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

Hideaway #23 - Florida Keys, FL
9.5 196 reviews

Hideaway #23

house, Key Largo
The Playa Largo Ocean Residences with Resort Privileges are located in Key Largo, Florida, just a short drive from Pigeon Key and John Pennekamp State Park, known for their stunning natural beauty and diverse marine life. The property consistently receives excellent ratings for its location, cleanliness, and overall user experience.
Each residence offers a comfortable and well-equipped space for your stay. You'll enjoy access to a range of amenities, including a swimming pool, spa, fitness center, and a private terrace or balcony, perfect for relaxing and enjoying the Florida sunshine.
Beachy Townhome Perfect For A Relaxing Getaway! - Florida Keys, FL
9.8 119 reviews

Beachy Townhome Perfect For A Relaxing Getaway!

house, Duck Key
This 2-bedroom townhouse is located in Duck Key, Florida, a short 15-minute drive from the Marathon Airport and the only Tesla supercharger in the Florida Keys. The property boasts excellent user, location, and cleanliness ratings, making it a great choice for travelers seeking a comfortable and enjoyable stay.
The townhouse offers 900 square feet of space, comfortably accommodating up to 6 guests. Enjoy a private plunge pool, high-speed internet, large 4K smart TVs, and access to public resort amenities, including restaurants, bars, a marina, a spa, a fitness center, a dolphin encounter program, tennis courts, parasailing, fishing charters, boat rentals, and water sports equipment rentals.
Pebble Beach - Florida Keys, FL
No reviews

Pebble Beach

apartment, Duck Key
This two-bedroom, two-bathroom condo in Duck Key, Florida Keys, offers a tropical setting just minutes from Duck Key Marina, providing easy access to boat rentals and fishing.
This pet-friendly residence accommodates up to four guests and features a fully renovated kitchen with stainless steel appliances, renovated bathrooms, air conditioning, internet, and a garden, making it ideal for families.
The Salty Coconut ~ Waterfront ~ Dock ~ Hot Tub - Florida Keys, FL
10 2 reviews

The Salty Coconut ~ Waterfront ~ Dock ~ Hot Tub

apartment, Marathon
The Salty Coconut is a new waterfront home in Marathon, Florida, featuring a 60-foot private dock with direct ocean access approximately 1000 feet away.
This 2-bedroom, 2-bathroom house accommodates up to 6 guests and includes a rooftop hot tub with waterfront views, an outdoor kitchen, an EV charger, and parking for up to 5 vehicles and a trailer, with 2 boat slips available.

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

Ocean/marina View - Pool - Free Kayaks Pickleball - Florida Keys, FL
9.7 112 reviews

Ocean/marina View - Pool - Free Kayaks Pickleball

apartment, Key Largo
This Key Largo yacht is located in the Kawama Yacht Club, a gated community at mile marker 100, just a half mile from Pilot House Marina. This accommodation has received excellent ratings for location, cleanliness, and user experience.
The yacht offers 1,300 square feet of space and can accommodate up to 6 guests with 2 bedrooms and 2 bathrooms. Amenities include a swimming pool, a terrace, a garden, parking, a kitchen with a fridge, freezer, microwave, and dishwasher, and two kayaks for exploring the surrounding waters.
Cabins At Bonefish Bay - Florida Keys, FL
9.3 478 reviews

Cabins At Bonefish Bay

resort, Marathon
Cabins At Coconut Cay Rv And Marina in Marathon offers waterfront cabins with private bathrooms and flat-screen TVs. It features a pool, free Wi-Fi, and parking, and is close to attractions like the Florida Keys Aquarium Encounters and Captain Hook's Marina Dive Center.
The resort has excellent user and location ratings. It has one bedroom, one bathroom, and can accommodate up to six guests. The floor area is 4290 square feet. Guests can enjoy a range of amenities, including a swimming pool, outdoor garden, and nearby water-based activities like diving and snorkeling.
Key Largo Coastal Condo-ocean View ~ Pool ~ Beach - Florida Keys, FL
9.8 219 reviews

Key Largo Coastal Condo-ocean View ~ Pool ~ Beach

apartment, Tavernier
This waterfront condo is located in Tavernier, a short 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, and within 3 miles of Mariners Hospital and Florida Keys Dive Center. This rental has excellent user, location, and cleanliness ratings.
The condo has one bedroom, one bathroom, and can accommodate up to three guests in its 580 square feet. Enjoy the pool, spa, tennis court, and other amenities, including a fully equipped kitchen, a fireplace, and a washer and dryer.
Tropical Escape At Mariners Club  2br Key Largo Condo W/ Pools & Marina - Florida Keys, FL
9.2 54 reviews

Tropical Escape At Mariners Club 2br Key Largo Condo W/ Pools & Marina

apartment, Key Largo
This Key Largo condo is steps away from Baker's Cay Resort Beach and Bluefin Rock Harbor Marina, with North Nest Key and Jimmy Johnson's Big Chill within a 3-mile radius. The property has received excellent ratings for location, cleanliness, and overall user experience.
The 2-bedroom condo offers 1370 square feet of space and can comfortably accommodate up to 6 guests. Enjoy a private pool, a fitness center, a Jacuzzi, a terrace, a garden, concierge services, and a fully equipped kitchen.

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

Overlooking Lagoon And Pool - Florida Keys, FL
9.8 95 reviews

Overlooking Lagoon And Pool

house, Key Largo
This coastal cottage sits in Key Largo, overlooking the Saltwater Lagoon and offering easy access to the ocean. It's close to some of the area's best fishing, snorkeling, and diving spots, making it a great choice for water lovers. The cottage has received excellent ratings for user experience, location, and cleanliness.
The two-bedroom, two-bathroom property can comfortably accommodate up to eight guests. It features a private beach, two heated pools, a playground, outdoor BBQ areas, tennis courts, and a marina with a boat ramp.
Ragged Edge Resort & Marina - Florida Keys, FL
9.5 378 reviews

Ragged Edge Resort & Marina

resort, Islamorada, Village of Islands
Ragged Edge Resort & Marina sits in Islamorada, just a short drive from Windley Key and Upper Matecumbe Key, offering easy access to the area's natural beauty and attractions. Guests consistently rate the resort excellent for its location, cleanliness, and overall experience.
The resort features a variety of accommodations, including rooms with kitchens and balconies with ocean views. Guests can enjoy the outdoor swimming pool, terrace, free bikes, on-site grill, and free parking and Wi-Fi, making it an ideal choice for families and couples looking for a relaxing and enjoyable stay.
Oceanfront, Snowbird-friendly Home With High-speed Wifi, Ocean Views, And Dock - Florida Keys, FL
10 2 reviews

Oceanfront, Snowbird-friendly Home With High-speed Wifi, Ocean Views, And Dock

apartment, Key Largo
This waterfront vacation rental is located in Key Largo's Silver Shores neighborhood, offering canal access to the ocean and being under 2 miles from Caribbean Watersports & Enviro-Tours and Sal's Ballyhoo's restaurant.
This 2290 sq ft apartment accommodates up to 6 guests with 3 bedrooms and 3 bathrooms, featuring direct canal access to the ocean with a dock for up to a 28-foot boat, three kayaks, and free high-speed WiFi.
2br - Key Largo Sunshine Getaway - Florida Keys, FL
9.8 181 reviews

2br - Key Largo Sunshine Getaway

apartment, Tavernier
This two-bedroom condo is located in Tavernier, Florida, within the Ocean Pointe Suites resort, just 69 miles south of Miami International Airport and 98 miles from Fort Lauderdale Airport. This property has received excellent ratings for location, cleanliness, and user satisfaction.
The 860 square foot apartment comfortably accommodates up to six guests with two bedrooms, two bathrooms, and a queen sofa bed in the living room. Guests can enjoy a private beach, swimming pool, jacuzzi, and a fully equipped kitchen with stainless steel appliances.

Best Florida Keys, FL vacation rentals with parking

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |Bbq - Florida Keys, FL
9.9 295 reviews

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |Bbq

apartment, Tavernier
This Tavernier apartment is located in the Ocean Pointe Suites gated resort community, directly on the Atlantic Ocean at mile marker 92, within a mile of a shopping center and three miles from Founders Community Park. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment features two bedrooms and two bathrooms, accommodating up to six guests. Enjoy the on-site amenities, including a heated pool, Jacuzzi, BBQ picnic area, tennis courts, private beach, dock & marina, boat ramp, boat and trailer parking, and a waterfront café.
Island Getaway At Ocean Point - Florida Keys, FL
9.7 38 reviews

Island Getaway At Ocean Point

apartment, Tavernier
This Ocean Pointe Suites apartment in Tavernier's Ocean Point community offers easy walking access to a pool, tennis courts, a marina, and the beach.
The one-bedroom, one-bathroom unit sleeps four, featuring brand-new appliances, furnishings, and a plush sleeper sofa, plus access to nearby playgrounds and restaurants.
Villa 5087 On Duck Key Boat Slip Available - Florida Keys, FL
9.7 135 reviews

Villa 5087 On Duck Key Boat Slip Available

house, Duck Key
This waterfront vacation home is located in Duck Key, just a short drive from Little Conch Key, Curry Hammock State Park, and other popular attractions. It offers a peaceful and relaxing atmosphere, perfect for a getaway to the Florida Keys. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This 2-bedroom house comfortably accommodates up to 6 guests, offering 900 square feet of living space. The home features a fully equipped kitchen, a balcony with stunning water views, a garden, and parking, making it ideal for families or groups of friends looking for a comfortable and convenient stay.
Turtles Nest 2  Beach, Pool, Restaurant 2bed 2bath - Florida Keys, FL
9.9 158 reviews

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath

apartment, Tavernier
Ocean Pointe Suite, a two-bedroom condo in Tavernier, Florida, boasts stunning Atlantic Ocean views and direct access to a private beach and marina.
This 2-bathroom vacation rental sleeps six, features a fully equipped kitchen, in-unit laundry, smart TVs, and access to a pool, jacuzzi, and tennis courts, all situated on 60 acres.
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