Compare Vacation Rentals & Airbnb in Florida Keys

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Florida Keys vacation rentals
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15393 Rentals and Airbnb in Florida Keys

Best family friendly Florida Keys vacation rentals

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

Island Time - Key Largo! Luxurious 2br/2ba! - Florida Keys
9.0 100 reviews

Island Time - Key Largo! Luxurious 2br/2ba!

apartment, Tavernier
This two-bedroom apartment in Tavernier is conveniently located within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to Tavernier's laid-back charm. The apartment has received excellent user and location ratings and a very good cleanliness rating.
The apartment comfortably accommodates up to six guests and features a fully equipped kitchen, two bathrooms, a washing machine, and a coffee/tea maker. Enjoy relaxing amenities like a TV, internet access, and a terrace/balcony, as well as the convenience of parking and an elevator.
Ragged Edge Resort & Marina - Florida Keys
9.3 377 reviews

Ragged Edge Resort & Marina

resort, Islamorada, Village of Islands
Ragged Edge Resort & Marina is located in Islamorada, just a short drive from Windley Key and Upper Matecumbe Key, offering easy access to the area's natural beauty. The resort has consistently received excellent ratings for location, cleanliness, and overall experience.
The accommodation features a mix of rooms and suites, some with balconies offering sea views. Guests can enjoy amenities such as a swimming pool, terrace, free bikes, a communal grill, and free Wi-Fi.
Swaying Palms Spacious Suite [Ocean Pointe 3201] - Florida Keys
9.9 115 reviews

Swaying Palms Spacious Suite [Ocean Pointe 3201]

apartment, Tavernier
This Tavernier waterfront apartment, a short 1km stroll from Harry Harris Park and within 5km of Mariners Hospital and Pigeon Key, offers stunning views.
The two-bedroom, two-bathroom condo sleeps four, boasting a fully equipped kitchen, free Wi-Fi, a swimming pool, Jacuzzi, tennis court, and private terrace – perfect for families seeking a relaxing Tavernier getaway.
Cheeca Lodge & Spa - Florida Keys
8.8 219 reviews

Cheeca Lodge & Spa

resort, Islamorada, Village of Islands
Cheeca Lodge & Spa, a resort in Islamorada, Village of Islands, offers direct access to a nearby beach, ideal for exploring the coastal beauty of the Florida Keys.
This establishment provides a comprehensive range of amenities including an on-site spa, swimming pool with a poolside bar, fitness centre, and convenient parking, with express check-in/check-out services available.

Best Florida Keys vacation rentals with a pool

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

Port Largo Villas Escape 5a - Florida Keys
10 10 reviews

Port Largo Villas Escape 5a

apartment, Key Largo
Port Largo Villas Escape 5A, a Key Largo apartment, is situated 6km from John Pennekamp Coral Reef State Park, 6km from Dolphin Cove, and 9km from Pigeon Key.
This two-bedroom, two-bathroom property offers 105 square metres of living space, sleeping up to eight guests and boasting a fully equipped kitchen, private patio, swimming pool access, and parking.
Kayaks, Cabana Club, Hot Tub, Deep Water Dock - Florida Keys
9.8 52 reviews

Kayaks, Cabana Club, Hot Tub, Deep Water Dock

apartment, Key Colony Beach
This canal-front apartment in Key Colony Beach is located a short distance from Captain Hooks Marina and Dive Center and Florida Keys Country Club, offering easy access to a variety of activities and attractions. The property has received excellent ratings for user experience, location, and cleanliness.
The apartment spans 117 square metres and comfortably sleeps six guests. It features a fully equipped kitchen, a spacious living room with a queen pull-out sofa, a private balcony overlooking the canal, and a private dock with deep water access.
Summer Deals! Lux Oceanfront 1350sf - Great Views! - Florida Keys
9.6 389 reviews

Summer Deals! Lux Oceanfront 1350sf - Great 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.
Key Largo Villa, Kawama K5, 3/3 - Florida Keys
9.9 171 reviews

Key Largo Villa, Kawama K5, 3/3

apartment, Key Largo
This waterfront property is located in Key Largo, just 1.6 kilometres from Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, offering easy access to popular attractions. It consistently receives excellent ratings for its cleanliness, location, and overall experience.
The house has three bedrooms and three bathrooms, spanning 111 square metres and comfortably accommodating up to eight guests. Enjoy a range of amenities including a private pool, a garden, a tennis court, and a fully equipped kitchen, perfect for relaxing and enjoying your time in Key Largo.

Frequently Asked Questions about vacation rentals in Florida Keys

  • What are the must-see sights in the Florida Keys, 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 Key West Butterfly and Nature Conservatory. Further up the Keys, you'll find the Seven Mile Bridge, a breathtaking engineering marvel, and Bahia Honda State Park, boasting pristine beaches and excellent snorkeling. Don't miss the John Pennekamp Coral Reef State Park, a great place for diving and exploring the only living coral reef in the continental United States.
  • What are the best Airbnb and vacation 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 Florida Keys are known for their vibrant coral reefs, a unique ecosystem teeming with marine life. The area also experiences stunning sunsets, often cited as some of the best in the world. Birdwatching is excellent, with many species migrating through or residing in the Keys. The unique geography and climate also contribute to the diverse plant life found throughout the islands.
  • What are the most popular Airbnbs in Florida Keys?

  • 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 (high SPF!), sunglasses, a hat, and comfortable walking shoes. Don't forget insect repellent, especially if you plan on exploring the more natural areas. A reusable water bottle is crucial, as staying hydrated is important in the Florida Keys' climate. Consider bringing a waterproof bag for electronics and valuables if you plan on watersports.
  • What are the best vacation 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 renowned costumed celebration in October. The annual Hemingway Days celebration in July honors the famous author's legacy. Numerous smaller festivals and events related to fishing, music, and art take place throughout the year in various Keys communities.
  • 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?

    The Florida Keys boast a diverse culinary scene. Key West has numerous excellent restaurants. Try the Blue Heaven for its casual atmosphere and Caribbean-inspired dishes. Latitudes, located at the Cheeca Lodge & Spa in Islamorada, offers stunning sunset views and fresh seafood. Many restaurants feature fresh, locally caught seafood, conch fritters, and Key lime pie—a must-try dessert.
  • What are the best rentals or Airbnbs with a jacuzzi in Florida Keys?

    The best vacation rentals or Airbnb with a jacuzzi in Florida Keys are Leaward Isle Island Retreat, Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality and Key West Villas.

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

    Beyond the well-known spots, consider exploring the smaller islands and quieter beaches. The National Key Deer Refuge provides a chance to see these endangered deer in their natural habitat. The History of Diving Museum in Islamorada offers a fascinating look at diving's past. Exploring the backcountry by kayak or paddleboard reveals hidden coves and mangroves, offering a different perspective of the Keys.
  • What are the best activities for engaging with locals and understanding their culture in the Florida Keys, United States?

    Visiting local markets, like the Key West Green Market, provides a chance to interact with locals and sample local produce. Attending community events and festivals offers insight into local traditions. Striking up conversations with bartenders and staff at smaller, locally-owned establishments can lead to interesting interactions and local insights. Consider taking a guided tour focused on the history and culture of the Keys.
  • What unique natural landscapes and terrain features can travelers explore in the Florida Keys, United States?

    The Florida Keys' unique landscape is defined by its low-lying islands, mangrove forests, and the only living coral reef in the continental US. Exploring the backcountry waterways by boat or kayak reveals hidden mangrove tunnels and diverse birdlife. The beaches vary from the white sands of Bahia Honda State Park to the more rugged shores of other islands. The diverse ecosystems offer a variety of landscapes to explore.
  • How many days are ideal for visiting the Florida Keys, United States, and what are some itinerary suggestions?

    Seven to ten days is ideal to explore the Keys thoroughly. A possible itinerary could involve three days in Key West, two in Islamorada, and two exploring the Upper Keys, including Marathon and Bahia Honda State Park. This allows for relaxation, exploration, and enjoying diverse activities. Adjust the itinerary based on your interests and preferred pace.

Nearby regions

Best Florida Keys vacation rentals with a balcony

Ocean Isles Mackeral Row - Florida Keys
9.0 2 reviews

Ocean Isles Mackeral Row

house, Marathon
This Marathon house, situated in Ocean Isles Mackeral Row, is an 11-minute walk from the Florida Keys Aquarium Encounters and 48km from Upper Matecumbe Key.
This 425-square-metre property boasts one bedroom, one bathroom, and accommodates four guests, featuring a private balcony, swimming pool, fully equipped kitchen, air conditioning, and free Wi-Fi.
Beachside Unit 39 Tiki Huts,  Private Beach & Pool - Florida Keys
9.8 190 reviews

Beachside Unit 39 Tiki Huts, Private Beach & Pool

apartment, Key Colony Beach
This apartment is situated in Key Colony Beach, just 3 kilometres from Sunset Park Beach and Coco Plum Beach, and within a 3-kilometre radius of Curry Hammock State Park and San Pablo Catholic Church. It boasts excellent ratings for location, cleanliness, and user experience.
The property has one bedroom and one bathroom, covering 43 square meters and comfortably accommodating up to 4 guests. It includes a fully equipped kitchen, a balcony, and access to a swimming pool, barbecue grills, and a garden, making it ideal for a relaxing and enjoyable stay.
Welcome To Your Home Away From Home! Enjoy - Florida Keys
No reviews

Welcome To Your Home Away From Home! Enjoy

house, Florida City
This holiday home is located in Florida City, providing easy access to local amenities.
The property offers accommodation for up to 57 guests, featuring 2 bedrooms, 6 bathrooms, a private swimming pool, hot tub, sauna, terrace, balcony, kitchenette, electric vehicle charging station, and free on-site parking with WiFi and air conditioning.
Paradise Found! Sea-esta Condo Beach And Pool. - Florida Keys
9.9 64 reviews

Paradise Found! Sea-esta Condo Beach And Pool.

apartment, Key Colony Beach
This apartment is located in Key Colony Beach, just a short walk from Sunset Park Beach and Coco Plum Beach, and within 3km of Curry Hammock State Park and San Pablo Catholic Church, offering a peaceful retreat in a tranquil setting. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
This 91 square metre property features two bedrooms and two bathrooms, comfortably accommodating up to four guests. The apartment offers a range of amenities including a fully equipped kitchen, a balcony, a swimming pool, a garden, a tennis court, and parking, ensuring a comfortable and enjoyable stay.

Best Florida Keys vacation rentals with parking

Hot Tub Near Everglades Park And Florida Keys - Florida Keys
9.9 284 reviews

Hot Tub Near Everglades Park And Florida Keys

house, Homestead
This charming tiny house is located in Homestead, offering a peaceful escape from the hustle and bustle. It's just a short distance from the town centre, making it easy to explore the local shops and restaurants.
This cosy retreat has one bedroom and one bathroom, comfortably accommodating two guests. Guests can enjoy a range of amenities including a fully equipped kitchen, air conditioning, a luxurious jacuzzi and a private patio.
Kawama N2 In Key Largo, Beach, Lagoon, Pools, Tennis, Free Bikes And Canoes - Florida Keys
9.2 5 reviews

Kawama N2 In Key Largo, Beach, Lagoon, Pools, Tennis, Free Bikes And Canoes

house, Key Largo
KAWAMA N2, a Key Largo property, enjoys a prime location near beaches and lagoons, approximately 7.2 kilometres from John Pennekamp Coral Reef State Park and 8.8 kilometres from Pigeon Key.
This three-bedroom, three-bathroom house sleeps fifteen guests, offering two living rooms, a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, air conditioning, and access to swimming pools, tennis courts, free bikes and canoes.
Tranquility Bay Resort - Florida Keys
8.7 2254 reviews

Tranquility Bay Resort

resort, Marathon
Tranquility Bay Resort is situated in Marathon, Florida, just a short drive from Crane Point Museums & Nature Center and Curry Hammock State Park, offering a peaceful escape in a beautiful setting. The resort consistently receives very good ratings for its cleanliness and user experience, with an excellent location rating.
The resort features a variety of accommodation options, ranging from comfortable guest rooms to spacious beach houses. Guests can enjoy a range of amenities, including swimming pools, a spa, a fitness centre, restaurants, bars and water sports activities.
Slip, Private Ramp, Pool, Trailer Parking, Freezer - Florida Keys
9.9 162 reviews

Slip, Private Ramp, Pool, Trailer Parking, Freezer

apartment, Marathon
This two-bedroom apartment is located in the Coco Plum Terrace community in Marathon, just 800 metres from Coco Plum Beach and a 21-minute drive from Sombrero Beach, offering easy access to the area's beautiful beaches and attractions. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a great choice for travellers seeking a comfortable and enjoyable stay.
The apartment spans 86 square metres and comfortably accommodates up to four guests. It features a fully equipped kitchen, a spacious living area, two bedrooms with comfortable beds, and a balcony overlooking the courtyard. Guests can enjoy amenities such as a private boat ramp, a heated/chilled pool, a fish cleaning station, and a garden, making it perfect for families or groups looking for a relaxing and enjoyable vacation.
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