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

New! 4-story Villa, Private Rooftop, Pool And Marina In Key Largo - Florida Keys, FL
10 1 review

New! 4-story Villa, Private Rooftop, Pool And Marina In Key Largo

house, Key Largo
This Key Largo house, situated near John Pennekamp Coral Reef State Park and Florida Keys National Marine Sanctuary (exact distances unspecified), offers convenient access to Key Largo's attractions.
This 199 square metre (2140 square foot) property boasts one bedroom, four bathrooms, and comfortably accommodates fifteen guests, featuring a private pool, Jacuzzi, fully equipped kitchen, free Wi-Fi, and free private parking.
Private Cozy Studio Close To The Keys - Florida Keys, FL
9.8 226 reviews

Private Cozy Studio Close To The Keys

apartment, Florida City
This self-contained studio apartment in Florida City offers convenient access to both the Florida Keys (approximately 48km away) and Brickell/Miami (also around 48km distant).
Sleeping two guests, this single-bedroom, single-bathroom unit includes air conditioning, Wi-Fi, parking, and a garden, with the added benefit of no cleaning fee and 24/7 host availability.
Stay & Play; Enjoy Scenic Views  Ocean Pointe 5312 - Florida Keys, FL
9.8 53 reviews

Stay & Play; Enjoy Scenic Views 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.
The Garden House Hot Tub Pool And Lush Garden Oasis - Florida Keys, FL
9.5 136 reviews

The Garden House Hot Tub Pool And Lush Garden Oasis

house, Homestead
This Homestead property is located just 5.8 kilometres from the Fruit Spice Park and 6.6 kilometres from the Florida Keys Factory Shops, offering a peaceful retreat in a convenient location. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The four-bedroom house spans 214 square metres and comfortably accommodates up to 10 guests. This spacious home offers a private pool, a hot tub, a lush garden, a fully equipped kitchen, air conditioning, and free Wi-Fi, providing everything you need for a relaxing and enjoyable stay.

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

Relax At Hacienda Paraiso Unit 3 | Pool | - Florida Keys, FL
10 99 reviews

Relax At Hacienda Paraiso Unit 3 | Pool |

cabin, Homestead
This Homestead guesthouse is conveniently located near ranch-style restaurants with live music, within 8-16km of Key Largo, Miami city centre, and Everglades National Park.
The fully renovated self-catering suite offers a private kitchenette, swimming pool access, and sleeps up to three guests, boasting a picture window and self check-in.
Coconut Cay Resort - Florida Keys, FL
8.4 2279 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.
Baker's Cay Resort Key Largo, Curio Collection By Hilton - Florida Keys, FL
8.5 1758 reviews

Baker's Cay Resort Key Largo, Curio Collection By Hilton

resort, Key Largo
Baker's Cay Resort Key Largo, Curio Collection By Hilton is situated on the Gulf of Mexico in Key Largo, just a short drive from John Pennekamp National Marine Sanctuary and Theater of the Sea marine animal park. The resort has received very good ratings for user experience, cleanliness, and an excellent location rating.
The resort features a range of comfortable guest rooms with amenities such as a small refrigerator, coffee maker, ironing facilities, and a TV with premium cable and in-room movies. Guests can enjoy private beach access, two outdoor swimming pools, a modern fitness centre, a spa, a sauna, and a variety of water sports activities.
Lower Keys Paradise - Florida Keys, FL
9.7 53 reviews

Lower Keys Paradise

apartment, Cudjoe Key
This two-bedroom flat is located in Cudjoe Key, offering stunning ocean views and is just a short walk from the beach. The apartment has received excellent ratings for cleanliness, location and user experience.
The property can comfortably accommodate up to six guests and features a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi and a garden. There is also parking available and guests can enjoy a range of activities like fishing, kayaking and exploring nearby nature preserves.

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

A Place In The Sun - Florida Keys, FL
9.7 93 reviews

A Place In The Sun

apartment, Tavernier
This waterfront apartment in Tavernier is ideally located within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's main attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The two-bedroom apartment spans 79 square metres and comfortably accommodates up to four guests. Enjoy a range of amenities including a private pool, fenced yard, and a fully equipped kitchen, as well as access to a shared swimming pool, jacuzzi, garden, tennis court, and parking.
Luxury Villa-60 Ft Pool-jacuzzi-endless Amenities- - Florida Keys, FL
No reviews

Luxury Villa-60 Ft Pool-jacuzzi-endless Amenities-

house, Marathon
This luxurious six-bedroom villa in Marathon, Florida, is situated approximately 6.4 kilometres from the Florida Keys Aquarium Encounters and a short drive from Captain Hook's Marina Dive Centre and A Deep Blue Dive Centre.
The 557-square-metre property boasts seven bathrooms, accommodates up to 22 guests, and features a 18-metre private pool, hot tub, jacuzzi, fully equipped kitchen, terrace, on-site bar, and concierge service.
Key Largo Villa Kawama J3 - Florida Keys, FL
9.0 12 reviews

Key Largo Villa Kawama J3

house, Key Largo
KAWAMA J3, a Key Largo holiday home, is situated close to beaches and lagoons, 7.2 kilometres from John Pennekamp Coral Reef State Park and 8.8 kilometres from Pigeon Key.
This 111-square-metre property boasts three bedrooms, three bathrooms, two living rooms, a private terrace with sea views, a swimming pool, and can accommodate up to 19 guests; free bikes and canoes are available for exploring the area.
79 M² Condo ∙ 1 Bedroom ∙ 4 Guests - Florida Keys, FL
10 4 reviews

79 M² Condo ∙ 1 Bedroom ∙ 4 Guests

apartment, Marathon
This newly constructed one-bedroom flat in Marathon's Marina district offers direct access to the Atlantic Ocean and stunning marina views, placing you within easy reach of local attractions.
This 79 square meter apartment accommodates up to four guests and features air conditioning, a fully equipped kitchen, and access to the Keys' largest Olympic-sized swimming pool, alongside on-site BBQ grills and Tiki huts.

Best Florida Keys, FL holiday rentals with parking

Bay Harbor Lodge - Florida Keys, FL
9.3 1139 reviews

Bay Harbor Lodge

house, Key Largo
The Bay Harbor Lodge is located in Key Largo, a short drive from both Everglades National Park and Pennekamp Coral Reef State Park, offering easy access to two of the area's most popular attractions. It boasts excellent user, location and cleanliness ratings, making it a great choice for travellers.
The lodge provides a comfortable and convenient stay with a range of amenities, including a seasonal outdoor pool, a small library and concierge services. Guests can enjoy the small beach and fishing pier, as well as free Wi-Fi access in public areas.
Sunrise Penthouse 3316 Ocean Pointe 1br 2ba - Florida Keys, FL
10 1 review

Sunrise Penthouse 3316 Ocean Pointe 1br 2ba

house, Tavernier
This holiday cottage in Tavernier is a 13-minute walk from Harry Harris Park Beach, 5 kilometres from Pigeon Key, and 14.5 kilometres from the Theatre of the Sea.
This 85 square metre holiday home accommodates up to 7 guests and features air conditioning, a hot tub, a garden, parking, and a fully equipped kitchen with a dishwasher and microwave.
Waterfront Cottage W/ Motherinlaw Suite&boat Slip - Florida Keys, FL
9.9 183 reviews

Waterfront Cottage W/ Motherinlaw Suite&boat Slip

apartment, Duck Key
This charming waterfront holiday home is situated on Conch Key, just a short distance from Duck Key in the Florida Keys. It has consistently received excellent ratings for its location, cleanliness and overall experience.
The accommodation is a traditional Conch house, offering a unique and authentic experience of the Keys' architectural heritage. Guests have access to a range of amenities, including a private boat slip, a 23-foot sailboat, kayaks, bicycles, a fully equipped kitchen and a BBQ grill.
Mile Marker Mahi - Venture Out #465 - Florida Keys, FL
9.6 55 reviews

Mile Marker Mahi - Venture Out #465

cottage, Cudjoe Key
This charming cottage is situated on Cudjoe Key, just 1.5km from Venture Key and 4km from Florida Keys Beaches, offering a peaceful escape from the hustle and bustle. The cottage has received excellent guest reviews, highlighting its tranquil setting and comfortable amenities.
The property features two bedrooms and two bathrooms, spanning 79 square metres and accommodating up to four guests. Guests can enjoy a fully equipped kitchen, a private patio, a luxurious spa tub, and barbecue grills, making it perfect for a relaxing and enjoyable stay.
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