Holiday rentals in Looe Key

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Top-rated holiday rentals in Looe Key

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

Cottage in Cudjoe Key

4.92 out of 5 average rating, 132 reviews

ATLANTIS...Ocean Front Cottage Retreat!

ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!

16–23 Dec

₹72,723 per night

Guest favourite

Guest suite in Marathon

4.98 out of 5 average rating, 184 reviews

Casa Mariposa: Easy walk to Sombrero Beach

Book your relaxing getaway now at Casa Mariposa in the heart of the Florida Keys! See why we were rated a top 15 cozy retreat in the Keys, 1 0f 24 amazing AirBNB rentals in the Keys, and, in 2023, 1 of 23 Amazing Airbnbs In Florida Keys. Step out from your private suite to our 50' lap pool surrounded with tropical foliage, large patio, and tropical gardens. Avoid beach parking fees with a short walk from your suite at Casa Mariposa! Contact us if you are interested in other lengths of stay.

4–11 Jul

₹18,157 per night

Superhost

Tiny home in Big Pine Key

4.8 out of 5 average rating, 88 reviews

Breezy pines 28 foot 5th wheel trailer .

Central air,queen size bed in the bedroom,queen size futon in the living room, tv,stove,refrigerator,propane grill,wifi,and an outdoor dining table.Owner uses the outdoor storage shed for fishing purposes.Newly renovated vinyl floor.New carpet in the bedroom.New toilet installed.The water pressure has been fixed and is now perfect.One cup k cup machine.Mile marker 30.Take the north entrance.Take your first left.Take your second right.Bare right and lot 54 is the first trailer on the left.

7–14 Sep

₹9,171 per night

Guest favourite

Home in Ramrod Key

5.0 out of 5 average rating, 6 reviews

Canalfront 3BD/2BA|FLKeys|POOL|DOCK

Welcome to Casa Sirena, a canal-front paradise home in the peaceful lower Florida Keys. Enjoy the island breeze as soon as you arrive. You can enjoy a game of pool or sit & relax. Walk upstairs and catch sunset views from the outdoor balcony leading into the main entrance of the home. The Kitchen island offers additional seating for your guests along side the Dining Room table. Coffee lovers can enjoy a coffee station in the kitchen. Family kid games in the living room entertainment center.

7–14 Mar

₹25,548 per night

Guest favourite

Guest suite in Miami

4.98 out of 5 average rating, 116 reviews

Modern Guest Suite with Private Outdoor Area!

Welcome Home! This private 1/1 unit is located in a quiet residential neighborhood. Accommodations include private entrance and 2 parking spaces. You will be able to sit back and relax in this calm and stylish space. We are centrally located near major expressways, casinos, airports, Miami Beach, Wynwood, the FL Keys, Cosmetic surgery Centers, and shopping centers. We can pick you up at the airport per request and availability. Great place for the family, friends, travel nurses or Dolls!

22–29 Oct

₹8,007 per night

Guest favourite

Flat in Miami

4.89 out of 5 average rating, 254 reviews

South Beach King Suite

Situated in Miami Beach's premier neighborhood, this Art Deco hotel suite has been thoughtfully redesigned to provide everything you need for an unforgettable South Beach experience. From beach gear, to a convenient kitchenette for easy meal preparation.Indulge in a staycation with flair, complete with a rooftop deck and pool. Enjoy fast Wi-Fi, a smart TV equipped with Netflix, or venture out with the beach just steps from your door. The Miami Beach Convention Center is around the corner

28 Jul – 4 Aug

₹12,087 per night

Guest favourite

Flat in Miami

4.94 out of 5 average rating, 137 reviews

Luxury Suite in Spanish Way

Embark on a Miami Beach adventure with this cozy, fully-equipped studio as your home base. Despite its compact size, the property offers everything you need for an ideal stay. Nestled on Espanola Way, a picturesque historic street inspired by Spanish villages at the heart of South Beach, the studio provides easy access to a diverse array of restaurants, cafes, and shops. The pristine white sand beach is just a leisurely 5-minute stroll down the charming cobblestone pedestrian street.

6–13 Sep

₹12,201 per night

Guest favourite

Cottage in Little Torch Key

4.91 out of 5 average rating, 145 reviews

Waterfront Cozy Cottage with Boat Ramp & Dock!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

14–21 Sep

₹39,961 per night

Guest favourite

Guest suite in Key Colony Beach

4.99 out of 5 average rating, 82 reviews

Turtle-By-The-Sea: the Best Deal in KCB!

A perfect get-away for couples or budget travelers, the Turtle-by-the-Sea Guest Suite is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Newly rebuilt & reimagined, owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home.

25 May – 1 Jun

₹16,121 per night

Guest favourite

Home in Cudjoe Key

4.97 out of 5 average rating, 119 reviews

Cudjoe Key Home with a View

We are so excited to share our little piece of paradise with you! Our unit is located a short walk away from all the amenities the Venture Out community has to offer such as a pool, hot tub, lagoon, bocce ball, tennis courts, playground and boat marina. On the property we have a 2-person hybrid kayak for your enjoyment. We also provide table games (we love a game night) as well as the equipment to play bocce ball and darts which can be played in the recreation center.

18–25 Sep

₹24,335 per night

Guest favourite

Campervan/Motorhome in Big Pine Key

4.92 out of 5 average rating, 39 reviews

Having fun in the lower Keys

Enjoy the lovely setting of this romantic spot in nature. Big Pine Key is in the center of the lower Keys just 35 miles from Key West making it convenient to all the tourism and night life adventure the Keys have to offer while simultaneously being far enough away to allow for an off the beaten path relaxing experience. I have left several destinations for diving , fishing and/or great spots to just relax and take in the sun.

28 Aug – 4 Sep

₹13,765 per night

Superhost

Home in Cudjoe Key

4.88 out of 5 average rating, 188 reviews

Newly Renovated Oceanside House with Pool

This home is on the Atlantic side of US 1. It is part of Sunrise Beach Resort, a gated community built in 2007 with only 10 other homes. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on one of two balconies, dock or poolside, where you can soak up the sun steps from the house. Breathtaking southwest views of the blue-green ocean and sunsets can be seen from the pool and dock.

9–16 Nov

₹34,289 per night