Holiday home rentals in Florida Keys

Find and book unique holiday home rentals on Airbnb

Top-rated holiday home rentals in Florida Keys

Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

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Top guest favourite
Holiday home in Key Largo
4.95 out of 5 average rating, 154 reviews

Ocean Shores Villa 3 with pool and boat slip

This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boat slip, Kayaks, Bikes, Hammock and Pool). 32ft Dock Slip and Trailer Parking are included in the rental. Relaxing Balcony that looks down the Ocean Canal is the perfect place to have your morning coffee. Conveniently located near Sandbars, State parks and many attractions.

Top guest favourite
The studio space features a spacious bed beside large windows allowing natural light. A comfortable sofa is positioned adjacent to a modern television. A small dining table for two complements the sleek décor, set against polished tile floors.
Holiday home in Miami Beach
5 out of 5 average rating, 40 reviews

The Mantell Plaza South Beach Studio balcony 01.

7 day minimum Charming Boutique building w/balcony, pool, gym & gardens. 1 block to Beach. Studio, cooktop, microwave. Washer, dryers in building. Minutes to Convention Center, shops, cafes, entertainment. Renovated. . TV FREE WIFI IN UNIT! Mantell Plaza. Sleeps 2 . SMOKING ON BALCONY ONLY. $600.00 USD CHARGE IF DETERMINED SMOKING IN UNIT. NO PARKING. Host Florida Realtor Cervera Real Estate, Inc. Elevator, stairs. Must have airbnb review. Provide photo identification after booking.

Guest favourite
A three-story historic building is framed by palm trees and tropical foliage. White decorative railings and an ornate archway lead to the entrance, while soft sunlight brightens the exterior's yellow siding. The inviting architecture complements the serene surroundings.
Holiday home in Key West
4.85 out of 5 average rating, 388 reviews

Historic Cigar House. 3rd floor Suite W/Kitchen

This unit is located in the historic "Cigar House" of the Island City House Hotel. Unit 12 is on the 3rd floor and is one of the most requested units in the entire hotel. Your private balcony overlooks the pool. Only 3 blocks from Duval street so close everything, yet quiet enough for a good nights sleep. You will have your own private entrance and use of all the hotel amenities. The space is a private 1BR with a kitchen and NEW sleeper sofa (12/23). In Old Town, walk to everything.

Guest favourite
A spacious living area features a gray sectional sofa adorned with blue accent pillows. Light wood tables complement the hardwood floor. A large painting of a coastal scene is displayed on the wall, and natural light filters in through shuttered windows.
Holiday home in Marathon
4.93 out of 5 average rating, 55 reviews

Cabana Club Condo: Key Colony Beach, FL

Located on the Atlantic Ocean in the middle keys. Accommodations for up to 10 people. Waking up to the sounds of ocean waves and the beautiful waters of the Florida Keys is breath taking. Very few are on a private beach. The unit is very spacious and well kept. Large master closet for storage. Private entrance and Cabana Club access during operating hours: ( Monday 10-5, Tuesday-Sunday 10-7 ). New furnishings, full kitchen, clothes washer and dryer. Minimum one week rental, seven nights.

Guest favourite
The bedroom features a spacious bed with decorative pillows and soft linens. Two bedside lamps sit on matching nightstands, while a piece of wall art adds a touch of color. Natural light enters through two vertical-blind-covered windows, enhancing the calming atmosphere.
Holiday home in Miami
4.82 out of 5 average rating, 122 reviews

Coral Gables Paradise 2

This property is centrally-located minutes away from South Beach, Miami Design District/Wynwood, Merrick Park , Miracle Miles and Coconut Grove. Perfect for families who want to walk in shopping malls, restaurants and the beautiful beaches Miami offers. For those who want to enjoy the nightlife, you will find Coconut Grove, South Beach, Wynwood, and Miami Design District between 10 and 20 minutes away. Here you will find the top-rated restaurants & most desirable lounges and clubs.

Top guest favourite
Holiday home in Key Largo
4.89 out of 5 average rating, 294 reviews

6. Adventurer's Waterfront Cabana | Key Largo

Unwind in this Modern Key Largo waterfront studio, nestled on a canal with ocean access near Rodriguez Key, Mosquito Bank, and shipwrecks. Just minutes from John Pennekamp Park. Enjoy a full kitchen, ice-cold A/C, Smart TV, Wi-Fi, and assigned parking. Boaters can reserve our dock or use nearby Pilot House Marina. Snorkel reefs, kayak mangroves, or dine at local favorites like The Fish House, Sundowners, and Key Largo Fisheries. Comfort, adventure, and location in one perfect stay.

Superhost
A two-story house features a light blue exterior with multiple windows. The inviting pool, illuminated in green, is surrounded by a paved patio. Comfortable lounge chairs and a dining table can be seen adjacent to the pool, providing ample space for relaxation and outdoor dining.
Holiday home in Collier County
4.85 out of 5 average rating, 27 reviews

4-bedroom house with pool steps from the dock!

Bring your boat and experience Big Cypress, the Everglades and 10,000 islands in luxury! We have parking for 6+ cars and a carport for your boat or kayak trailer. You can also have access to a dock with a lift upon request. All beds have extremely comfortable mattresses and smooth bamboo sheets that let you sleep like you are at home. Bring the whole family for tons of fun in the sun. Relax with open living space inside or lounge by the pool. Guaranteed not to disappoint!

Guest favourite
A spacious living area features a comfortable blue sofa and a white coffee table at its center. Modern appliances are visible in the adjacent kitchen, along with a dining area. Natural light flows in through sliding doors leading to the outdoor space.
Holiday home in Marathon
4.93 out of 5 average rating, 96 reviews

Perfect Paradise

Relax with family and friends at this newly renovated Marathon getaway! Located minutes from Sombrero Beach, boat ramps, restaurants, shopping, and local attractions, it’s the perfect base for your Florida Keys adventure. Enjoy boat and trailer parking, complimentary kayaks, a fire pit, grill, patio dining area, and a fully stocked kitchen. After a day on the water, unwind in the king suite or relax under the stars. Perfect for families, anglers, and beach lovers.

Top guest favourite
A private porch overlooks the tranquil harbor, featuring blue chairs beside a white railing. A boat is secured at the dock, with sailboats moored in the distance. Bright sunlight reflects off the water's surface, creating a serene atmosphere.
Holiday home in Key Largo
4.99 out of 5 average rating, 267 reviews

Waterfront, GROUND LEVEL, Awesome Sunsets!!!

This ground level unique location is close to everything. Walk to some of the most iconic restaurants and bars Key Largo has to offer for fresh seafood and awesome drinks! We Do Not allow fishing on our Property! Enjoy the amazing sunsets over the water from your private porch and dock. John Pennekamp Coral Reef State Park close by. Walk to dolphin research center!! 28 day rental I am a licensed charter boat captain and offer discounts for all guests

Superhost
The exterior of a two-story apartment is shown, featuring a white facade with a gabled roof. A two-car garage door is present, along with a small area for outdoor storage. The driveway leads to a clean, spacious concrete surface under a partly cloudy sky.
Holiday home in Homestead
4.87 out of 5 average rating, 257 reviews

Beautiful Cozy Apartment.

Bring the whole family to this great place with lots of room for fun. Located in Homestead, you are in the central location for outlets, The Florida Keys, and Miami. 2 floor apartment with the main bedroom on the second floor. Also located on the second floor is the bathroom and shower. All Televisions are brand new smart Tv's. Avocado Villas is a quiet neighborhood, and the house is surrounded with security cameras for your protection.

Guest favourite
A modern sleeping area includes a spacious bed with white linens and decorative pillows. A television is mounted on the wall across from the bed. The kitchenette features sleek cabinetry and a bright workspace with natural light streaming in from the nearby entrance.
Holiday home in Miami
4.9 out of 5 average rating, 276 reviews

Luxurious Apartment with views of Biscayne Bay!

New, fully equipped, apartment in Downtown Miami! The building is 3 years old with all the amenities a guest ask for! You Biscayne Bay and Miami beach from your room. Imagine being one block from Bayside Outdoor Mall , Kaseya center and walking distance to the Port of Miami! The pool is beautiful with a hot tub and cabanas to relax and enjoy to the downtown skyline. The gym is state of the art with peloton bikes! No pets allowed

Guest favourite
A welcoming living area features a comfortable grey sofa adorned with various textured pillows. A large flat-screen television is mounted on a stone-accent wall, facing a wooden media console. Natural light enters through a window featuring floral views, enhancing the space's brightness.
Holiday home in Miami
4.81 out of 5 average rating, 125 reviews

Casa Bella | Unit D

Enjoy a stylish experience at this centrally-located place. Enjoy a stylish experience at this centrally-located place. Only a 15 minute drive from the airport and minutes from Coral Gables this can be your home away from home. With a full kitchen and large outdoor patio space you will be set for a stay of any length. This unit is on a shared lot with other residences and shares the backyard with one other unit.

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