Vacation rentals in Florida Keys, FL

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Florida Keys, FL vacation rentals
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Best Vacation rentals and Airbnb offers 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

Captain Pip's Marina & Hideaway - Florida Keys, FL
8.7 2313 reviews

Captain Pip's Marina & Hideaway

resort, Marathon
Captain Pip's Marina & Hideaway is situated in Marathon, Florida, just 1.4 kilometres from the Seven Mile Bridge and 6.4 kilometres from Sombrero Beach. The resort enjoys a tranquil setting, perfect for a relaxing getaway. It has consistently received very good ratings for its cleanliness, location, and overall experience.
The resort offers a range of amenities and activities for guests to enjoy. The accommodation features a swimming pool, a terrace, a garden, a restaurant, and a bar, as well as a fitness centre. Guests can also rent boats, kayaks, and paddleboards, or take advantage of the on-site fishing, snorkelling, and parasailing opportunities.
Amazing Ocean View At Ocean Pointe W/heated Pool - Florida Keys, FL
9.6 57 reviews

Amazing Ocean View At Ocean Pointe W/heated Pool

apartment, Tavernier
This oceanfront apartment is located in Tavernier, just a short distance from the Florida Keys Dive Center and Bluefin Rock Harbor Marina, offering easy access to the area's attractions and activities. It has received excellent ratings from previous guests, highlighting its comfortable and convenient features.
The two-bedroom, two-bathroom apartment spans 78 square metres and comfortably accommodates up to six guests. It offers a range of amenities, including a swimming pool, a jacuzzi, a terrace, and a garden, as well as a fully equipped kitchen and air conditioning.
Keys Beach Retreat With Captivating Waterview! - Florida Keys, FL
9.9 324 reviews

Keys Beach Retreat With Captivating Waterview!

apartment, Key Largo
This Key Largo property is located on the beach, less than a mile from Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, offering easy access to dining, entertainment, and relaxation. The house boasts excellent user, location, and cleanliness ratings.
This three-bedroom holiday home offers 149 square metres of space, comfortably accommodating up to eight guests. The property features a fully equipped kitchen, a private swimming pool, a garden, a tennis court, and a balcony, providing everything you need for a relaxing and enjoyable stay.
Casa Blue Flamingo - Florida Keys, FL
10 91 reviews

Casa Blue Flamingo

house, Marathon
This three-bedroom, two-bathroom holiday home in Marathon, Florida, is situated less than 3.2km from Marathon Airport and popular attractions such as the Marathon Air Museum, Captain Hooks Marina and Dive Centre, and Crane Point Museum & Nature Centre.
This self-catering property sleeps eight guests and boasts a private pool, fully equipped kitchen with dishwasher, laundry facilities, smart TV, terrace, and garden, perfect for families or groups exploring the Florida Keys.

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

Your Happy Place - Oceanfront - Florida Keys, FL
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.
Nauti Hideaway Ocean Pointe 2314 - Florida Keys, FL
9.9 74 reviews

Nauti Hideaway Ocean Pointe 2314

apartment, Tavernier
This Tavernier condo, ideally located between Key Largo and Islamorada, offers easy access to the attractions of both areas.
The two-bedroom, two-bathroom apartment at Ocean Pointe Suites boasts a king-size bed, two balconies with water views, resort amenities including a pool and jacuzzi, and accommodates up to five guests.
Bayside Villas By Islander Resort - Florida Keys, FL
8.9 899 reviews

Bayside Villas By Islander Resort

resort, Islamorada, Village of Islands
Islander Bayside Villas & Boatslips is located in Islamorada, Florida, just a short walk from the beach and a short drive from Windley Key Fossil Reef Park. The resort has received very good ratings for user experience, location, and cleanliness.
The villas offer a comfortable and convenient stay with fully equipped kitchens, flat-screen TVs, free WiFi, and laundry facilities. Guests can enjoy a refreshing dip in the outdoor pool, rent bicycles, and explore the nearby water sports activities.
Sunrise Breeze On The Marina [Ocean Pointe 5302] - Florida Keys, FL
9.8 176 reviews

Sunrise Breeze On The Marina [Ocean Pointe 5302]

apartment, Tavernier
This Tavernier beach apartment is conveniently located within a 10-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
The apartment offers 85 square metres of space, comfortably accommodating up to 6 guests in its two bedrooms and two bathrooms. This family-friendly apartment includes a range of amenities such as a swimming pool, Jacuzzi, tennis court, and a garden, ensuring a comfortable and enjoyable stay.

Frequently Asked Questions about vacation 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 must-see sights. Key West is a must, with its iconic Southernmost Point Buoy, Ernest Hemingway Home and Museum, and the charming Duval Street. Further up the Keys, you'll find the stunning Seven Mile Bridge, offering breathtaking views, and Bahia Honda State Park, known for its beautiful beaches and historic bridge. For snorkeling and diving enthusiasts, John Pennekamp Coral Reef State Park is a must-visit.
  • What are the best Airbnb and vacation rentals in Florida Keys, FL?

    Leaward Isle Island Retreat, Tropical Escape- Trendy & Lux Salt Pool & Spa - King Beds and Getaway In The Everglades 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 natural phenomena. The coral reefs, the only living coral barrier reef in the continental US, are a major draw. You can also witness incredible sunsets over the Gulf of Mexico, especially from Key West. The diverse marine life, including manatees and sea turtles, is another remarkable natural occurrence.
  • What are the most popular Airbnbs in Florida Keys, FL?

    Among the Airbnbs in Florida Keys, FL, Waterfront Cabana 6, Oceanside Kawama Villa R5 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 (high SPF is crucial!), sunglasses, a hat, and comfortable walking shoes. Don't forget insect repellent, especially if you plan on exploring the natural areas. A reusable water bottle is essential, as staying hydrated in the Florida Keys' climate is vital. If you plan on water activities, bring appropriate gear like snorkeling 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 well-known, adult-themed Halloween celebration. The Conch Republic Independence Celebration in Key West is another popular event. Many smaller, local festivals take place throughout the Keys, often celebrating seafood or local culture. Check local listings for specific dates.
  • 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 for the Florida Keys varies greatly depending on your travel style. Expect to spend at least €150-€300 per day for a mid-range experience, covering accommodation, meals, transportation (rental car recommended), and some activities. Luxury travel will be significantly more expensive, while budget travel can be done for less, but with compromises on accommodation and activities.
  • What are the best rentals or Airbnbs with a jacuzzi in Florida Keys, FL?

    The best vacation rentals or Airbnb with a jacuzzi in Florida Keys, FL are Leaward Isle Island Retreat, Tropical Escape- Trendy & Lux Salt Pool & Spa - King Beds and Waterfront Cabana 6.

  • 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 Florida Keys boast diverse culinary options. For fresh seafood, try Louie's Backyard in Key West or the various restaurants in Marathon. Key lime pie is a must-try dessert, found almost everywhere. Conch fritters and stone crab claws (in season) are other local favorites. Explore different restaurants in various Keys to discover your personal favorites.
  • What are some less-famous attractions in the Florida Keys, FL, United States that are worth the visit?

    Beyond the well-known spots, consider visiting the African Queen, a historic boat in Key Largo. Explore the mangrove forests by kayak or paddleboard for a unique perspective. The smaller, quieter beaches outside of the main tourist areas offer a more secluded experience. Many smaller art galleries and local shops are scattered throughout the Keys, offering unique souvenirs and experiences.
  • What are the best activities for engaging with locals and understanding their culture in the Florida Keys, FL, United States?

    Visiting local markets and festivals is a great way to interact with residents. Striking up conversations with staff at smaller, locally-owned businesses can offer insights into daily life. Consider taking a guided tour focused on local history or ecology, as these often involve interaction with knowledgeable locals.
  • What unique natural landscapes and terrain features can travelers explore in the Florida Keys, FL, United States?

    The Florida Keys offer a unique landscape. The islands' low-lying terrain, the extensive mangrove forests, the pristine beaches, and the vibrant coral reefs are all distinct features. Exploring the backcountry by boat or kayak reveals hidden coves and secluded areas. The diverse birdlife is another notable feature of the Keys' natural environment.
  • How many days are ideal for visiting the Florida Keys, FL, United States, and what are some itinerary suggestions?

    Seven to ten days is ideal for exploring the Keys thoroughly. A possible itinerary could include three days in Key West, two in Islamorada, and two in Key Largo, allowing for exploration and relaxation. Consider focusing on specific interests, such as diving, fishing, or simply enjoying the beaches, to tailor your itinerary.

Nearby regions

Best Florida Keys, FL vacation rentals with a balcony

Coastal Comfort In Tavernier - Pool + Beach Access - Florida Keys, FL
9.7 237 reviews

Coastal Comfort In Tavernier - Pool + Beach Access

apartment, Tavernier
This waterfront apartment in Tavernier is located a short 2.4 km walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful waters and the local area. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 84 square metres and comfortably accommodates up to 6 guests, with 2 bedrooms and 2 bathrooms. You'll enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, spa, tennis court, and parking, as well as a fully equipped kitchen and air conditioning.
Beachside Unit 23 - Tropical Paradise On Atlantic - Florida Keys, FL
9.5 104 reviews

Beachside Unit 23 - Tropical Paradise On Atlantic

apartment, Key Colony Beach
This apartment is located just a 3.2km walk from Sunset Park Beach and Coco Plum Beach in Key Colony Beach, a popular spot for enjoying the Florida sunshine. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is a one-bedroom property with one bathroom, covering 43 square metres and accommodating up to four guests. It offers a range of amenities including a kitchen, a balcony, a swimming pool, a garden, and parking.
Villa 5053 On Duck Key Boat Slip Available - Florida Keys, FL
9.6 128 reviews

Villa 5053 On Duck Key Boat Slip Available

house, Duck Key
This waterfront holiday home is located in Duck Key, just 3.2 kilometres from Little Conch Key and Curry Hammock State Park, offering a peaceful setting close to nature. It has consistently received excellent ratings for location, cleanliness, and overall experience.
This two-bedroom property provides 84 square metres of space, comfortably accommodating up to six guests. The house is fully equipped with a kitchen, air conditioning, a terrace, a garden, and parking, as well as free Wi-Fi and beach towels, ensuring a relaxing and enjoyable stay.
Islander Resort - Florida Keys, FL
9.1 3922 reviews

Islander Resort

resort, Islamorada, Village of Islands
Islander Resort is situated directly on the beach in Islamorada, offering easy access to the beautiful waters of the Florida Keys and the area's attractions. The resort has received very good ratings for its overall experience, with excellent marks for its location and cleanliness.
The resort provides spacious rooms with private porches or lanais, perfect for enjoying the tropical ambiance. Guests can enjoy a range of amenities including swimming pools, a bar and restaurant, a spa, a fitness centre, and a concierge service.

Best Florida Keys, FL vacation rentals with parking

Coconut Cay Resort - Florida Keys, FL
8.3 2328 reviews

Coconut Cay Resort

resort, Marathon
Coconut Cay Resort is situated in Marathon, Florida, a short drive from Sombrero Beach, the Seven Mile Bridge, and the Dolphin Research Center, making it a great base for exploring the area. The resort has received good user ratings, with particularly high marks for its location and cleanliness.
The resort offers a range of amenities, including a swimming pool and sun terrace, a restaurant and bar, and free Wi-Fi and parking. Guests can enjoy a complimentary breakfast, and activities such as kayaking, cycling, fishing, and paddleboarding are available.
Dapper Dolphin | Canal View + Breakfast + Pool - Florida Keys, FL
9.9 119 reviews

Dapper Dolphin | Canal View + Breakfast + Pool

apartment, Marathon
This waterfront flat in Marathon, Florida is just 5.6 kilometres from the Florida Keys Aquarium Encounters and 5.8 kilometres from Captain Hook's Marina Dive Center. The property has received excellent ratings for cleanliness, location and user experience.
The one-bedroom flat can accommodate up to four guests and includes a fully equipped kitchen, a private balcony and air conditioning. Guests can enjoy a range of on-site amenities, including a swimming pool, a bar, a fitness centre, a tennis court and parking.
Lime Tree Bay Resort - Florida Keys, FL
8.9 5192 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.
101- Oceanside House With Pool - Florida Keys, FL
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.
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