront 1350sf W/ Views!

apartment, Key Largo
This beachfront apartment is located in the heart of Key Largo, within a mile of Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, making it perfect for exploring the area's attractions. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment spans 125 square metres and comfortably accommodates up to six guests in its two bedrooms and two bathrooms. It offers a range of amenities for a relaxing and enjoyable stay, including a private pool, a fully equipped kitchen, free Wi-Fi, and a DVD player, as well as a terrace, garden, and access to a spa, tennis court, and parking.

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 wealth of sights. Key West is a must, with its iconic Southernmost Point Buoy, Ernest Hemingway Home and Museum, and the Key West Butterfly and Nature Conservatory. Further up the Keys, you'll find the John Pennekamp Coral Reef State Park, perfect for snorkelling and diving, and the Seven Mile Bridge, an engineering marvel offering stunning views. Don't miss the Theatre of the Sea in Islamorada, a marine park showcasing dolphins and other sea creatures.
  • What are the best Airbnb and vacation rentals in Florida Keys, FL?

    Leaward Isle Island Retreat, Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality and Mango Hideaway @ The Eyebrow House Off Duval are the most popular Airbnb and vacation rentals in Florida Keys, FL among travelers.

  • 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' unique geography creates several fascinating phenomena. The coral reefs, the third-largest barrier reef in the world, are a major draw. The area is also known for its vibrant marine life, including diverse species of fish, sea turtles, and manatees. Witnessing a sunset over the Gulf of Mexico is a daily spectacle, and bioluminescence is visible in certain areas at night, creating a magical experience.
  • What are the most popular Airbnbs in Florida Keys, FL?

  • 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 (high SPF is crucial!), sunglasses, a hat, and insect repellent. Comfortable walking shoes are a must, especially if you plan on exploring the many parks and trails. Don't forget a reusable water bottle to stay hydrated in the Florida heat. A waterproof bag for your phone and valuables is also recommended for water activities.
  • 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 well-known, ten-day Halloween celebration. The annual Conch Republic Independence Celebration in Key West is also a popular event. Many smaller, local festivals and events take place throughout the Keys, often celebrating local culture and seafood.
  • 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 a fantastic culinary scene. For fresh seafood, try the Bad Boy Burrito in Key Largo or the Blue Heaven in Key West. Local specialties include Key lime pie (a must!), conch fritters, and stone crab claws (seasonal). Many restaurants offer fresh catches of the day, showcasing the Keys' 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 exploring the smaller islands and hidden beaches. The Bahia Honda State Park offers beautiful beaches and stunning views. The History of Diving Museum in Islamorada is a unique and fascinating attraction. Exploring the backcountry by kayak or boat can reveal hidden coves and mangrove forests.
  • What are the best activities for engaging with locals and understanding their culture in the Florida Keys, FL, United States?

    Visiting local markets, like the Key West Green Market, allows you to interact with locals and experience their crafts and produce. Spending time in smaller, less touristy towns provides opportunities to chat with residents and learn about their way of life. Supporting local businesses and restaurants is also a great way to connect with the community.
  • What unique natural landscapes and terrain features can travellers explore in the Florida Keys, FL, United States?

    The Florida Keys offer a unique blend of landscapes. The islands themselves are low-lying, with mangrove forests, beaches, and shallow waters. The coral reefs are a major feature, offering incredible underwater scenery. Exploring the Everglades National Park, which extends into the Keys, reveals a different side of the region's natural beauty, with its vast wetlands and unique ecosystem.
  • How many days are ideal for a visit to the Florida Keys, FL, United States, and what are some itinerary suggestions?

    Seven to ten days is ideal to explore the Keys properly. A possible itinerary could include three days in Key West, two days exploring the Middle Keys (Islamorada, Marathon), and two days in Key Largo, with a day for travel or relaxation built in. Adjust this based on your interests and pace.

Nearby regions

Best Florida Keys, FL holiday rentals with a balcony

Key Largo Sunsets Penthouse On The Ocean - Florida Keys, FL
9.9 199 reviews

Key Largo Sunsets Penthouse On The Ocean

apartment, Key Largo
This apartment is situated on the beach in Key Largo, within 2 miles of Baker's Cay Resort Beach, Jimmy Johnson's Big Chill, and Jacob's Aquatic Center. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, a tennis court, and parking.
R & Ks Marathon Paradise 2/2 Duplex W/35` Dock & - Florida Keys, FL
9.8 72 reviews

R & Ks Marathon Paradise 2/2 Duplex W/35` Dock &

apartment, Marathon
This waterfront property in Marathon is located just 3 kilometres from Captain Hooks Marina and Dive Center, Coco Plum Beach, and San Pablo Catholic Church, offering easy access to the area's attractions. It has received excellent ratings for its cleanliness, location, and overall experience.
This 2-bedroom, 2-bathroom house can accommodate up to 6 guests, making it ideal for families or groups of friends. The property features a private pool, a fenced yard, barbecue grills, a spa tub, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
New Listing! Tropical Oasis At The Mariners Club! - Florida Keys, FL
10 155 reviews

New Listing! Tropical Oasis At The Mariners Club!

house, Key Largo
This villa is located in the upscale, gated community of Mariner's Club in Key Largo, just a short walk from the beach and marina, offering a peaceful and luxurious retreat. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This two-bedroom property comfortably accommodates eight guests, providing ample space for families or groups of friends. The villa offers a range of amenities, including a private rooftop terrace, a fully equipped kitchen, and access to a large lagoon-style pool, elevated clubhouse pool, jacuzzi, fishing pier, marina, beach area, fitness center, game room, tennis and pickleball courts, ensuring a memorable and action-packed holiday.
Oceanfront Getaway In Marathon - Florida Keys, FL
9.7 3 reviews

Oceanfront Getaway In Marathon

apartment, Marathon
This oceanfront apartment in Marathon, Florida Keys, is an 11-minute walk from the Florida Keys Aquarium Encounters, 1.8 km from Captain Hook's Marina Dive Centre, and 15 km from the Seven Mile Bridge.
This 850-square-metre flat boasts one bedroom, two bathrooms, and accommodates four guests, featuring a fully equipped kitchen, in-unit laundry, and a private terrace with stunning ocean views; nearby activities include diving at Captain Hook's and exploring the aquarium.

Best Florida Keys, FL holiday rentals with parking

Cabana Club Suite: Key Colony Beach, Florida Keys - Florida Keys, FL
9.7 27 reviews

Cabana Club Suite: Key Colony Beach, Florida Keys

apartment, Key Colony Beach
This apartment is situated in Key Colony Beach, just a short walk from the Cabana Club Pool and Beach, offering easy access to the beautiful coastline and local shops and restaurants. The property has received excellent ratings for its cleanliness, location, and overall user experience.
This one-bedroom suite provides comfortable accommodation for two guests, with a sofa bed offering additional sleeping space. Guests can enjoy a private entrance and patio, as well as access to the Cabana Club Pool and Beach, a swimming pool, a jacuzzi, and parking facilities.
Tiki Time!  Ocean Pointe  Top Floor King 1 Br/1ba - Florida Keys, FL
9.9 251 reviews

Tiki Time! Ocean Pointe Top Floor King 1 Br/1ba

apartment, Tavernier
This one-bedroom apartment is situated within the gated Ocean Pointe resort in Tavernier, just a short drive from John Pennekamp Coral Reef State Park and a scenic boat trip from Islamorada. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is suitable for families or groups of up to four people and features a fully equipped kitchen, a spacious living room with a queen-sized sofa bed, and a private balcony with stunning ocean views. Guests can enjoy access to a range of resort amenities, including a swimming pool, hot tub, tennis court, playground, and barbecue facilities.
Tropical Cottages - Florida Keys, FL
8.8 3327 reviews

Tropical Cottages

house, Marathon
This Marathon property is located just half a block from the Gulf of Mexico, a short drive from the Dolphin Research Center and Crane Point Museum and Nature Center. The property has been rated very good by users, with excellent ratings for location and cleanliness.
The accommodation offers a choice of rooms, suites, or cottages, each with a private entrance. Guests can enjoy a range of amenities including a terrace, garden, bar, and parking, as well as access to kitchen facilities, air conditioning, and Wi-Fi.
Luxury Farm/20 Min Keys/event/pool/games/wifi/fruit Tree/peace/nature - Florida Keys, FL
No reviews

Luxury Farm/20 Min Keys/event/pool/games/wifi/fruit Tree/peace/nature

farm, Homestead
This luxury village accommodation is located in Homestead's Redland district, offering a nature-filled escape just 2 kilometres from the Coral Castle Museum and close to Homestead Station for shopping.
This spacious farmstead sleeps up to 12 guests across 3 bedrooms and 2.5 bathrooms, featuring a fully equipped kitchen, swimming pool, ping pong, and pool tables for entertainment, and permits events with advance notice.
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