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

Waterfront Cabana 2 Key Largo - Florida Keys, FL
9.2 27 reviews

Waterfront Cabana 2 Key Largo

apartment, Key Largo
Waterfront Cabana 2 in Key Largo offers a recently renovated one-bedroom apartment, conveniently located 4.5 miles from John Pennekamp Coral Reef State Park and 4.6 miles from Dolphin Cove.
This 420-square-foot Key Largo vacation rental sleeps four and features a fully equipped kitchen with a dishwasher, free Wi-Fi, private parking, and a private entrance plus outdoor seating.
Designer Comforts & Ocean Views- Ocean Pointe 2416 - Florida Keys, FL
9.8 1724 reviews

Designer Comforts & Ocean Views- Ocean Pointe 2416

apartment, Tavernier
This Tavernier beach condo is a short walk from Baker's Cay Resort Beach and Harry Harris Park and is located in a peaceful, quiet area. The resort has received excellent ratings for its location, cleanliness, and overall experience.
The Keys Life At Ocean Pointe condo has two bedrooms and a sofa bed for comfortable accommodation. Amenities include a swimming pool, jacuzzi, tennis court, and a fully equipped kitchen, offering a relaxing and enjoyable stay with plenty of activities.
Seashells Getaway - Pool, Boat Slip/parking/ramp - Florida Keys, FL
10 15 reviews

Seashells Getaway - Pool, Boat Slip/parking/ramp

apartment, Marathon
Seashells Getaway, a ground-floor condo in Marathon's Coco Plum neighborhood, offers easy access to Florida Keys attractions.
This one-bedroom, one-bathroom unit sleeps four, featuring a coastal-themed décor, a well-equipped kitchen with dishwasher, a smart TV, and access to a heated/chilled pool, waterfront sitting area, and boat/trailer parking (additional cost, advance reservation required).
Villa Paradise | 17 Ppl | Pool | Bbq | Game Room - Florida Keys, FL
9.8 99 reviews

Villa Paradise | 17 Ppl | Pool | Bbq | Game Room

house, Country Walk
This Country Walk villa, a 13-minute drive from Miami Executive Airport, provides easy access to Miami's attractions.
This spacious 6-bedroom, 3-bathroom home sleeps up to 17 guests, boasting a private pool, game room with pool table and foosball, fully equipped kitchen, and kid-friendly amenities including a crib and safety gate, plus in-unit laundry and self check-in.

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

Dapper Dolphin | Canal View + Breakfast + Pool - Florida Keys, FL
9.9 119 reviews

Dapper Dolphin | Canal View + Breakfast + Pool

apartment, Marathon
This waterfront apartment is located in Marathon, Florida, just a short drive from the Florida Keys Aquarium Encounters and Captain Hook's Marina Dive Center, offering easy access to local attractions and activities. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience.
The one-bedroom apartment comfortably accommodates up to four guests. Enjoy a range of amenities, including a private pool, a tiki bar and restaurant, a boat ramp, free Wi-Fi, a fully equipped kitchen, and air conditioning.
Bahama Gardens - Conch House - Florida Keys, FL
9.7 397 reviews

Bahama Gardens - Conch House

house, Key West
This Key West home is conveniently located in the heart of the island, just a short walk from both the beautiful beaches of South Beach and Fort Zachary Taylor State Park, as well as the lively Duval Street. The home has received excellent ratings for location, cleanliness, and user experience.
The vacation home features two bedrooms, a fully equipped kitchen, a spacious living room, and a dining area, making it perfect for families or groups of friends. Guests can enjoy a private hot tub, a sun terrace, an indoor play area, a pool, and a garden, as well as access to a tennis court, parking, and a concierge service.
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.
Beachside Unit 34- Pool, Private Beach And Tiki's! - Florida Keys, FL
9.7 119 reviews

Beachside Unit 34- Pool, Private Beach And Tiki's!

apartment, Key Colony Beach
This apartment is ideally located in Key Colony Beach, within walking distance from Sunset Park Beach and Coco Plum Beach, and a short drive away from Curry Hammock State Park. The apartment has received excellent ratings for its user experience, location, and cleanliness.
It features a spacious 460 square feet layout with one bathroom and can accommodate up to four guests. It boasts a fully equipped kitchen, a private balcony, and access to a swimming pool, a garden, and a parking space. Guests can also enjoy outdoor grilling and explore the nearby San Pablo Catholic Church, a local landmark.

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

Full Time Lic Mgr - Modern 4 Bed 4 Bath Villa - Upscale Oceanfront Resort - Indoor Pickleball - Speakeasy! - Florida Keys, FL
9.7 521 reviews

Full Time Lic Mgr - Modern 4 Bed 4 Bath Villa - Upscale Oceanfront Resort - Indoor Pickleball - Speakeasy!

house, Key Largo
This luxury penthouse suite is located in Key Largo, just a short drive from Pigeon Key and John Pennekamp State Park, offering easy access to the natural beauty of the Florida Keys. The suite consistently receives excellent ratings for its location, cleanliness, and overall experience.
This spacious suite features three bedrooms and three bathrooms, perfect for families or groups of friends. The suite offers a private pool with ocean views, a relaxing garden, a picnic area, and a range of amenities including a fully equipped kitchen, air conditioning, and a fitness center.
Dharma Home Suites South Miami At Red Road Commons - Florida Keys, FL
9.5 1710 reviews

Dharma Home Suites South Miami At Red Road Commons

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.
Island Palms~overlooking Tennis Courts - Florida Keys, FL
9.8 164 reviews

Island Palms~overlooking Tennis Courts

apartment, Key Largo
This Key Largo yacht is located in Kawama Yacht Club, a gated community at mile marker 100, situated within John Pennekamp Coral Reef State Park and half a mile from Pilot House Marina. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
The yacht spans 1190 square feet and comfortably accommodates up to six guests in its two bedrooms and two bathrooms. Enjoy swimming, snorkeling, kayaking, and paddle boarding in the 3-acre saltwater lagoon, explore John Pennekamp Coral Reef State Park, and take advantage of the on-site tennis/pickleball courts, children's playground, and jetty.
2b/2.5b Villa At Village At Hawks Cay With Spa - Florida Keys, FL
10 419 reviews

2b/2.5b Villa At Village At Hawks Cay With Spa

house, Duck Key
This waterfront villa is located near Duck Key, within 5 kilometers of Little Conch Key, Curry Hammock State Park, and Walkers Island, making it a great base for exploring the area. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This two-bedroom home spans 900 square feet and comfortably accommodates up to six guests. Enjoy a private pool, sauna, and spa tub, along with modern amenities like free Wi-Fi, a fully equipped kitchen, and a terrace or balcony for outdoor relaxation.

Best Florida Keys, FL vacation rentals with parking

411 Mariners Club - Florida Keys, FL
8.6 5 reviews

411 Mariners Club

house, Key Largo
This 2,000-square-foot Key Largo vacation rental at 411 Mariners Club is conveniently located near Pigeon Key (3.3 miles) and John Pennekamp Coral Reef State Park (5.5 miles), offering easy access to snorkeling and diving.
The four-bedroom, three-bathroom home sleeps up to 17 guests and boasts a fully equipped kitchen, private parking, a swimming pool, Jacuzzi, and tennis court; free Wi-Fi is also provided.
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.
Waterfront Islamorada Condo  Heated Pool, Marina & Deeded Boat Slip - Florida Keys, FL
10 68 reviews

Waterfront Islamorada Condo Heated Pool, Marina & Deeded Boat Slip

apartment, Islamorada, Village of Islands
This Islamorada condo, located at mile marker 88.5, offers access to Robbie's Marina and Theater of the Sea, with Miami 67 miles north.
This 950 square foot apartment sleeps 6 guests and features 2 bedrooms, 2 bathrooms, a full kitchen, a private balcony, and access to resort amenities including a heated pool, tennis courts, and a deeded boat slip with water and electric.
Duck Key Getaway: Charming 3br Condo With Water Views, Steps From Angler & Ale, Near Marathon - Florida Keys, FL
8.6 61 reviews

Duck Key Getaway: Charming 3br Condo With Water Views, Steps From Angler & Ale, Near Marathon

apartment, Duck Key
This Duck Key condo, a short walk from the Angler & Ale Restaurant and Duck Key Marina, is 9 miles from Coco Plum Beach, 13 miles from Sombrero Beach, and 32 miles from Bahia Honda State Park.
This 1,370-square-foot vacation rental sleeps up to 10 guests in 4 bedrooms and 2 bathrooms, boasting a screened porch with water views, a fully equipped kitchen including a Keurig, covered parking for two vehicles, and linens/towels provided.
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