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

Your Happy Place - Oceanfront - Florida Keys
9.9 150 reviews

Your Happy Place - Oceanfront

apartment, Tavernier
This oceanfront Tavernier condo boasts unparalleled Atlantic Ocean views and offers direct beach access, a private pier, and marina, with kayaking and snorkelling readily available.
Sleeping six to seven guests, this two-bedroom, two-bathroom apartment features a fully equipped kitchen, laundry facilities, a king-size bed, two twin beds, and inflatable mattresses, plus a shared swimming pool, jacuzzi, garden, and sauna within the complex.
Swaying Palms Spacious Suite [Ocean Pointe 3201] - Florida Keys
9.9 119 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.
Sunshine And Sandbars Waterfront Condo - Florida Keys
9.4 34 reviews

Sunshine And Sandbars Waterfront Condo

apartment, Tavernier
This family-friendly apartment is situated in Tavernier, just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, with Mariners Hospital and Florida Keys Dive Center within a 3-mile radius. The property has received excellent user ratings, making it a popular choice for travellers.
The two-bedroom apartment spans 93 square metres and comfortably accommodates up to six guests. You'll enjoy a range of amenities including a swimming pool, jacuzzi, terrace, spa, bar, tennis court, parking, internet access, and a fully equipped kitchen.
Relax In Your One Bedroom Oceanfront Suite In Tavernier Fl. Florida Keys. - Florida Keys
9.6 90 reviews

Relax In Your One Bedroom Oceanfront Suite In Tavernier Fl. Florida Keys.

apartment, Tavernier
This Tavernier condo is conveniently located near Harry Harris Park (approx. 1km), Mariners Hospital (under 5km), and other attractions within a 10km radius, offering easy access to waterfront activities and medical facilities.
The one-bedroom, one-bathroom apartment sleeps four guests and boasts a fully equipped kitchen, private balcony, free Wi-Fi, on-site pool, hot tub, and tennis court; perfect for exploring Tavernier and its surroundings.

Best Florida Keys vacation rentals with a pool

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

Parmer's Resort - Florida Keys
8.9 1612 reviews

Parmer's Resort

resort, Big Pine Key
Parmer's Resort is situated in Little Torch Key, just a short drive from the Florida Keys Aquarium Encounters and other popular attractions in Key West. It’s a peaceful retreat, offering a tranquil escape from the hustle and bustle of the city. The resort has received very good user ratings across the board, with guests particularly praising its excellent location and cleanliness.
The accommodation features a shared lounge, an outdoor swimming pool and a garden. Guests can enjoy a continental breakfast each morning and make use of the on-site grill to prepare their own meals. There's also a fitness centre, a bar, free Wi-Fi and a concierge service.
Old Florida Style, Dockage, Swimming Pool (Shared), Just 20 Miles From Key West - Florida Keys
8.6 85 reviews

Old Florida Style, Dockage, Swimming Pool (Shared), Just 20 Miles From Key West

cottage, Cudjoe Key
This charming waterfront cottage is located just 3km from Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key, offering easy access to the surrounding area's attractions. The property has received very good ratings from previous guests.
The cottage provides 2 bedrooms and 1 bathroom in a 70 square meter space, comfortably accommodating 4 guests. It boasts a fully equipped kitchen, air conditioning, a private swimming pool, a terrace, a garden, and parking, as well as access to the water for fishing, kayaking, or simply relaxing by the shore.
101- Oceanside House With Pool - Florida Keys
9.8 258 reviews

101- Oceanside House With Pool

apartment, Cudjoe Key
This two-bedroom house is situated in the gated Sunrise Beach Resort on Cudjoe Key, just 27 kilometres from Key West, offering direct access to the calm waters behind the house.
The property includes a private dock, a swimming pool, a garden, covered parking for two vehicles, and kayaks and paddleboards for guest use.
Tequila Sunrise - Florida Keys
10 107 reviews

Tequila Sunrise

apartment, Tavernier
This beachfront apartment in Tavernier, Florida Keys, at mile marker 92, offers direct ocean views and is a two-minute walk from the beach and marina, and within 1.6km of shops and restaurants, near Founders Park.
The two-bedroom, two-bathroom condo sleeps six, boasting a king-size and queen-size bed plus a queen sleeper sofa, a modern coastal décor, and access to a heated pool, jacuzzi, tennis/pickleball courts, BBQ area, and private beach within the gated resort; numerous extra amenities are provided.

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

Matecumbe Resort - Florida Keys
8.7 546 reviews

Matecumbe Resort

resort, Islamorada, Village of Islands
The Matecumbe Resort is situated in Islamorada, a short distance from Sea Oats Beach, Upper Matecumbe Key, and Windley Key, offering a convenient base to explore the beautiful Florida Keys. This 2-star aparthotel consistently receives very good user ratings for its cleanliness, location, and overall experience.
Each self-catering apartment comes equipped with a kitchen, including a fridge, microwave, and other essentials. Guests can enjoy a range of amenities, including a swimming pool, a terrace, a garden, free parking, and Wi-Fi, as well as access to a private beach.
Marina Del Mar Resort And Marina - Florida Keys
8.2 3645 reviews

Marina Del Mar Resort And Marina

resort, Key Largo
Marina Del Mar Resort And Marina enjoys a central Key Largo location, close to the marina, shops, and restaurants, and approximately 63 kilometres from Homestead Miami Speedway.
This Key Largo hotel offers guest rooms and studios with kitchenettes, a swimming pool, jacuzzi, tennis court, on-site restaurant (Skippers Dockside), marina with boat trips to John Pennekamp Coral Reef State Park, and free Wi-Fi and parking.
Light, Bright & Nautical Condo At Ocean Pointe - Florida Keys
9.9 178 reviews

Light, Bright & Nautical Condo At Ocean Pointe

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.
Amazing Ocean View Condo - Florida Keys
9.6 52 reviews

Amazing Ocean View Condo

apartment, Tavernier
This apartment is located in Tavernier, just a short walk from Baker's Cay Resort Beach and Harry Harris Park and within a 5km radius of Mariners Hospital and Florida Keys Dive Center. This property has received excellent user ratings, making it a popular choice for travellers.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. It boasts a fully equipped kitchen, a washing machine, a sofa bed, and a balcony, with a private pool, a tennis court, and a Jacuzzi on-site.

Best Florida Keys vacation rentals with parking

Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis - Florida Keys
10 90 reviews

Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis

apartment, Tavernier
This Ocean Pointe condo in Tavernier is a short walk (less than 1 km) from the beach, 5 minutes (approx. 5 km) from Tavernier's town centre, and 15 minutes (approx. 15 km) from John Pennekamp Coral Reef State Park.
The fully remodelled two-bedroom, two-bathroom apartment sleeps six, boasts a fully equipped kitchen, resort access with a swimming pool, jacuzzi, and tennis/pickleball courts, plus high-speed Wi-Fi and private beach access.
Florida Keys Boat Charters - Florida Keys
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).
Villa-salle De Bain Et Douche-villa-vue Sur Le Can - Florida Keys
9.8 74 reviews

Villa-salle De Bain Et Douche-villa-vue Sur Le Can

house, Duck Key
This Duck Key waterfront villa, situated between Marathon and Islamorada in the Florida Keys, offers convenient access to Hawks Cay Marina and other local attractions.
The two-bedroom, two-bathroom property boasts a private plunge pool, open-plan living space, in-unit laundry, and accommodates up to six guests, with amenities including a dishwasher, microwave, and air conditioning.
Reel Key Largo Escape Ocean Pointe 5209 - Florida Keys
9.7 11 reviews

Reel Key Largo Escape Ocean Pointe 5209

house, Tavernier
Ocean Pointe 5209, Key Largo, offers a two-bedroom house in Tavernier, a 2.4km walk from Harry Harris Park Beach and 4.5km from Pigeon Key.
This 77 square metre property sleeps six, boasting a private patio with ocean views, a swimming pool, jacuzzi, and fully equipped kitchen including a dishwasher; free Wi-Fi and on-site parking are also provided.
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