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

Manatee Quay-i Canal Waterfront,access Beach Club! - Florida Keys, FL
9.4 132 reviews

Manatee Quay-i Canal Waterfront,access Beach Club!

house, Key Colony Beach
This Key Colony Beach vacation rental is located just a mile from Coco Plum Beach and Sunset Park Beach, offering easy access to the beautiful Florida Keys coastline. The property has received excellent ratings for its location, cleanliness, and overall experience.
This 1-bedroom, 1-bathroom home can comfortably accommodate 4 guests in its 720 square feet of space. Enjoy amenities like a private pool, a tennis court, and a garden, perfect for relaxing and enjoying the beautiful surroundings.
Coconut Cay Resort - Florida Keys, FL
8.4 2356 reviews

Coconut Cay Resort

resort, Marathon
Coconut Cay Resort is located on Florida's Gulf Coast in Marathon, just a short drive from popular attractions like Sombrero Beach, the Seven Mile Bridge, and the Dolphin Research Center. This resort has received high ratings for its location, cleanliness, and overall experience.
The resort offers a variety of amenities and activities to keep guests entertained, including a swimming pool, a tennis court, and a restaurant. Guests can also enjoy free Wi-Fi, complimentary breakfast, and on-site parking.
Cozy 2 Br/2 Bath Home In Cudjoe - Florida Keys, FL
9.8 89 reviews

Cozy 2 Br/2 Bath Home In Cudjoe

apartment, Cudjoe Key
This Cudjoe Key apartment is located in the Venture Out community, just a short distance from the beach and a few miles from the historic downtown area. It has received excellent ratings for user experience, location, and cleanliness.
This 2-bedroom, 2-bathroom vacation rental can comfortably accommodate up to 6 guests. Enjoy access to a shared pool, tennis courts, a playground, a private patio, a fully-equipped kitchen, and a comfortable living space perfect for relaxing and enjoying the Florida lifestyle.
Poolside Miami Paradise With Bbq & Outdoor Lounge - Florida Keys, FL
9.0 1 review

Poolside Miami Paradise With Bbq & Outdoor Lounge

house, Country Walk
This Country Walk house is located 10 miles from Fruit Spice Park and 14 miles from the University of Miami, offering convenient access to area attractions.
This 2550 square foot residence accommodates up to 9 guests with 4 bedrooms and 3 bathrooms, featuring a private pool, garden, outdoor lounge with BBQ, and complimentary Wi-Fi and parking.

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

Captain Pip's Marina & Hideaway - Florida Keys, FL
8.7 2315 reviews

Captain Pip's Marina & Hideaway

resort, Marathon
Captain Pip's Marina & Hideaway is a waterfront resort in Marathon, Florida, just 0.9 miles from the Seven Mile Bridge and 4 miles from Sombrero Beach. The resort has received very good ratings for its cleanliness and user experience, and an excellent rating for its location.
The resort offers comfortable rooms with amenities like flat-screen TVs, microwaves, refrigerators, toasters, and coffee makers. Guests can enjoy a range of activities, including swimming, fishing, snorkeling, and parasailing, as well as dining at the on-site restaurant, Porky's Bayside Restaurant, which features delicious barbecue and fresh seafood.
Pool & Canal-view Townhouse | Miami Oasis + Bbq - Florida Keys, FL
10 2 reviews

Pool & Canal-view Townhouse | Miami Oasis + Bbq

apartment, Kendale Lakes
This canal-side townhouse in Kendale Lakes, Florida, is conveniently located 9.4 miles from the University of Miami, 11 miles from CocoWalk, and within 7 miles of Dolphin Mall and Miami International Mall.
The one-bedroom, one-bathroom apartment features a private pool and fire pit, a terrace with garden views, free Wi-Fi, free parking, and accommodates up to 15 guests, making it ideal for families or large groups visiting Kendale Lakes.
Key Largo Villa, Kawama K5 - Florida Keys, FL
9.6 15 reviews

Key Largo Villa, Kawama K5

house, Key Largo
This Key Largo beachfront home offers direct beach access and is conveniently located 4.5 miles from John Pennekamp Coral Reef State Park and 5.4 miles from Pigeon Key.
The 1,190-square-foot vacation rental boasts three bedrooms, three bathrooms, two living rooms, sleeps up to 15 guests, and includes a private patio with barbecue, swimming pool, tennis court, and free Wi-Fi.
Summer Deals! Lux Oceanfront 1350sf - Great Views! - Florida Keys, FL
9.6 389 reviews

Summer Deals! Lux Oceanfront 1350sf - Great Views!

apartment, Key Largo
This beachfront apartment is located in Key Largo's city center, just a mile from Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, with Bluefin Rock Harbor Marina and North Nest Key within a three-mile radius. The apartment has excellent user, location, and cleanliness ratings.
This 1350 square foot apartment comfortably sleeps 6 guests in two bedrooms and two bathrooms. The apartment features a private pool, a fully equipped kitchen, free WiFi, a DVD player, and housekeeping services.

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

Beachfront Condo On Coco Plum Beach W/heated Pool - Florida Keys, FL
9.8 71 reviews

Beachfront Condo On Coco Plum Beach W/heated Pool

apartment, Marathon
This two-bedroom, two-bathroom condo is located on Coco Plum Beach in Marathon, Florida Keys, offering direct ocean views and private beach access.
The 880-square-foot rental boasts a remodeled kitchen, a private screened balcony, and access to a heated pool, comfortably accommodating up to four guests.
Deja Blue Suite  [Ocean Pointe 1409] - Florida Keys, FL
9.8 172 reviews

Deja Blue Suite [Ocean Pointe 1409]

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.
2br - Key Largo Sunshine Getaway - Florida Keys, FL
9.8 180 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.
Ocean Front Serenity Awaits - Florida Keys, FL
10 2 reviews

Ocean Front Serenity Awaits

apartment, Marathon
This oceanfront Marathon apartment, an 11-minute walk from the Florida Keys Aquarium Encounters and 30 miles from Upper Matecumbe Key, offers stunning views and easy access to local attractions.
This 850-square-foot unit features one bedroom, two bathrooms, sleeps seven, and includes a fully equipped kitchen, private balcony, free Wi-Fi, and access to a swimming pool, barbecue facilities, and a shared lounge.

Best Florida Keys, FL vacation rentals with parking

Kawama L4 In Key Largo, Beach, Lagoon, Pools, Tennis And Free Bikes - Florida Keys, FL
10 2 reviews

Kawama L4 In Key Largo, Beach, Lagoon, Pools, Tennis And Free Bikes

house, Key Largo
KAWAMA L4, a Key Largo vacation home, is conveniently located near beaches and lagoons, just 4.5 miles from John Pennekamp Coral Reef State Park and 4.6 miles from Dolphin Cove.
This three-bedroom, three-bathroom house sleeps 19 guests, offering two living rooms, a fully equipped kitchen, a private pool, free Wi-Fi, and free parking, plus free bikes for exploring the area.
Blackfin Resort And Marina - Florida Keys, FL
8.6 1473 reviews

Blackfin Resort And Marina

resort, Marathon
Blackfin Resort and Marina is located in Marathon, Florida, just a short drive from Sombrero Beach and within walking distance of Crane Point Museums and Nature Center. The resort has consistently received very good ratings for its location, cleanliness, and overall experience.
The resort offers a variety of accommodations, including rooms with private bathrooms and kitchenettes. Guests can enjoy the on-site restaurant and bar, swimming pool, and dive shop, as well as free Wi-Fi and parking.
Views For Days  Oceanfront Suite W/ Pool Paradise - Florida Keys, FL
9.8 186 reviews

Views For Days Oceanfront Suite W/ Pool Paradise

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.
Seafarer Key Largo Resort And Beach - Florida Keys, FL
8.7 2133 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.
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