Vacation Rentals in Florida Keys, FL

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Florida Keys, FL vacation rentals
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11639 Vacation rentals and Airbnb 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

Villa 5086 On Duck Key Boat Slip Available - 2bd 1.5ba - Florida Keys, FL
9.1 97 reviews
Florida Keys, FL
27/06 – 04/07
₹43162/nighttotal: â‚¹302134 (7 )

Villa 5086 On Duck Key Boat Slip Available - 2bd 1.5ba

2 2
house , Duck Key
This two-bedroom house is situated directly on the beach in Marathon, Florida, just 5km from Little Conch Key, Curry Hammock State Park, and Walkers Island, and within 10km of Crawl Key and Long Key State Park. The property has received excellent ratings for location, cleanliness, and overall user experience.
The 72 square metre house can accommodate up to 5 guests and offers a fully equipped kitchen, a private balcony, a garden, air conditioning, and free parking. Guests can enjoy direct beach access, a relaxing atmosphere, and proximity to a range of attractions.
Key Colony Beach House With Cabana Club Membership - Florida Keys, FL
9.4 33 reviews
Florida Keys, FL
27/06 – 04/07
₹30681/nighttotal: â‚¹214767 (7 )

Key Colony Beach House With Cabana Club Membership

2 2
apartment , Key Colony Beach
This canal-front holiday home is located in Key Colony Beach, a short walk from restaurants, bars, and waterfront parks. It also offers easy access to the Gulf via Vaca Cut. The property has received excellent guest reviews.
The 121 square metre property can accommodate up to six guests and features a fully equipped kitchen, laundry facilities, three smart TVs, and a patio with canal views. Enjoy the on-site amenities, such as the swimming pool, Jacuzzi, and private dock, or explore the nearby attractions, including Captain Hooks Marina and Dive Center, Florida Keys Country Club, and Long Key State Park.
Huge Oct Savings!  Sea-esta! Condo, Beach, Pool, Key Colony Beach! - Florida Keys, FL
9.9 63 reviews
Florida Keys, FL
27/06 – 04/07
₹26793/nighttotal: â‚¹187551 (7 )

Huge Oct Savings! Sea-esta! Condo, Beach, Pool, Key Colony Beach!

2 2
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.
Florida Keys Condo With Pool, Beach Access, Marina, Pickleball & More - Florida Keys, FL
9.8 16 reviews
Florida Keys, FL
27/06 – 04/07
₹30575/nighttotal: â‚¹214025 (7 )

Florida Keys Condo With Pool, Beach Access, Marina, Pickleball & More

2 2
apartment , Tavernier
This Tavernier condo, situated between Islamorada and Key Largo, offers convenient proximity to the beach (a short walk), kayak and paddleboard rentals (0.8 km), and John Pennekamp Coral Reef State Park and Jacob's Aquatic Centre (distances unspecified).
Sleeping six guests, this two-bedroom, two-bathroom apartment boasts two balconies with ocean views, a swimming pool, hot tub, and access to tennis courts, pickleball courts, and a playground (all within 0.5 km), plus provision of equipment for various activities.

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

Waterfront Oasis With Boat Dock & Pool! - Florida Keys, FL
9.3 124 reviews
Florida Keys, FL
26/12 – 03/01
₹209231/nighttotal: â‚¹1673848 (8 )

Waterfront Oasis With Boat Dock & Pool!

4 10
apartment , Key Colony Beach
This waterfront property is situated on Marathon Key, a 16km stretch of island located two hours south of Miami International Airport in the middle of the Florida Keys chain. The apartment is highly rated, with excellent scores for user experience, location, and cleanliness.
The apartment has four bedrooms and three bathrooms, spanning 218 square meters, comfortably accommodating up to 10 guests. Enjoy a private pool, a terrace, a garden, a fitness centre, and access to a range of activities including fishing and boating.
Cottage With Pool  And Boat Dockage Just Minutes To Key West! - Florida Keys, FL
8.6 165 reviews
Florida Keys, FL
27/06 – 04/07
₹18105/nighttotal: â‚¹126735 (7 )

Cottage With Pool And Boat Dockage Just Minutes To Key West!

1 2
cottage , Cudjoe Key
This Cudjoe Key waterfront cottage, situated within 5km of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key, offers stunning views and direct water access.
The 36 square metre property sleeps two in one bedroom, one bathroom, and boasts a fully equipped kitchen, private terrace, swimming pool, garden, and barbecue facilities.
Keys Deal W/cafe & Pool Bar! Up To 20% Off Beachfront 1bd Sleeps 4. - Florida Keys, FL
9.7 127 reviews
Florida Keys, FL
28/09 – 05/10
₹20622/nighttotal: â‚¹144354 (7 )

Keys Deal W/cafe & Pool Bar! Up To 20% Off Beachfront 1bd Sleeps 4.

1 2
apartment , Tavernier
This Tavernier apartment is located just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, both offering a relaxed beach atmosphere, and is within 5 kilometres of Mariners Hospital and Florida Keys Dive Center. It has received excellent ratings for location, cleanliness, and overall user experience.
The one-bedroom apartment spans 60 square metres and comfortably accommodates up to four guests. It offers a range of amenities including a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a tennis court, and a garden, ensuring a relaxing and enjoyable stay.
Beachside Unit 27 - Key Colony, Beachside Unit 27 - The Beach Is Calling You! - Florida Keys, FL
9.8 133 reviews
Florida Keys, FL
07/07 – 10/07
₹30820/nighttotal: â‚¹92460 (3 )

Beachside Unit 27 - Key Colony, Beachside Unit 27 - The Beach Is Calling You!

1 2
apartment , Key Colony Beach
This apartment is located on Key Colony Beach, just 1.6km from Sunset Park Beach and Coco Plum Beach, and 3.2km from Curry Hammock State Park. The apartment has received excellent ratings for cleanliness, location and overall experience.
The one-bedroom apartment is 43 square metres and can comfortably accommodate four guests. It offers a range of amenities including a fully equipped kitchen, a balcony, air conditioning, a swimming pool, and free parking.

Frequently asked questions about holiday rentals in Florida Keys, FL

  • What are the must-see sights in the Florida Keys, FL, United States?

    The Florida Keys offer a wealth 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 John Pennekamp Coral Reef State Park, perfect for snorkelling and diving, and the Seven Mile Bridge, an engineering marvel offering stunning views. Don't miss the Theatre of the Sea in Islamorada, a marine park showcasing dolphins and other sea creatures.
  • What are the best Airbnb and vacation rentals in Florida Keys, FL?

    Leaward Isle Island Retreat, Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality and Mango Hideaway @ The Eyebrow House Off Duval 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 fascinating phenomena. The coral reefs, the third-largest barrier reef in the world, are a major draw. The area is also known for its vibrant marine life, including diverse species of fish, sea turtles, and manatees. Witnessing a sunset over the Gulf of Mexico is a daily spectacle, and bioluminescence is visible in certain areas at night, creating a magical experience.
  • What are the most popular Airbnbs in Florida Keys, FL?

  • 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 insect repellent. Comfortable walking shoes are a must, especially if you plan on exploring the many parks and trails. Don't forget a reusable water bottle to stay hydrated in the Florida heat. A waterproof bag for your phone and valuables is also recommended for water activities.
  • 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, ten-day Halloween celebration. The annual Conch Republic Independence Celebration in Key West is also a popular event. Many smaller, local festivals and events take place throughout the Keys, often celebrating local culture and seafood.
  • 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.
  • 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 Keys boast a fantastic culinary scene. For fresh seafood, try the Bad Boy Burrito in Key Largo or the Blue Heaven in Key West. Local specialties include Key lime pie (a must!), conch fritters, and stone crab claws (seasonal). Many restaurants offer fresh catches of the day, showcasing the Keys' bounty.
  • What are the best rentals or Airbnbs with a jacuzzi in Florida Keys, FL?

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

    Beyond the well-known spots, consider exploring the smaller islands and hidden beaches. The Bahia Honda State Park offers beautiful beaches and stunning views. The History of Diving Museum in Islamorada is a unique and fascinating attraction. Exploring the backcountry by kayak or boat can reveal hidden coves and mangrove forests.
  • What are the best activities for engaging with locals and understanding their culture in the Florida Keys, FL, United States?

    Visiting local markets, like the Key West Green Market, allows you to interact with locals and experience their crafts and produce. Spending time in smaller, less touristy towns provides opportunities to chat with residents and learn about their way of life. Supporting local businesses and restaurants is also a great way to connect with the community.
  • What unique natural landscapes and terrain features can travellers explore in the Florida Keys, FL, United States?

    The Florida Keys offer a unique blend of landscapes. The islands themselves are low-lying, with mangrove forests, beaches, and shallow waters. The coral reefs are a major feature, offering incredible underwater scenery. Exploring the Everglades National Park, which extends into the Keys, reveals a different side of the region's natural beauty, with its vast wetlands and unique ecosystem.
  • How many days are ideal for a visit to the Florida Keys, FL, United States, and what are some itinerary suggestions?

    Seven to ten days is ideal to explore the Keys properly. A possible itinerary could include three days in Key West, two days exploring the Middle Keys (Islamorada, Marathon), and two days in Key Largo, with a day for travel or relaxation built in. Adjust this based on your interests and pace.

Nearby regions

Best Florida Keys, FL holiday rentals with a balcony

Hyatt Centric Key West Resort & Spa - Florida Keys, FL
8.8 2734 reviews
Florida Keys, FL
05/08 – 06/08
₹187827/nightfor 1 night

Hyatt Centric Key West Resort & Spa

6 13
resort , Key West
The Hyatt Centric Key West Resort & Spa is situated on Key West Island, just a short walk from the lively Duval Street, known for its nightlife and restaurants. The resort has received very good user ratings, with excellent marks for location and very good ratings for cleanliness.
The hotel has a waterfront location with a swimming pool, a jacuzzi and a spa. Guests can enjoy a range of activities, including relaxing by the pool, exploring the surrounding area via jet ski, scuba diving, snorkelling, and island tours, as well as dining at two on-site restaurants.
Waterfront Luxury Villa 21 With Sunset Views And Boat Slip - Florida Keys, FL
9.9 57 reviews
Florida Keys, FL
27/06 – 04/07
₹51603/nighttotal: â‚¹361221 (7 )

Waterfront Luxury Villa 21 With Sunset Views And Boat Slip

3 2
house , Marathon
This townhouse is located in Marathon, just 800 metres from the Florida Keys Aquarium Encounters and a short drive from other popular attractions like Captain Hook's Marina Dive Center and the Seven Mile Bridge. The property has received excellent ratings for location, cleanliness and user experience.
The property offers a fully equipped kitchen with a dishwasher and oven, a washing machine, free Wi-Fi, a balcony, free parking, and a swimming pool. Guests can enjoy sea views, relax in the garden, and take advantage of the nearby cycling and diving opportunities.
Matecumbe Resort - Florida Keys, FL
8.7 508 reviews
Florida Keys, FL
07/07 – 10/07
₹17881/nighttotal: â‚¹53643 (3 )

Matecumbe Resort

1 2
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.
Ragged Edge Resort & Marina - Florida Keys, FL
9.5 469 reviews
Florida Keys, FL
07/07 – 10/07
₹29498/nighttotal: â‚¹88494 (3 )

Ragged Edge Resort & Marina

1 2
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.

Best Florida Keys, FL holiday rentals with parking

Welcome To Paradise! - Florida Keys, FL
9.6 86 reviews
Florida Keys, FL
07/07 – 10/07
₹29330/nighttotal: â‚¹87990 (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.
*Newly Renovated Single Family Home W/private Pool - Florida Keys, FL
9.8 75 reviews
Florida Keys, FL
26/12 – 03/01
₹145144/nighttotal: â‚¹1161152 (8 )

*Newly Renovated Single Family Home W/private Pool

4 10
apartment , Key Colony Beach
This four-bedroom, three-bathroom Coury holiday home in Key Colony Beach is a 10-minute walk from Sunset Park Beach and Coco Plum Beach, and within 5km of the Marathon Visitor Centre and Curry Hammock State Park.
The 195 square metre property boasts a swimming pool, garden, parking, and in-unit laundry facilities, comfortably sleeping up to ten guests and offering amenities including a fully equipped kitchen and air conditioning.
Spectacular Oceanfront Views , Free Wifi, Hd Smart Tv's, Summer Special Rates - Florida Keys, FL
9.8 99 reviews
Florida Keys, FL
27/06 – 04/07
₹31747/nighttotal: â‚¹222229 (7 )

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

2 2
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.
Tranquility On The Top Floor - Ocean Pointe 2404 - Florida Keys, FL
9.8 1762 reviews
Florida Keys, FL
27/06 – 04/07
₹40318/nighttotal: â‚¹282226 (7 )

Tranquility On The Top Floor - Ocean Pointe 2404

1 2
apartment , Tavernier
This beachside apartment building is located in Tavernier, Florida, just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, offering a tranquil setting within easy reach of local attractions. The resort consistently receives excellent ratings for its location, cleanliness and overall experience.
The Keys Life At Ocean Pointe apartment offers two bedrooms, a sofa bed and a balcony, providing ample space for families or groups. Guests can enjoy a range of amenities including a swimming pool, Jacuzzi, tennis court, and a bar, as well as direct access to the beach.
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