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 11639 accommodations in Florida Keys, FL, here are the 4 best family friendly rentals

Bungalow #3 - 2 Bed/1 Bath & Pool In Islamorada - Florida Keys, FL
9.7 78 reviews
Florida Keys, FL
04/08 – 07/08
1679 ﺩ.ﺇ/nighttotal: 5037 ﺩ.ﺇ (3 )

Bungalow #3 - 2 Bed/1 Bath & Pool In Islamorada

2 4
apartment , Islamorada, Village of Islands
This charming cottage is situated in Islamorada, just a short distance from the Village of Islands' centre, offering easy access to fishing piers and the lively downtown area. It has received excellent ratings for location, cleanliness, and user experience, making it a great choice for a relaxing getaway.
The cottage comfortably sleeps four guests in two bedrooms and one bathroom. Guests can enjoy a range of amenities, including a private backyard, a community pool, a fully equipped kitchen, a washer and dryer, a private porch, and bikes for exploring the area.
Brand New! Keys Beach Retreat! Captivating Waterview Villa! Wifi! Free Golf Cart - Florida Keys, FL
9.9 315 reviews
Florida Keys, FL
04/08 – 07/08
1751 ﺩ.ﺇ/nighttotal: 5253 ﺩ.ﺇ (3 )

Brand New! Keys Beach Retreat! Captivating Waterview Villa! Wifi! Free Golf Cart

1 4
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.
Full Time Lic Mgr - 2 Bed 2 Bath Villa - Oceanfront Beach Resort - Saltwater Lagoon - Florida Keys, FL
9.7 143 reviews
Florida Keys, FL
04/08 – 07/08
1882 ﺩ.ﺇ/nighttotal: 5646 ﺩ.ﺇ (3 )

Full Time Lic Mgr - 2 Bed 2 Bath Villa - Oceanfront Beach Resort - Saltwater Lagoon

2 4
house , Key Largo
This charming two-bedroom house in Key Largo is just a short drive from John Pennekamp State Park and Pigeon Key, offering easy access to the area's natural beauty and attractions. The property boasts excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
The 102 square metre house comfortably accommodates up to six guests and features a fully equipped kitchen, a private pool, a tennis court, and a spacious terrace with pool views. Guests can enjoy a range of activities on-site, including swimming, fishing, kayaking, and relaxing in the garden.
Free Kayaks Overlooking Pickleball Courts - Florida Keys, FL
9.8 156 reviews
Florida Keys, FL
28/09 – 05/10
1491 ﺩ.ﺇ/nighttotal: 10437 ﺩ.ﺇ (7 )

Free Kayaks Overlooking Pickleball Courts

2 2
apartment , Key Largo
This yacht is located in the Kawama Yacht Club, a gated community on Key Largo at mile marker 100, approximately 0.8 kilometres from Pilot House Marina. The yacht has received excellent ratings for location, cleanliness, and user experience.
The yacht is 111 square metres in size and can accommodate up to 6 guests. It features a fully equipped kitchen, air conditioning, a swimming pool, a garden, and parking, as well as access to a range of on-site amenities, including a saltwater lagoon, tennis courts, and a playground.

Best Florida Keys, FL vacation rentals with a pool

Among the 11639 accommodations in Florida Keys, FL, here are the 4 best rentals with a pool

Tavernier Oceanfront Resort Condo-pool, Dockage, Kayaks, Onsite Restaurant & Bar - Florida Keys, FL
9.1 75 reviews
Florida Keys, FL
28/09 – 05/10
966 ﺩ.ﺇ/nighttotal: 6762 ﺩ.ﺇ (7 )

Tavernier Oceanfront Resort Condo-pool, Dockage, Kayaks, Onsite Restaurant & Bar

2 2
apartment , Tavernier
This two-bedroom apartment is situated in Tavernier, just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful beaches of the Florida Keys. The property has received excellent ratings for location, cleanliness, and user experience.
The 77 square metre apartment can comfortably accommodate up to six guests and features a well-equipped kitchen, two bathrooms, and a private pool. Guests can enjoy a range of amenities including a washing machine, air conditioning, and a garden.
Spectacular Oceanfront Views , Free Wifi, Hd Smart Tv's, Summer Special Rates - Florida Keys, FL
9.8 99 reviews
Florida Keys, FL
26/06 – 06/07
1431 ﺩ.ﺇ/nighttotal: 14310 ﺩ.ﺇ (10 )

Spectacular Oceanfront Views , Free Wifi, Hd Smart Tv's, Summer Special Rates

2 6
apartment , Islamorada, Village of Islands
This apartment is situated in Tavernier, a village in the Florida Keys, just 8 kilometres from John Pennekamp Coral Reef State Park and Jacob's Aquatic Center. It is rated excellent by previous guests and offers direct access to the beach.
This three-bedroom property spans 110 square metres and can accommodate up to six guests. The apartment has a fully equipped kitchen, a balcony, and a swimming pool, as well as access to tennis courts and kayaking rentals.
Relaxing 3br Keys Retreat - Hate To Leave It - Florida Keys, FL
10 2 reviews
Florida Keys, FL
26/06 – 06/07
1671 ﺩ.ﺇ/nighttotal: 16710 ﺩ.ﺇ (10 )

Relaxing 3br Keys Retreat - Hate To Leave It

3 6
apartment , Marathon
This three-bedroom, three-bathroom apartment is situated in Marathon's Bougainvillea Villas, an exclusive gated community, offering privacy and convenient access to Sombrero Beach, Aquarium Encounters, and local dining within 1 kilometre.
This furnished villa for six guests boasts a heated community pool, a master suite with a Jacuzzi tub, a fully equipped kitchen with a dishwasher, air conditioning, a private washer/dryer, a dedicated workspace, and a rooftop terrace with water views, with fishing available from the community dock.
Hyatt Vacation Club At Beach House - Florida Keys, FL
9.3 1563 reviews
Florida Keys, FL
05/08 – 06/08
4806 ﺩ.ﺇ/nightfor 1 night

Hyatt Vacation Club At Beach House

3 13
resort , Key West
The Hyatt Vacation Club At Beach House is located in Key West, just a short drive from Duval Street and the airport, offering a peaceful retreat from the bustling downtown. The resort has consistently received excellent ratings for its cleanliness and overall experience, and the location itself is rated very good.
The resort offers spacious two-bedroom suites with a floor area of 111 square metres, each featuring a fully equipped kitchen and private balcony. Guests can enjoy a range of amenities, including a swimming pool, hot tub, fitness centre, and spa, as well as on-site dining and bike rentals for exploring the island.

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

Islamorada Luxury Waterfront Condo With Boat Slip - Florida Keys, FL
9.8 27 reviews
Florida Keys, FL
27/06 – 04/07
1680 ﺩ.ﺇ/nighttotal: 11760 ﺩ.ﺇ (7 )

Islamorada Luxury Waterfront Condo With Boat Slip

2 2
apartment , Islamorada, Village of Islands
This two-bedroom apartment is located in the Matecumbe district of Islamorada, just a short distance from mile marker 75, offering easy access to fishing, diving, and other water activities. It has been rated excellent by previous guests.
The apartment is 139 square metres in size and comfortably sleeps up to 6 guests. It features a fully equipped kitchen, two master bedrooms with private bathrooms, a private boat slip, a heated swimming pool, a hot tub, a clubhouse, a fitness centre, tennis courts, gas barbeque grills, tennis equipment, beach chairs, and coolers.
Welcome To Paradise! - Florida Keys, FL
9.6 86 reviews
Florida Keys, FL
07/07 – 10/07
1129 ﺩ.ﺇ/nighttotal: 3387 ﺩ.ﺇ (3 )

Welcome To Paradise!

1 2
apartment , Key Largo
This one-bedroom apartment is situated in the gated oceanfront community of Kawama Yacht Club in Key Largo, offering direct access to the ocean and a short walk to the beach. The apartment has received excellent user ratings, making it a popular choice for travellers.
The 84 square metre apartment can accommodate up to 4 guests and features a modern kitchen, a spacious living area with a convertible sofa bed and daybed, and a private balcony overlooking a nature preserve. Guests can enjoy a range of amenities, including three heated swimming pools, a saltwater lagoon with a sand beach, tennis and pickleball courts, a fishing jetty, and complimentary boat launch facilities.
Beach View Unit In Islamorada! Pets Allowed, Parking, Pool! - Florida Keys, FL
8.6 25 reviews
Florida Keys, FL
04/08 – 07/08
825 ﺩ.ﺇ/nighttotal: 2475 ﺩ.ﺇ (3 )

Beach View Unit In Islamorada! Pets Allowed, Parking, Pool!

1 4
apartment , Islamorada, Village of Islands
This Islamorada beachfront apartment, part of a pet-friendly resort, offers direct beach access and partial ocean views from its 28-square-metre (301 sq ft) balcony, conveniently located near the Islamorada Brewery & Distillery and Indian Key Historic State Park.
The self-catering flat features two queen beds sleeping four, a fully equipped kitchenette including a fridge, microwave, and dishwasher, plus daily housekeeping and continental breakfast; on-site amenities include a heated pool, kayaks, paddleboards, and bike rentals.
Commodore's Cove - Florida Keys, FL
9.1 233 reviews
Florida Keys, FL
05/08 – 06/08
12474 ﺩ.ﺇ/nightfor 1 night

Commodore's Cove

8 13
apartment , Key West
Commodore Compound, a centrally located Key West apartment, is less than 0.8 km from Simonton Street Beach, Mallory Dock, and the Key West Aquarium, and under 5 km from Key West International Airport.
This eight-bedroom property, perfect for large groups, boasts a fully equipped kitchen, in-unit laundry, private entrance, Jacuzzi, terrace, garden, parking, and free Wi-Fi; nearby attractions include the Key West Butterfly and Nature Conservatory.

Best Florida Keys, FL vacation rentals with parking

Casa Tranquila Miami, A Luxury Ranch-style Retreat - Florida Keys, FL
10 6 reviews
Florida Keys, FL
26/12 – 03/01
11862 ﺩ.ﺇ/nighttotal: 94896 ﺩ.ﺇ (8 )

Casa Tranquila Miami, A Luxury Ranch-style Retreat

8 10
house , Princeton
Casa Tranquila Miami is located in South Florida, just a short drive from attractions like Coral Castle, Miccosukee casino, and Everglades National Park. This luxurious villa has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property offers a choice of six bedrooms in the main house and two additional bedrooms in a separate pool house. Guests can enjoy a range of amenities, including a swimming pool, Jacuzzi, spa, and a spacious garden, perfect for relaxing and entertaining.
Old Wooden Bridge Resort & Marina - Florida Keys, FL
8.5 767 reviews
Florida Keys, FL
27/06 – 04/07
1097 ﺩ.ﺇ/nighttotal: 7679 ﺩ.ﺇ (7 )

Old Wooden Bridge Resort & Marina

1 2
house , Big Pine Key
This property is located in Big Pine Key, just 25 miles from Florida Keys Aquarium Encounters and 15 miles from Seven Mile Bridge, offering a peaceful escape with easy access to local attractions. The house has received very good user ratings for its cleanliness and overall experience, and the location has been rated excellent.
The accommodation features a fully equipped kitchen, a private bathroom, and a terrace or balcony. Guests can enjoy the swimming pool, the garden, and the bar, as well as free Wi-Fi, parking, and a grill for outdoor cooking.
Mariners Club Unit 904, Brand New Completely Remodeled Preferred Partner Listing - Florida Keys, FL
10 11 reviews
Florida Keys, FL
26/12 – 03/01
5848 ﺩ.ﺇ/nighttotal: 46784 ﺩ.ﺇ (8 )

Mariners Club Unit 904, Brand New Completely Remodeled Preferred Partner Listing

4 10
apartment , Key Largo
This Key Largo townhouse, situated oceanside near Molasses Reef (beyond a 61-metre pier) and close to John Pennekamp Coral Reef State Park, offers direct access to a premier North American dive site.
The 206 square metre property boasts four bedrooms, three bathrooms, and resort-style amenities including two pools, a jacuzzi, tennis and pickleball courts, a fitness centre, and marina access for boats up to 18 metres.
50 Dock On Vaca Cut, Deep Wide Unlimited Dockage. - Florida Keys, FL
10 52 reviews
Florida Keys, FL
27/06 – 04/07
902 ﺩ.ﺇ/nighttotal: 6314 ﺩ.ﺇ (7 )

50 Dock On Vaca Cut, Deep Wide Unlimited Dockage.

1 2
apartment , Marathon
This house is located in Marathon Shores, just a short walk from Captain Hooks Marina and Coco Plum Beach, and within 3km of Curry Hammock State Park and Sunset Park Beach. The area is quiet and peaceful, offering a relaxing escape from the hustle and bustle of everyday life. Guests have consistently rated this property as excellent.
The house has one bedroom and one bathroom, sleeping up to four guests. Amenities include a fully equipped kitchen, air conditioning, a terrace, a garden, and parking, as well as a barbecue grill for outdoor dining and a Smart TV for entertainment.
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