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Holiday Homes in Florida Keys

Find and book unique holiday homes on Airbnb

Top-rated Holiday Homes in Florida Keys

Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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Guest favourite
A plate of vibrant dragon fruit sits on an aqua blue chair on a waterfront patio. Two glasses filled with a refreshing beverage are placed nearby, while lush greenery and boats are visible in the background under a clear blue sky.
Holiday home in Key Largo
4.85 out of 5 average rating, 308 reviews

4. Cozy Waterfront Apartment in Key Largo!

Enjoy water front living in Key Largo! Watch the boats go by with fresh catch served daily at the local restaurants. See manatees, nurse sharks and fish swim by the canal all day. Dock your boat at the Pilot House Marina just down the street. Our unit is Modern, Spacious and Spotless with Private Parking, Fast Wifi, Netflix, Cold AC, Plush Pillows and a Cozy bed. We are on a main canal to open ocean. Near Rodriguez Key, Mosquito Bank, Christ of the Abyss and many sunken shipwrecks for exploring.

Guest favourite
The living room features a light-colored couch and love seat, complemented by decorative pillows. A coffee table sits in the center, and a Smart TV is mounted on the wall. Natural light is provided by the sliding glass doors, leading to an outdoor space.
Holiday home in Cudjoe Key
4.99 out of 5 average rating, 86 reviews

Beautiful Cottage & Amenities in Gated Community

Our comfortable, beautifully decorated two bedroom/two bathroom home with full sized kitchen is located in the Venture Out gated community. This is the perfect place if you are looking for peace in a quiet, family friendly, safe environment. Amenities include on-site convenience store, saltwater pool, spa, tennis courts, pickleball courts, a marina with marine fuel, double wide boat ramps, pool table, ping-pong, and much more, in a gated 24-hour security resort. All guests must be registered.

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
4.92 out of 5 average rating, 79 reviews

Perfect Paradise

Perfect paradise is located in the heart of marathon. Only 9 minutes away from sombrero beach. Restaurant, supermarkets, ice cream, aquarium, and much more less than 7 minutes away. Public boat ramp is 5 minutes away. The house has plenty of parking spaces in the front to park your boat and cars. The home is fully stocked with everything you will need during your stay. For specific dates please message me first before booking so I may accommodate you to the dates that you would like to book.

Superhost
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
4.86 out of 5 average rating, 342 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.

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, 224 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! Dockage Available for additional fee! 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

Top Guest favourite
A bright bedroom is furnished with a spacious bed, adorned with soft green linens and two neatly rolled towels. Natural light filters through the sheer curtains of a window, while framed artwork featuring delicate flowers hangs on the wall. Two lamps provide subtle lighting on either side.
Holiday home in Miami Beach
4.91 out of 5 average rating, 174 reviews

2 Bed & 2 Bath, Ocean Drive and Free Parking

🤩 Prime location! 1st-floor with 2 Bedrooms/2 full Bathrooms with outdoor seating + free parking! Walk 7 min to the beach! 🏝️ Steps from famous Española Way’s restaurants, shops & cafés. stores. Cvs and Walgreens open 24h/7. ⭐️ Short walk to Lincoln Road, Ocean Drive & Convention Center. Fast WiFi, Smart TV use your Netflix account, Hulu (NO cable TV), window A/C, on-site washer/dryer. 24/7 outdoor security cameras for peace of mind. 🏝️🌴Live the South Beach lifestyle!🌴🏝️

Guest favourite
A heated pool is enclosed with a mesh screen, surrounded by lush greenery. Two lounge chairs sit to the side, while a seating area with chairs is positioned nearby. Large glass doors lead into the interior space, allowing natural light to flow in.
Holiday home in Hollywood
4.88 out of 5 average rating, 106 reviews

Heated Pool | Soundproof Home | Firepit | 630Mbps

★ "The most comfortable mattresses and blankets I have ever slept in. " ☞ Patio w/ outdoor dining + BBQ + firepit ☞ Heated enclosed pool* w/ toys ☞ Screened-in back porch + lounge ☞ King in master bedroom ☞ 65” Smart TVs + Netflix ☞ Fully equipped + stocked kitchen ☞ Parking → driveway (2 cars) ☞ 630 mbps wifi 4 mins → DT Hollywood (cafes, dining, shopping) 12 mins → Hollywood Beach ⛱ + FLL International Airport ✈ 20 mins → DT Miami + Miami International Airport ✈

Guest favourite
The image showcases a panoramic view of the beach, featuring soft waves lapping against the shore. Palm trees frame the scene, and guests can be seen on the sandy beach. The blue ocean extends towards the horizon, under a clear sky.
Holiday home in Hollywood
4.84 out of 5 average rating, 108 reviews

Modern Apartment on the beach, Ocean view

Modern and recently remodeled January 2023 apartment on the beach in Hollywood Florida. Spectacular 1 bedroom apartment with 2 queen size beds, large living room, kitchen and large balcony can comfortably accommodate up to 4 people and one child Includes: heated pool open from sunrise to sunset, Wi-Fi, 24-hour gym, game room, computer room, washers and dryers on each floor, etc. The building also everything and much more to make your vacation unique!

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, 224 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
4.91 out of 5 average rating, 236 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

Top Guest favourite
A bright, open living area features a neutral color palette accented by natural textures. A comfortable sofa is arranged around a round coffee table, with a unique wicker chair and indoor plant enhancing the space. Large sliding doors lead to a view of the outdoor area.
Holiday home in Key Largo
4.9 out of 5 average rating, 116 reviews

Ocean Shores Villa 2 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 (boatslip,kayaks,bikes,fire pit,hammock and heated pool). 32ft dock slip and trailer parking are included in the rental. Conveniently located near Sandbars, State Parks and many attractions.

Guest favourite
Holiday home in Hialeah
4.95 out of 5 average rating, 260 reviews

Home of love and happiness

🌴Your modern oasis with private pool near Miami Beach: Enjoy a comfortable and relaxing stay in this beautiful totally private apartment located in Hialeah, just 5 minutes from Miami airport and 15 minutes from Miami Beach and downtown. Perfect for families, couples or business travelers looking for a quiet, modern space with all the comforts 🏠✨

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