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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
Holiday home in Key Largo
4.85 out of 5 average rating, 304 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
Holiday home in Cudjoe Key
4.99 out of 5 average rating, 81 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.

Top guest favourite
Holiday home in Key Colony Beach
5 out of 5 average rating, 20 reviews

Gorgeous 4-bedroom home with 8-person hot tub

Mimosa Manor is a stunning newly renovated 4bedroom, 3bath home. Upstairs great room w/ vaulted celling's & plenty ofnatural lighting. The kitchen is a chefs dream. The master BDRM is equipped with an adjustable bed & spacious in suite bathroom. The downstairs, its own private living area w/2 bedrooms, bathroom & kitchenette and its own entrance. The home is equipped w WIFI & TVs in every room. The backyard has an 8-person hot tub, tiki hut and table for six. Cabana Club access included.

Guest favourite
Holiday home in Key Largo
4.94 out of 5 average rating, 130 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.

Guest favourite
Holiday home in Marathon
4.94 out of 5 average rating, 77 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
Holiday home in Key West
4.86 out of 5 average rating, 337 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
Holiday home in Key Largo
4.99 out of 5 average rating, 219 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
Holiday home in Miami Beach
4.91 out of 5 average rating, 167 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
Holiday home in Hollywood
4.88 out of 5 average rating, 104 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 ✈

Superhost
Holiday home in Hollywood
4.84 out of 5 average rating, 107 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
Holiday home in Homestead
4.88 out of 5 average rating, 221 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.

Superhost
Holiday home in Miami
4.9 out of 5 average rating, 227 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

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