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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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, 314 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.

Superhost
Holiday home in Hollywood
4.8 out of 5 average rating, 308 reviews

Private Tropical Paradise+Pool❤Near Beach+Parking

Safe, upscale neighborhood near Hollywood Beach, walk to downtown. Entire upper level of a detached cottage at the rear of a classic Hollywood property. No other guests. Beautiful large, heated swimming pool with spa and covered cabana, surrounded by lush landscaping, all for guest use. Master BR has queen bed, second BR has two twin beds. Fully equipped kitchen with dishwasher, micro, coffee/espresso/tea maker, cookware. Central A/C, HIGH SPEED wifi, RokuTV + free Netflix, Amazon Prime and more

Top guest favourite
A light-filled living area features a cozy white sofa adorned with decorative pillows. A glass coffee table sits atop a soft area rug, while a large window offers a view of the outside. A decorative woven chair and potted plants enhance the inviting ambiance.
Holiday home in Key Largo
4.94 out of 5 average rating, 137 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
Holiday home in Miami Beach
4.9 out of 5 average rating, 163 reviews

B-Chic Historic Home | Walk to Beach| Free Parking

Great for families with small children Centrally located in Miami Beach! Situated on the famous and beautiful Espanola Way that is a pedestrian street with restaurants, shoppings, stores. It is 5 min walk : to the best beaches of Miami-Ocean Drive-Lincoln Road Mall-Convention Center-Collins Ave and to Washington Ave. Fast Wifi. One Parking included. Miami International Airport is less than 20 min/ and Fort Lauderdale Airport is 45 min away. FOR SAFETY WE HAVE OUTDOOR CAMERAS 24H/24H.

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, 80 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, 344 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, 234 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

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, 99 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.

Superhost
Holiday home in Miami
4.87 out of 5 average rating, 103 reviews

Dreams Villa | Pool | 12 PPL | Games |Top Location

Welcome to Dream Stays Villa in Miami Florida! Why you should book with us? - 2000 ft2 ground floor house - Top Location: Next to Hard Rock Stadium - 20 Min Miami Beach - 30 Min to Downtown and Brickell - 4 Bedrooms - 1 King, 2 Queen Beds, 1 Bunk Bed and two sofa beds - Heated and Salted Private Pool - Games Room - Fast WIFI - Fully equipped kitchen - BBQ - Outdoor Dining - Dedicated Work Space - Onsite parking - Washer & Dryer - Kids friendly - Mini Golf - Hammocks - Pool Table

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, 107 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
4.85 out of 5 average rating, 111 reviews

Modern Apartment on the beach, Ocean view

Modern and recently remodeled 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, 233 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.

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