15393 Holiday rentals and Airbnb in Florida Keys, FL
9.9 199 reviews
Penthouse Apartment Sunsets In Key Largo, Kawama Yacht Club Tower
apartment, Key Largo
This apartment is situated on the beach in Key Largo, within 2 miles of Baker's Cay Resort Beach, Jimmy Johnson's Big Chill, and Jacob's Aquatic Center. It has received excellent ratings for location, cleanliness, and user experience. The apartment has two bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, a tennis court, and parking.
9.8 34 reviews
Aqua Lodge Houseboat "Tarpon"
houseboat, Tavernier
This houseboat is located on the waterfront in Tavernier, just a 15-minute walk from Baker's Cay Resort Beach and Mariners Hospital and within 3 miles of the Florida Keys Dive Center and Harry Harris Park. The property has received excellent ratings for location, cleanliness, and user experience. The houseboat features one bedroom and one bathroom, making it ideal for a couple or small family. Amenities include a kitchen with a fridge and microwave, air conditioning, a swimming pool, a terrace, a garden, parking, and internet access. Guests can also enjoy the unique experience of living on the water, with direct access to the beautiful Florida Keys scenery and potential water activities.
9.3 44 reviews
Aqua Lodge Houseboat "Sea Turtle"
houseboat, Tavernier
This houseboat is situated in Tavernier, a short walk from Baker's Cay Resort Beach and Mariners Hospital, offering a peaceful escape from the hustle and bustle of everyday life. The property has excellent user, location, and cleanliness ratings, indicating a high-quality experience. This floating home features one bedroom and one bathroom, accommodating up to two guests. Amenities include a private pool, a terrace, and a garden, as well as internet access, air conditioning, and a kitchen with a fridge and microwave.
9.8 168 reviews
Waterfront Townhouse In Kawama
apartment, Key Largo
This waterfront property in Key Largo is within easy reach of Baker's Cay Resort Beach, Jimmy Johnson's Big Chill, and other popular attractions. It boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay. The two-bedroom, two-bathroom house spans 89 square metres and comfortably accommodates up to six guests. The property offers a range of amenities including a private pool, garden, barbecue grills, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.
9.1 60 reviews
9th St Duplex - Dock, Private Pool Club. Porch
apartment, Key Colony Beach
This Key Colony Beach duplex apartment boasts 11 metres of private deepwater dock space, offering quick boat access to both the Atlantic Ocean and the Gulf of Mexico, and is situated just under a kilometre from a private pool and beach club. The two-bedroom, two-bathroom property sleeps five, features a fully equipped kitchen, in-unit laundry, a gas grill and covered patio, and benefits from new hurricane-resistant windows and doors.
8.6 4 reviews
Treehouse Private Village Barnacle Resort
cabin, Big Pine Key
This beachfront cottage in Long Beach Estates, Big Pine Key, offers easy access to Coupon Bight Aquatic Preserve and is near Big Munson Island and Blue Hole. The 65 square metre (700 square foot) property sleeps four, boasting a bedroom, bathroom, kitchen with fridge, air conditioning, Wi-Fi, a terrace, garden, parking, and complimentary kayaks and bicycles.
9.5 35 reviews
Blue Marlin 2/2 Pool Home With 35` Dock Easy Acces
apartment, Marathon
This two-bedroom apartment is situated on a deep water canal on the Atlantic side of Marathon, offering easy access to the ocean and a 35-foot dock for boaters. The property boasts a private pool, a fully equipped kitchen, and a spacious living area, making it ideal for families or groups of up to six people.
9.4 53 reviews
P46 - Beautiful Updated Home On The Gulf Side With Pool And Dock!
apartment, Marathon
This waterfront property in Marathon is located just 5km from Crane Point Museum and Nature Center, Captain Hooks Marina and Dive Center, and Sunset Park Beach, making it a great base for exploring the area. The house has received excellent ratings for its cleanliness, location, and overall user experience. The 2-bedroom house comfortably accommodates up to 6 guests. Enjoy modern amenities such as a private pool, a fully equipped kitchen, a spa tub, and a barbecue grill, all while taking in stunning views of the water.
9.9 46 reviews
Marina To Ocean View Key Largo Ocean Pointe 5308
apartment, Tavernier
This Ocean Pointe Suites condo in Islamorada, Tavernier, enjoys a prime location in Building 5, offering close proximity to the swimming pool, marina, and beach. The two-bedroom, two-bathroom apartment sleeps four guests and boasts sweeping ocean and marina views from two balconies, a renovated kitchen with stainless steel appliances, and access to resort amenities including a Jacuzzi and garden.
9.9 114 reviews
Guest House Costa Sur
house, Florida City
This Homestead guest house, conveniently located near Everglades Alligator Farm and Homestead Bayfront Park, offers easy access to Florida City attractions. The self-catering property features one bedroom, one bathroom, and sleeps two guests, boasting a fully equipped kitchen, air conditioning, private parking, and outdoor space; nearby amenities include Florida Keys Outlet and EVO Entertainment Homestead + IMAX.
9.9 251 reviews
Tiki Time! Ocean Pointe Top Floor King 1 Br/1ba
apartment, Tavernier
This one-bedroom apartment is situated within the gated Ocean Pointe resort in Tavernier, just a short drive from John Pennekamp Coral Reef State Park and a scenic boat trip from Islamorada. The apartment has received excellent ratings for location, cleanliness, and overall user experience. The apartment is suitable for families or groups of up to four people and features a fully equipped kitchen, a spacious living room with a queen-sized sofa bed, and a private balcony with stunning ocean views. Guests can enjoy access to a range of resort amenities, including a swimming pool, hot tub, tennis court, playground, and barbecue facilities.
10 3 reviews
Ocean Front Breeze In Paradise
apartment, Marathon
Ocean Front Breeze in Paradise, a self-catering apartment in Marathon, Florida, offers stunning ocean views and is a short walk (less than 1 km) from Florida Keys Aquarium Encounters, with Captain Hook's Marina Dive Center (1.8 km) and A Deep Blue Dive Center (2.9 km) also nearby. This 425 square metre flat boasts one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen, Wi-Fi, a balcony, a swimming pool, and laundry service.
Best family friendly Florida Keys, FL holiday rentals
Among the 15393 accommodations in Florida Keys, FL, here are the 4 best family friendly rentals
9.8 149 reviews
Stay Near Jimmy Johnsons Big Chill Just A 18-min Stroll Away
apartment, Key Largo
This Key Largo apartment is conveniently located within a mile of Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, and within three miles of Jacob's Aquatic Center and Bluefin Rock Harbor Marina, making it a great base for exploring the area. It has received excellent user ratings, and the location and cleanliness have also been rated highly. The two-bedroom apartment spans 125 square metres and can accommodate up to six guests. It features a private yard, a swimming pool, a tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay for all.
9.4 181 reviews
Florida Keys Townhouse For Rent 2/2
apartment, Key Largo
This family-friendly house is located in Key Largo, just 1.6 kilometres from Baker's Cay Resort Beach and Jimmy Johnson's Big Chill, making it ideal for exploring the area's attractions. It has consistently received excellent ratings from previous guests. This two-bedroom house is 93 square metres and can accommodate up to five guests. It offers a range of amenities, including a swimming pool, a tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
10 159 reviews
Aquamarine Oceanview+special Rates+ Dock+pool+gym+spa+1535 Star Reviews!!!
apartment, Islamorada, Village of Islands
This waterfront apartment is situated in Islamorada's Matecumbe district, just a short distance from Bud n' Mary's Dive Center and Florida Keys Brewing Co., offering stunning views of the ocean and marina. The apartment has received excellent user ratings, indicating a high level of satisfaction among previous guests. The apartment is spacious, measuring 158 square metres and accommodating up to 6 guests. It features a range of amenities and activities, including a private dock, a heated pool, a hot tub, a fitness centre, lighted tennis courts, a clubhouse, and a well-equipped equipment closet.
9.9 73 reviews
2 Bed/2bath Ocean Front Canal -- Bring Your Boat Or Rent One!
apartment, Key Colony Beach
This Key Colony Beach beachfront property is located less than 1.6km from Coco Plum Beach and Sunset Park Beach, and under 3.2km from Captain Hooks Marina and Dive Centre and Curry Hammock State Park. This two-bedroom holiday home, sleeping four with a sofa bed, boasts a fully equipped kitchen, two bathrooms, a private swimming pool, Jacuzzi, terrace, garden, and free Wi-Fi, plus direct beach access and onsite amenities including barbecue grills and a playground.
Best Florida Keys, FL holiday rentals with a pool
Among the 15393 accommodations in Florida Keys, FL, here are the 4 best rentals with a pool
10 2 reviews
Ocean Front Serenity Awaits
apartment, Marathon
This oceanfront apartment in Marathon, Florida, is situated an 18-kilometre drive from the Upper Matecumbe Key and an 11-minute walk from the Florida Keys Aquarium Encounters. This 79-square-metre self-catering property boasts a spacious layout with one bedroom, two bathrooms, and can accommodate up to seven guests, offering free Wi-Fi, private parking, a swimming pool, and a patio.
No reviews
Terra Viva Club - Homestead Pool Farm
farm, Homestead
This farm offers a secluded countryside setting in Homestead, located within 1.5 kilometres of the Coral Castle Museum and Seminole Theatre, and close to Plaza Licenciado Benito Juarez Cemetery. This property features air-conditioned accommodation with private pools, a well-equipped kitchen, free wireless internet, and is ideal for families and pets, with nearby opportunities for diving, snorkelling, and horseback riding.
9.8 79 reviews
Aqua Lodge Houseboat "The Grey Lady"
houseboat, Tavernier
This houseboat is situated in Tavernier, Florida, a 15-minute walk from Baker's Cay Resort Beach and Mariners Hospital, with easy access to the Florida Keys Dive Center and Harry Harris Park. The property has received excellent ratings for its location, cleanliness, and overall experience. The houseboat offers four bedrooms and two bathrooms, and comes equipped with a kitchen, air conditioning, and a swimming pool. Guests can also enjoy a garden, parking, internet access, and the option to bring their pets.
9.6 14 reviews
New Lagoon-front Townhouse With Marina Day Dreams Key Largo
house, Key Largo
DayDreams Key Largo is a beachfront villa in Key Largo, offering direct coastal access and situated 7.4 kilometres from John Pennekamp State Park and 7.6 kilometres from Dolphin Cove. This well-appointed 1-bedroom property accommodates up to 15 guests, featuring a living room, kitchen, two bathrooms, a garden, terrace, air conditioning, WiFi, and private parking, with a 11:00 AM check-out.
Frequently asked questions about holiday 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 sights. Key West is a must, with its iconic Southernmost Point buoy, Ernest Hemingway Home and Museum, and the captivating sunset celebrations at Mallory Square. Further up the Keys, you'll find the stunning Seven Mile Bridge, offering breathtaking views, and the John Pennekamp Coral Reef State Park, perfect for snorkelling or diving amongst vibrant coral reefs. Don't miss the historic architecture and charming shops of Key Largo.
What are the best Airbnb and holiday rentals in Florida Keys, FL?
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 Florida Keys are known for their unique coral reef ecosystem, the only living coral barrier reef in the continental United States. Witnessing the diverse marine life is a truly special experience. The area also experiences spectacular sunsets, particularly in Key West, and boasts various bird species, including the occasional sighting of migratory birds.
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!), a hat, sunglasses, and insect repellent. Comfortable walking shoes are a must, especially if you plan on exploring the many islands. Don't forget your camera to capture the stunning scenery and marine life. If you plan on water activities, bring appropriate gear.
What are the best holiday rentals with a pool in Florida Keys, FL?
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 several events throughout the year. Key West's Fantasy Fest, a colourful and quirky celebration, is a highlight. The annual Key West Conch Republic Independence Celebration is another popular event, showcasing the local culture and spirit. Many smaller festivals and events are held throughout the Keys, often celebrating local seafood or arts and crafts.
What are the best rentals for families and kids in Florida Keys, FL?
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.
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 restaurants. In Key West, Louie's Backyard is a popular choice, known for its fresh seafood and stunning waterfront views. Further up the Keys, you'll find many smaller, family-run establishments serving delicious Key lime pie (a must-try!), fresh seafood, and conch fritters. Local seafood is always a great option, reflecting the area's bounty.
What are the best rentals or Airbnbs with a jacuzzi in Florida Keys, FL?
What are some less-famous attractions in the Florida Keys, FL, United States that are worth a visit?
Beyond the well-known spots, consider visiting the Bahia Honda State Park, known for its beautiful beaches and historic bridge. The Crane Point Museum in Marathon offers insights into the natural and cultural history of the region. Exploring the backcountry roads and discovering hidden coves and beaches can also be a rewarding experience.
What are the best activities for engaging with locals and understanding their culture in the Florida Keys, FL, United States?
Visiting local markets and interacting with vendors is a great way to engage with the community. Attending smaller local events or festivals offers a chance to experience the Keys' unique culture firsthand. Simply striking up conversations with people you meet – whether in a restaurant, shop, or on the beach – can provide valuable insights.
What unique natural landscapes and terrain features can travellers explore in the Florida Keys, FL, United States?
The Florida Keys are renowned for their unique landscape. The islands themselves are low-lying, with mangrove forests, beaches, and the iconic coral reef system. Exploring the diverse habitats, from the shallow waters to the deeper ocean, reveals a fascinating array of natural beauty.
How many days are ideal for a trip to the Florida Keys, FL, United States, and what are some itinerary suggestions?
Seven to ten days allows for a good exploration of the Keys. A possible itinerary could include three days in Key West, two in Key Largo, and a couple of days exploring the middle Keys, visiting Marathon and Islamorada. This allows for relaxation and exploration of the various islands and their offerings. Shorter trips are possible, focusing on specific areas of interest.
Nearby regions
Best Florida Keys, FL holiday rentals with a balcony
9.2 116 reviews
Tropical Seahorse At Coral Lagoon ~ Waterfront Villa W Resort Pool
apartment, Marathon
This three-bedroom villa is situated in Coral Lagoon Resort, just next to Key Colony Beach in Marathon, Florida, a short drive from the Seven Mile Bridge and around 50 miles from Key West. It has consistently received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay. The 133 square metre property comfortably accommodates eight guests with its three bedrooms and two and a half bathrooms. Guests can enjoy a range of amenities including a private pool, a fully equipped kitchen, and a spacious terrace with stunning canal views, making it perfect for relaxing and enjoying the tropical ambiance.
8.5 245 reviews
Aqua Lodges At 47th Street
house, Marathon
Aqua Lodges at 47th Street in Marathon, Florida offers a two-bedroom lodge, sleeping six, conveniently located 5.8km from the Florida Keys Aquarium Encounters and within 6km of Captain Hook's Marina Dive Centre and A Deep Blue Dive Centre. This family-friendly property boasts a garden, terrace, parking, air conditioning, and free Wi-Fi, situated approximately 10km from the Seven Mile Bridge.
10 62 reviews
Spring & Summer Dates Available Licensed Rental Vr #25-0235 No Boats
apartment, Islamorada, Village of Islands
This family-friendly apartment is located on the beach in Islamorada, within a short distance of Islamorada County Park, Founders Park, and the Florida Keys Dive Center. It has received excellent user ratings, making it a popular choice for travellers. The apartment is spacious, covering 74 square metres and comfortably accommodating up to six guests. It comes with a range of amenities, including a swimming pool, a tennis court, and a fitness centre, ensuring a comfortable and enjoyable stay.
9.6 106 reviews
Re-energize At Our Spacious Condo! Enjoy 10% Off Stays Of 7+ Days. Book Now!
apartment, Key Largo
This Key Largo apartment boasts a waterfront location, less than 1.6km from Jimmy Johnson's Big Chill and Jacob's Aquatic Centre, and within 4.8km of Bluefin Rock Harbor Marina and North Nest Key. The two-bedroom, two-bathroom dwelling sleeps six, offering a fully equipped kitchen, free Wi-Fi, a terrace, garden, parking, and excellent guest reviews; nearby activities include exploring the marina and enjoying the aquatic centre.
Best Florida Keys, FL holiday rentals with parking
9.8 176 reviews
Sunrise Breeze On The Marina [Ocean Pointe 5302]
apartment, Tavernier
This Tavernier beach apartment is conveniently located within a 10-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. The property consistently receives excellent ratings for location, cleanliness, and overall user experience. The apartment offers 85 square metres of space, comfortably accommodating up to 6 guests in its two bedrooms and two bathrooms. This family-friendly apartment includes a range of amenities such as a swimming pool, Jacuzzi, tennis court, and a garden, ensuring a comfortable and enjoyable stay.
9.8 120 reviews
Airy Top Floor Blue Heron Suite; Ocean Pointe 3407
apartment, Tavernier
This waterfront property in Tavernier is located within a short walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's natural beauty. The apartment has received excellent ratings for its location, cleanliness, and overall user experience. The spacious two-bedroom flat, covering 85 square metres, comfortably accommodates up to six guests. Enjoy a range of amenities including a fully equipped kitchen, a swimming pool, a Jacuzzi, a tennis court, and a spa, making it ideal for a relaxing and enjoyable stay.
9.7 181 reviews
Sunrise Escape - Ocean Front Villa - Sleeps 10
house, Key Largo
This townhouse is situated in the exclusive Kawama Yacht Club, just 100 yards from the south beach and overlooking the marina and ocean, offering a tranquil and luxurious setting. It has received excellent ratings for its location, cleanliness, and overall user experience. The property features three bedrooms and three bathrooms, accommodating up to ten guests. Guests can enjoy a range of amenities, including access to two pools, a marina boat ramp, tennis courts, and a sandy oceanfront beach, as well as a fully equipped kitchen, a private garden, and a fitness centre.
9.9 94 reviews
B Watervibe
barge, Marathon
This unique barge accommodation in the Florida Keys, near Marathon, offers a tranquil escape close to various fishing spots and kayaking opportunities. The self-catering vessel sleeps two guests in one bedroom with one bathroom, boasting air conditioning, parking, and internet access, perfect for romantic getaways.