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

Light, Bright & Nautical Condo At Ocean Pointe - Florida Keys, FL
9.9 179 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.
Coconut Cay Resort - Florida Keys, FL
8.4 2299 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.
Garden Cottage Near Miami, Everglades & Florida Keys - Florida Keys, FL
9.5 126 reviews

Garden Cottage Near Miami, Everglades & Florida Keys

apartment, Princeton
This one-bedroom apartment is located in Homestead, Florida, approximately 5.5 kilometres from Fruit Spice Park and 10.8 kilometres from the Florida Keys Factory Shops.
The 46 square metre apartment features a private garden, a fully equipped kitchen with a dishwasher, air conditioning, free private parking, and free Wi-Fi.
Luxury Family Retreat W/heatedpool, Sports Fields - Florida Keys, FL
10 18 reviews

Luxury Family Retreat W/heatedpool, Sports Fields

apartment, Florida City
This Florida City residence offers excellent access to natural attractions, being just 1600 metres to 2400 metres from Everglades National Park and 2400 metres to 3200 metres from Biscayne National Park, with Miami's beaches approximately 64000 metres to 80000 metres away.
This expansive 210 square metre dwelling, ideal for up to 14 guests, features a resort-style garden with a private swimming pool, spa, soccer pitch, beach volleyball court, and mini golf, alongside indoor entertainment options and a children's playground.

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

Island Oasis ~ Your Paradise Awaits! - Florida Keys, FL
9.7 125 reviews

Island Oasis ~ Your Paradise Awaits!

house, Cudjoe Key
This apartment is situated on Cudjoe Key, just 32 kilometres from Key West, offering a peaceful retreat in a gated community. It has received excellent ratings for user experience, location, and cleanliness.
The apartment sleeps up to six guests and features a fully equipped kitchen. Guests can enjoy the community's amenities, including a swimming pool, hot tub, tennis courts, and a marina, as well as direct water access from a private seawall.
Beautiful Water‍️ View Pool Gym️ Room, Private️ Dock️ - Florida Keys, FL
9.9 55 reviews

Beautiful Water‍️ View Pool Gym️ Room, Private️ Dock️

house, Marathon
This luxurious Marathon waterfront apartment boasts over 30 metres of private frontage offering expansive bay views and easy access to Marathon's wildlife and attractions.
The four-bedroom, three-bathroom property sleeps ten guests and features a brand new kitchen, a heated pool, a private dock with two paddleboards and two kayaks, plus a wraparound patio and free Wi-Fi.
Key Largo-islamorada Area-1 Br, 1 Bath -Privately Owned Condo -Fab Reviews! - Florida Keys, FL
10 201 reviews

Key Largo-islamorada Area-1 Br, 1 Bath -Privately Owned Condo -Fab Reviews!

apartment, Tavernier
This Tavernier apartment is situated just 3 kilometres from Mariners Hospital and Florida Keys Dive Center, with Baker's Cay Resort Beach and Harry Harris Park within a 1.5 kilometre walk. It has received excellent user ratings and is perfect for those looking for a comfortable and convenient base to explore Tavernier.
This one-bedroom, one-bathroom apartment is 56 square metres in size and can comfortably accommodate up to four guests. The apartment offers a range of amenities including a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a tennis court, and free Wi-Fi, all within a smoke-free environment.
"Manatee" Houseboat With Rooftop Sunset View - Florida Keys, FL
9.4 410 reviews

"Manatee" Houseboat With Rooftop Sunset View

boat, Tavernier
This houseboat resort is situated on the waterfront in Tavernier, within a 15-minute walk of Baker's Cay Resort Beach and Mariners Hospital, and within 3 miles of Florida Keys Dive Center and Harry Harris Park. The resort has received excellent ratings for its location, cleanliness and overall experience.
The houseboat offers a rooftop deck for stunning views of the sunrise and sunset, with a spacious 84 square metre layout and four bedrooms. Guests can enjoy a range of amenities, including a swimming pool, restaurant, bar, and free Wi-Fi in public areas, making it the perfect base for exploring the area.

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

Captain Pip's Marina & Hideaway - Florida Keys, FL
8.7 2319 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.
Walk To Beach: Florida Keys Gem W/ Ocean Views - Florida Keys, FL
9.2 5 reviews

Walk To Beach: Florida Keys Gem W/ Ocean Views

apartment, Layton
This Layton, Long Key beachfront townhouse boasts direct beach access with provided chairs and umbrellas, situated 3.2km from Long Key State Park and 11.3km from the Dolphin Research Centre.
This 127 square metre property sleeps up to six guests in two bedrooms and two bathrooms, and offers three balconies with ocean views, a well-equipped kitchen, a swimming pool, free Wi-Fi, and parking, plus access to community amenities including a boat dock and picnic area.
Tiki Time Top Floor King 1 Br 1ba 1413 - Florida Keys, FL
10 2 reviews

Tiki Time Top Floor King 1 Br 1ba 1413

apartment, Tavernier
This Tavernier condo, situated within the Ocean Pointe resort midway between Key Largo and Islamorada, offers easy access to John Pennekamp Coral Reef State Park and the History of Diving Museum.
The 54-square-metre (581-square-foot) one-bedroom, one-bathroom apartment sleeps four, features a fully equipped kitchen, in-unit laundry, a terrace with ocean and mangrove views, and access to resort amenities including a pool, tennis courts, and private beach.
Sunset Bay ~ Luxury Waterfront Villa, 31' Slip - Florida Keys, FL
10 2 reviews

Sunset Bay ~ Luxury Waterfront Villa, 31' Slip

house, Marathon
This three-bedroom property is situated in the Indigo Reef Marina Resort in Marathon, Florida Keys, offering easy access to the Gulf of Mexico and Vaca Cut. The resort provides a tranquil setting with convenient access to local amenities.
The 149 square metre house comfortably accommodates up to eight guests. It features a fully equipped kitchen, living room, dining area, and private balconies. The property also includes a private boat slip, swimming pool, fitness centre, and a range of other amenities.

Best Florida Keys, FL vacation rentals with parking

Florida Keys Boat Trips Multi Activity - Florida Keys, FL
No reviews

Florida Keys Boat Trips Multi Activity

boat, Islamorada, Village of Islands
This Islamorada boat rental, located a short walk from Windley Key and 0.8km from Windley Key Fossil Reef Geological State Park, offers easy access to local attractions.
Sleeping up to 11 guests in one bedroom and one bathroom, this vessel boasts private beach access, proximity to Theater of the Sea (2.3km), and allows pets.
Blue Haven Key Largo | Ocean Pointe 1315 - Florida Keys, FL
9.8 126 reviews

Blue Haven Key Largo | Ocean Pointe 1315

apartment, Tavernier
This two-bedroom apartment is situated in Tavernier, Florida Keys, midway between Key Largo and Islamorada, approximately 32 kilometres from each.
The apartment boasts a fully equipped kitchen, a private balcony with nature preserve and peek-a-boo ocean views, and access to resort amenities including a swimming pool, Jacuzzi, tennis/pickleball courts, a private beach, a marina with boat ramp, and charcoal grills.
Stay And Play, Enjoy Scenic Views At Ocean Pointe 5312 - Florida Keys, FL
9.8 53 reviews

Stay And Play, Enjoy Scenic Views At Ocean Pointe 5312

apartment, Tavernier
This waterfront apartment is situated in Tavernier, within easy walking distance of Baker's Cay Resort Beach and Harry Harris Park, and just a short drive from Mariners Hospital and Florida Keys Dive Center. It enjoys a peaceful location, perfect for a relaxing getaway. The apartment has received excellent guest reviews and is rated highly for its amenities and service.
The apartment has two bedrooms, two bathrooms, and can comfortably accommodate up to six guests. It has a fully equipped kitchen, a terrace or balcony, a swimming pool, a spa, a tennis court, and free parking, providing everything you need for a comfortable and enjoyable stay.
Oceanview 2/2.5 W Beach Pool & Marina Islamorada - Florida Keys, FL
10 21 reviews

Oceanview 2/2.5 W Beach Pool & Marina Islamorada

apartment, Islamorada, Village of Islands
This two-bedroom house in the Angler's Reef gated community in Islamorada, Village of Islands, offers direct access to private beaches and is ideally located for fishing enthusiasts, with easy boat access to both backcountry waters and the Gulf Stream.
The property boasts a resort-style pool overlooking the Atlantic Ocean, kayaking opportunities, and sleeps up to six guests, featuring two bedrooms and two and a half bathrooms, plus a kitchen, air conditioning, internet, and parking.
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