Vacation rentals in Florida Keys, FL

15393 available vacation rental offers

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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

Luxury Farm/20 Min Keys/event/pool/games/wifi/fruit Tree/peace/nature - Florida Keys, FL
No reviews

Luxury Farm/20 Min Keys/event/pool/games/wifi/fruit Tree/peace/nature

farm, Homestead
This luxury village is located in the rural Redland district of Homestead, offering a nature-filled getaway with proximity to the Coral Castle Museum and Plaza Licenciado Benito Juarez.
This farm accommodates up to 12 guests with 3 bedrooms and 2 bathrooms, featuring a full kitchen, barbecue area, swimming pool, ping pong table, and pool table, and can host events with advance notice.
Villa Valbuena Ocean Pearl Key Largo Pool Restaurant Marina Pickleball - Florida Keys, FL
9.6 14 reviews

Villa Valbuena Ocean Pearl Key Largo Pool Restaurant Marina Pickleball

apartment, Tavernier
This Tavernier apartment rental is conveniently located a 13-minute walk from Harry Harris Park Beach, and within a short drive of Pigeon Key, Upper Matecumbe Key, and Windley Key Fossil Reef Geological State Park.
This remodeled one-bedroom, two-bathroom unit sleeps up to 11 guests and boasts a fully equipped kitchen, free Wi-Fi, private parking, a balcony, a swimming pool, and a Jacuzzi.
Casabay 4 Bed 2 Bath House Ultimate Backyard Fun - Florida Keys, FL
8.7 16 reviews

Casabay 4 Bed 2 Bath House Ultimate Backyard Fun

house, Cutler Bay
This Cutler Bay house, located 11 miles from both Fruit & Spice Park and the University of Miami, offers easy access to local attractions.
The 2,000-square-foot home features a spacious four-bedroom, two-bathroom layout, accommodating up to 23 guests and including amenities such as a fully equipped kitchen, private bar, yard with play equipment, and free parking and Wi-Fi.
New ! Lagoon-front Townhouse With Marina! Day Dreams Key Largo. - Florida Keys, FL
10 62 reviews

New ! Lagoon-front Townhouse With Marina! Day Dreams Key Largo.

apartment, Key Largo
This 2-bedroom house in Key Largo offers direct access to local attractions, situated near the Caribbean Club Bar, Christ of the Abyss statue, and a short drive from John Pennekamp Coral Reef State Park.
This accommodation features a king and queen bed, sleeping up to 8 guests, with amenities including air conditioning, a full kitchen, a swimming pool, and a marina for boating enthusiasts.

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

Beautiful Condo With A Balcony - Florida Keys, FL
9.8 59 reviews

Beautiful Condo With A Balcony

apartment, Tavernier
This Tavernier apartment rental boasts stunning views of the protected Florida Keys mangroves and is a short distance from Harry Harris Park beach.
The newly renovated one-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen, a private balcony, access to an Olympic-size pool, jacuzzi, and onsite marina with beach access.
Miami Laid-back  5br Modern W/ Pool & Fire Pit - Florida Keys, FL
9.9 40 reviews

Miami Laid-back 5br Modern W/ Pool & Fire Pit

apartment, South Miami Heights
This five-bedroom South Miami Heights house offers a tranquil escape near Black Point and Central Florida, providing waterway access with a paved path ideal for biking and running.
The 12-guest home boasts a private tropical backyard with a pool, spa, BBQ, Peloton bike, and exterior security cameras; it includes a kitchen with a fridge, freezer, microwave, and dishwasher.
Sea Mist - Oceanfront-lake-kayak-paddleboard-bike - Florida Keys, FL
9.7 310 reviews

Sea Mist - Oceanfront-lake-kayak-paddleboard-bike

apartment, Key Largo
This beachfront rental is situated in Key Largo, just a short drive from John Pennekamp State Park and Pigeon Key, offering easy access to the area's natural beauty and attractions. Guests consistently rate this property excellent for its location, cleanliness, and overall experience.
The 1350-square-foot apartment comfortably accommodates up to six guests with two bedrooms and two bathrooms. Enjoy amenities like a fully equipped kitchen, a private terrace with ocean views, a swimming pool, a spa, a tennis court, and complimentary water sports equipment.
Waterfront Luxury Villa 14 With Spectacular Sunset Views And Boat Slip Townhouse - Florida Keys, FL
9.9 42 reviews

Waterfront Luxury Villa 14 With Spectacular Sunset Views And Boat Slip Townhouse

house, Marathon
This waterfront vacation rental is located in Marathon, Florida, just an 8-minute walk from the Florida Keys Aquarium Encounters and 29 miles from Upper Matecumbe Key. The property has received excellent ratings for location, cleanliness, and user experience.
This 3-bedroom house can accommodate up to 8 guests and features 1600 square feet of living space. Amenities include a private boat slip, a heated pool, air conditioning, a fully equipped kitchen, free Wi-Fi, cable TV, a washing machine, a terrace, a garden, and a fitness center.

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 iconic sights. Key West is a must, with its historic Mallory Square for sunset celebrations, Ernest Hemingway's Home and Museum, and the iconic Southernmost Point Buoy. Further up the Keys, you'll find the Seven Mile Bridge, a stunning engineering feat offering breathtaking views, and Bahia Honda State Park, known for its pristine beaches and snorkeling opportunities. Don't miss exploring the charming towns along the Overseas Highway, each with its own unique character.
  • 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 At Mine | Lovely Suite Steps From Duval Street 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 Keys are known for their vibrant coral reefs, part of the third-largest barrier reef system in the world. You can witness incredible marine life while snorkeling or diving. The unique ecosystem also supports diverse bird populations, making birdwatching a popular activity. Additionally, the area experiences stunning sunsets, particularly at Mallory Square in Key West.
  • 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 (essential!), sunglasses, a hat, and insect repellent. Comfortable walking shoes are a must, as are water bottles to stay hydrated in the Florida heat. Don't forget your camera to capture the stunning scenery and marine life. If you plan on water activities, bring appropriate gear like snorkeling equipment or water shoes.
  • 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 many events throughout the year. Key West's Fantasy Fest is a popular Halloween celebration, known for its vibrant costumes and parades. The Conch Republic Independence Celebration in Key West is another quirky and fun event. Numerous smaller festivals and events are held throughout the Keys, often centered around local seafood and maritime traditions. 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 will vary greatly depending on your travel style. For a budget-conscious trip, you could manage on around $150-$250 per day, covering basic accommodation, casual meals, and some activities. Mid-range travelers might spend $300-$500 per day, while luxury travelers could easily exceed $1000 per day. Transportation costs will depend on whether you rent a car or use other methods.
  • 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, Marlin Bay Resort & Marina Managed By Elite Alliance Hospitality and Key West Villas.

  • 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 many excellent seafood restaurants. Look for places specializing in fresh, locally caught fish. Key West has many options, but exploring smaller towns along the Overseas Highway often reveals hidden gems. Must-try dishes include fresh Key West pink shrimp, stone crab claws (seasonal), and conch fritters. Many restaurants offer local variations on Caribbean cuisine.
  • What are some less-famous attractions in the Florida Keys, FL, United States that are worth the visit?

    Consider visiting the Turtle Hospital in Marathon, which rehabilitates injured sea turtles. The History of Diving Museum in Islamorada offers a fascinating glimpse into underwater exploration. Exploring the smaller, less-visited islands and beaches along the Overseas Highway can offer a more secluded and peaceful experience. Check out local guides for hidden coves and snorkeling spots.
  • What are the best activities for engaging with locals and understanding their culture in the Florida Keys, FL, United States?

    Visiting local markets, attending community events, and chatting with staff at smaller, family-run businesses can offer a more authentic cultural experience. Consider taking a guided tour that focuses on local history and traditions. Many smaller towns host regular events that showcase local arts and crafts.
  • What unique natural landscapes and terrain features can travelers explore in the Florida Keys, FL, United States?

    The Florida Keys' unique landscape is defined by its low-lying islands, mangrove forests, and of course, the coral reefs. Exploring the various state parks offers opportunities to hike, bike, and kayak through these diverse ecosystems. The beaches vary from fine white sand to rocky shores, each offering a different experience.
  • How many days are ideal for visiting the Florida Keys, FL, United States, and what are some itinerary suggestions?

    A week is a good amount of time to explore the Keys thoroughly, allowing you to visit Key West and several other islands at a leisurely pace. A shorter trip (3-4 days) can focus on Key West and the immediate surrounding areas. Many itineraries center around driving the Overseas Highway, stopping at various points of interest along the way. Consider splitting your time between exploring Key West's attractions and enjoying the natural beauty of the other islands.
  • How is the weather in the Florida Keys, FL, United States during high season?

    High season (generally November to April) offers warm, sunny weather, ideal for outdoor activities. Temperatures typically range from the low 70s to the low 80s Fahrenheit. However, it's always wise to pack layers, as evenings can be cooler, and occasional rain showers are possible.

Nearby regions

Best Florida Keys, FL vacation rentals with a balcony

Seafarer Key Largo Resort And Beach - Florida Keys, FL
8.7 2123 reviews

Seafarer Key Largo Resort And Beach

resort, Key Largo
Seafarer Key Largo Resort And Beach is located just three minutes from the center of Key Largo, close to the Atlantic Ocean and within five miles of both John Pennekamp Coral Reef State Park and the Tavernier Towne II Shopping Center. The resort consistently receives high ratings for location, cleanliness, and overall experience.
The resort offers a variety of accommodations, including rooms, apartments, and villas. Guests can enjoy direct beach access, complimentary continental breakfast, free kayak rentals, and on-site amenities like barbecue facilities and beach hammocks.
Spacious Tropical Farmhouse Near Miami, Everglades & Florida Keys - Florida Keys, FL
9.2 115 reviews

Spacious Tropical Farmhouse Near Miami, Everglades & Florida Keys

house, Princeton
Maria's Farm House is located in Homestead, Florida, just a short drive from popular attractions like Fruit Spice Park, Florida Keys Factory Shops, and Homestead Miami Speedway. The house boasts excellent user, location, and cleanliness ratings, making it a highly recommended option for travelers.
This 3-bedroom, 2-bathroom home comfortably sleeps up to 6 guests and features a spacious 1500 square foot layout. The home offers modern amenities like a fully equipped kitchen, free Wi-Fi, air conditioning, and a patio with garden views, perfect for enjoying the Florida weather.
Isla Bella Beach Resort & Spa - Florida Keys - Florida Keys, FL
8.7 585 reviews

Isla Bella Beach Resort & Spa - Florida Keys

resort, Marathon
Isla Bella Beach Resort & Spa - Florida Keys is conveniently located in Marathon, Florida, just a short drive from the Seven Mile Bridge and the Florida Keys Aquarium Encounters. The resort consistently receives high ratings for its location, cleanliness, and overall experience.
The resort offers various accommodations, from spacious rooms with private balconies to luxurious suites. Guests can enjoy a range of amenities, including a private beach, a spa, a fitness center, and multiple dining options.
Beachside Unit 19 - Sunrises From Private Beach - Florida Keys, FL
9.5 108 reviews

Beachside Unit 19 - Sunrises From Private Beach

apartment, Key Colony Beach
This Key Colony Beach apartment is just a short walk from two beautiful beaches, Sunset Park Beach and Coco Plum Beach, and a short drive from Curry Hammock State Park. It has received excellent ratings for location, cleanliness, and overall experience.
The apartment is a 460 square foot unit with one bathroom and can comfortably accommodate up to four guests. It offers a fully equipped kitchen, a dining area, a balcony, a TV, and access to a swimming pool, barbecue grills, and a garden.

Best Florida Keys, FL vacation rentals with parking

Lime Tree Bay Resort - Florida Keys, FL
8.9 5180 reviews

Lime Tree Bay Resort

resort, Layton
Lime Tree Bay Resort is located on Long Key, a small island between Islamorada and Marathon, offering a private beach experience. The resort has received very good ratings for its location, cleanliness, and overall experience.
The resort features spacious rooms with modern amenities, including flat-screen TVs, microwaves, and refrigerators. Guests can enjoy a variety of amenities and activities, including two swimming pools, a private beach, water sports, a spa, a restaurant, a bar, and a fitness center.
Key Largo Home - Florida Keys, FL
10 7 reviews

Key Largo Home

apartment, Tavernier
This centrally located Tavernier dwelling offers convenient access, situated a few blocks from Harry Harris Park and approximately two miles from John Pennekamp State Park and popular venues like Tiki Bar / Hog Heaven.
This three-bedroom condo accommodates up to five guests and features air conditioning, internet, a full kitchen, a garden, parking, and a tiki hut, providing a private home experience with a dedicated work desk.
Oceanside, Pet Friendly, 2/2 Smart Home With Paddle Equip.-sups, Kayaks - Florida Keys, FL
9.9 104 reviews

Oceanside, Pet Friendly, 2/2 Smart Home With Paddle Equip.-sups, Kayaks

house, Marathon
This oceanfront Marathon, Florida home is located within walking distance of Captain Hook's Marina Dive Center and Florida Keys Aquarium Encounters, offering easy access to area attractions.
This 1,030-square-foot vacation rental boasts two bedrooms, two bathrooms, a fully equipped kitchen, outdoor barbecue, patio, and included kayaks and paddleboards, perfect for exploring the Florida Keys.
Stary Net - Ocean Waterfront 3br 3ba Home - Florida Keys, FL
10 16 reviews

Stary Net - Ocean Waterfront 3br 3ba Home

apartment, Key Largo
This Wynken Blynken and Nod vacation home in Key Largo is conveniently located 1.7 miles from Bluefin Rock Harbor Marina and within 6 miles of popular attractions like North Nest Key and Jimmy Johnson's Big Chill.
This 5-bedroom, 4-bathroom house sleeps 8 guests and features a fully equipped kitchen, barbecue grills, a terrace, and a private garden; enjoy the added convenience of on-site parking and free internet access.
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