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

🌴Ms. Marriott’s 12+beds Luxury Stay. - Florida Keys, FL
10 2 reviews
Florida Keys, FL
07/24 – 07/27
$890/nighttotal: $2670 (3 )

🌴Ms. Marriott’s 12+beds Luxury Stay.

1 14
house , Kendall
This multi-family home in Kendall, located just off the expressway and less than 1 mile from Zoo Miami, offers flexible rental options for groups of up to 19 guests.
This property features a SwimSpa, a huge courtyard, and 3 kitchens, making it ideal for large gatherings, with easy access to Miami Beaches, the Everglades, and Florida Keys-Key West.
Convenient Central Marathon Location, Canal View. - Florida Keys, FL
9.6 53 reviews
Florida Keys, FL
06/27 – 07/04
$216/nighttotal: $1512 (7 )

Convenient Central Marathon Location, Canal View.

1 2
apartment , Marathon
This Marathon Shores vacation home is located within a 10-minute walk of Captain Hooks Marina and Dive Center, Coco Plum Beach, and San Pablo Catholic Church. The one-bedroom, one-bathroom house sleeps four guests and features a fully equipped kitchen, a barbecue grill, a terrace, and a garden.
Saltwater Social ~ Game Room ~ Pool ~ Dock ~ Views - Florida Keys, FL
9.3 6 reviews
Florida Keys, FL
12/26 – 01/03
$1693/nighttotal: $13544 (8 )

Saltwater Social ~ Game Room ~ Pool ~ Dock ~ Views

1 10
house , Marathon
This canal-front house in Marathon, Florida Keys, offers direct ocean access via a 75-foot private dock, placing you close to local attractions and the Florida Keys waters. This four-bedroom, three-bathroom vacation rental accommodates up to 10 guests and features a heated saltwater swimming pool, a dedicated game room, an outdoor kitchen island, and a private putting green.
Fish, Dive, Snorkel & Unwind-coral Reefs, Pool, Pickleball & Onsite Bar - Florida Keys, FL
9.7 127 reviews
Florida Keys, FL
09/01 – 09/04
$301/nighttotal: $903 (3 )

Fish, Dive, Snorkel & Unwind-coral Reefs, Pool, Pickleball & Onsite Bar

2 2
apartment , Tavernier
This waterfront condo in Tavernier offers stunning views and is within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park. With excellent user, location, and cleanliness ratings, this apartment is a great choice for travelers.
The apartment has two bedrooms, two bathrooms, and a floor area of 940 square feet, accommodating up to six guests. It features a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a jacuzzi, a terrace or balcony, a garden, a spa, a tennis court, and parking.

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 Half-duplex With 30-ft. Dock, Sitting Pool, And Private Beach Access - Florida Keys, FL
8.8 33 reviews
Florida Keys, FL
12/26 – 01/03
$842/nighttotal: $6736 (8 )

Waterfront Half-duplex With 30-ft. Dock, Sitting Pool, And Private Beach Access

4 10
apartment , Key Colony Beach
This canal-front half-duplex in the city center of Key Colony Beach offers direct canal access with a 30-foot dock and is located a short distance from Inch Beach and the Key Colony Beach Golf Course.
This 1530 square foot residence features a two-floor layout with a main-level master suite, upstairs guest bedrooms each with a balcony, a heated soaking pool, and capacity for 10 guests.
Ocean View Condo With Balcony/marina View - Florida Keys, FL
9.2 358 reviews
Florida Keys, FL
08/04 – 08/07
$343/nighttotal: $1029 (3 )

Ocean View Condo With Balcony/marina View

2 4
apartment , Tavernier
This 2-bedroom apartment is located in Tavernier, a short 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful Florida Keys beaches and a peaceful retreat from the hustle and bustle. The apartment has excellent user, location, and cleanliness ratings.
The 860-square-foot apartment can comfortably accommodate up to 6 guests. Amenities include a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a sauna, a tennis court, and free parking.
Deja Blue Suite - Ocean Pointe 1409 - Florida Keys, FL
9.8 170 reviews
Florida Keys, FL
09/01 – 09/04
$301/nighttotal: $903 (3 )

Deja Blue Suite - Ocean Pointe 1409

2 2
apartment , Tavernier
This waterfront apartment is located in Tavernier, Florida, just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful Florida Keys waters. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
This 2-bedroom, 2-bathroom apartment comfortably accommodates up to 6 guests in its 980 square feet of space. The apartment offers a range of amenities for a relaxing stay, including a swimming pool, a spa, a tennis court, and a garden, as well as a fully equipped kitchen and free WiFi.
Beachside Unit 22 - Key Colony - Florida Keys, FL
9.7 159 reviews
Florida Keys, FL
09/01 – 09/04
$316/nighttotal: $948 (3 )

Beachside Unit 22 - Key Colony

1 2
apartment , Key Colony Beach
This Key Colony Beach apartment is just a short 10-minute walk from both Sunset Park Beach and Coco Plum Beach, offering easy access to the beautiful Florida Keys coastline. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The apartment features a comfortable living space with a sofa bed and dining area, perfect for accommodating up to 4 guests. Enjoy a fully equipped kitchen, a private balcony, and access to a community pool and barbecue grills for relaxing and entertaining.

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

Ocean Front,  Marina, Pool/hot Tub, Private Beach, Bar/cafe - Florida Keys, FL
9.2 154 reviews
Florida Keys, FL
06/27 – 07/04
$209/nighttotal: $1463 (7 )

Ocean Front, Marina, Pool/hot Tub, Private Beach, Bar/cafe

1 2
apartment , Tavernier
This oceanfront apartment is located in Tavernier, Florida, on a 65-acre private resort, close to the newly renovated marina, clubhouse, and private beach. This rental has an excellent user rating.
The apartment offers 600 square feet of space with one bedroom, one bathroom, and a capacity for four guests. The apartment includes a private terrace, a fully equipped kitchen, a swimming pool, a Jacuzzi, and access to a range of resort amenities including a spa, tennis courts, and a playground.
Oceanfront, 2 Bedroom Unit At Ocean Pointe Condominium - Florida Keys, FL
9.7 92 reviews
Florida Keys, FL
07/26 – 08/01
$412/nighttotal: $2472 (6 )

Oceanfront, 2 Bedroom Unit At Ocean Pointe Condominium

2 4
apartment , Tavernier
This waterfront apartment in Tavernier, Florida is just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. Guests consistently rate the apartment excellent for its cleanliness, location, and overall experience.
The two-bedroom, two-bathroom apartment spans 850 square feet and comfortably accommodates up to four guests. Enjoy the private pool, fenced yard, and on-site amenities like a tennis court, jacuzzi, and garden, perfect for relaxing and enjoying the Florida sunshine.
Work Remote, Or Not At All, In Paradise At This Cozy, Beachy Condo! - Florida Keys, FL
9.6 90 reviews
Florida Keys, FL
06/27 – 07/04
$333/nighttotal: $2331 (7 )

Work Remote, Or Not At All, In Paradise At This Cozy, Beachy Condo!

2 2
apartment , Islamorada, Village of Islands
This Islamorada condo rental boasts an oceanfront location near Old Road Gallery, Founders Park, and Islamorada County Park, all within 1.8 miles.
The 850-square-foot unit features three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, swimming pool, jacuzzi, and free Wi-Fi.
Walk To Beach: Florida Keys Gem W/ Ocean Views - Florida Keys, FL
9.6 4 reviews
Florida Keys, FL
12/26 – 01/03
$632/nighttotal: $5056 (8 )

Walk To Beach: Florida Keys Gem W/ Ocean Views

2 10
apartment , Layton
This Layton, Long Key beachfront townhome offers direct beach access with chairs and umbrellas, and is located two miles from Long Key State Park, seven miles from the Dolphin Research Center, and thirteen miles from Florida Keys Aquarium Encounters.
This 1,370-square-foot property features two bedrooms, two bathrooms, sleeps ten guests, and includes a pool, boat dock, picnic area, community food truck, three balconies, a full kitchen with a stovetop and double oven, and pet-friendly accommodations (fee applies).

Best Florida Keys, FL vacation rentals with parking

Family Fun Oceanside! Condo With Pool + Beach - Florida Keys, FL
9.8 183 reviews
Florida Keys, FL
07/26 – 08/01
$426/nighttotal: $2556 (6 )

Family Fun Oceanside! Condo With Pool + Beach

2 4
apartment , Tavernier
This waterfront apartment in Tavernier is conveniently located just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to beautiful beaches and a peaceful setting. Guests consistently rate the apartment excellent for its location, cleanliness, and overall experience.
The 900-square-foot apartment comfortably accommodates up to four guests with two bedrooms and two bathrooms. Enjoy a fully equipped kitchen, a relaxing outdoor pool and spa, and a variety of other amenities for a comfortable and enjoyable stay.
Dharma Home Suites South Miami At Red Road Commons - Florida Keys, FL
9.5 1675 reviews
Florida Keys, FL
07/24 – 07/27
$1211/nighttotal: $3633 (3 )

Dharma Home Suites South Miami At Red Road Commons

3 14
apartment , South Miami
The Dharma Home Suites South Miami at Red Road Commons is located in South Miami, close to the University of Miami and a short drive from Cocowalk Shopping Center and Vizcaya Museum. This apartment has excellent user, location, and cleanliness ratings, making it a great choice for travelers.
The two-bedroom apartment features a fully equipped kitchen with a dishwasher, oven, and coffee machine. Guests can enjoy amenities like a swimming pool, fitness center, and a terrace or balcony, providing a comfortable and relaxing stay.
Private Pool, Hot Tub, Boat Dock, Putting Green - Florida Keys, FL
9.8 55 reviews
Florida Keys, FL
12/26 – 01/03
$1787/nighttotal: $14296 (8 )

Private Pool, Hot Tub, Boat Dock, Putting Green

1 10
apartment , Marathon
This Marathon Shores vacation home is located a 15-minute walk from Captain Hooks Marina, Sunset Park Beach, and Coco Plum Beach, and less than 1.2 miles from the Marathon Visitor Center.
This 2140-square-foot house features four bedrooms, three bathrooms, sleeps ten guests, and includes a private pool, Jacuzzi, fully equipped kitchen, and barbecue grills.
Ocean Breeze House - Sleeps 8 - Escape The Cold; Our Pool Is Heated! - Florida Keys, FL
9.4 32 reviews
Florida Keys, FL
08/04 – 08/07
$539/nighttotal: $1617 (3 )

Ocean Breeze House - Sleeps 8 - Escape The Cold; Our Pool Is Heated!

2 4
cottage , Cudjoe Key
This Summerland Key vacation home is less than 1.2 miles from Florida Keys beaches, Crab Key, and Pye Key, offering easy access to water activities and located within 6 miles of Coupon Bight Aquatic Preserve and Venture Out Keys.
This 1500-square-foot rental boasts two bedrooms, two bathrooms, sleeps eight guests, and includes a private pool, terrace, free Wi-Fi, a fully equipped kitchen, in-unit laundry, and an on-site arcade.
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