Holiday houses in West Summerland Key

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Top-rated holiday rentals in West Summerland Key

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Guest favourite

Townhouse in Marathon

4.83 out of 5 average rating, 40 reviews

Beachy Townhome Perfect For A Warm Winter Getaway!

Beautiful and spacious 2B/2.5 Ba townhouse in Duck Key, FL. Enjoy the crystal clear waters and amazing wildlife that calls this island home, while staying in a comfortable home of your very own! High speed internet (273 download/10 upload Mbps), and large 4k smart tv's provide great indoor entertainment, while the private plunge pool provides that calming outdoor experience for all. Enjoy a morning cup of coffee or an evening glass of wine on the back patio while watching the sun paint the sky.

Guest favourite

Cottage in Marathon

4.96 out of 5 average rating, 26 reviews

Catch n' Relax Canalfront Cottage in Marathon

Enjoy our cottage right on a deep canal with 50' dock. Step right into your boat to fish the Atlantic Ocean & Gulf or just relax & enjoy the view! Enjoy an outdoor kitchen space for fish fry & Happy Hour drinks. Tan on our loungers or enjoy dinner under the stars. Kayaks/Bikes for you too. A Perfect location Minutes from Airport, 7Mile Bridge, Sombrero Beach & other Attractions. Close to shops & restaurants. Easily launch your boat from a free public marina nearby. Rental License #VACA-22-85

Guest favourite

Apartment in Marathon

5 out of 5 average rating, 10 reviews

"O" Fish Ally Paradise @Ocean Isle Fishing Village

Enjoy our unique condo, great for snowbirds or families. Located in Ocean Isles Fishing Village! Gorgeous skies right from the balcony. On property there is a heated pool, fishing dock, and a club house. The kitchen is fully equipped. This condo has air conditioning and heat. A 75 inch tv and free Wi-Fi. 1st floor has the kitchen, living room and bathroom. Upstairs is the bedroom with a Queen bed, bathroom with walk in shower and balcony. Separate area with queen bed large hall closet.

Guest favourite

Home in Marathon

5 out of 5 average rating, 21 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

Guest favourite

Home in Marathon

5 out of 5 average rating, 20 reviews

Direct Oceanfront Private Paradise - Pool/Spa/Dock

A peaceful oasis with every detail and convenience in place for the perfect Keys getaway. The huge private saltwater pool / spa and sun deck affords sweeping views of the Atlantic Ocean while the large outdoor living area offers open ocean breezes or shaded poolside dining. This property was specifically chosen, and the house thoughtfully designed, to maximize family fun while enjoying the laidback waterfront lifestyle of the Florida Keys. City of Marathon License: VACA-23-27

Superhost

Home in Cudjoe Key

5 out of 5 average rating, 14 reviews

Venture Out- Million Dollar Island Resort

Oceanfront Home, Pool Access/50 Ft Dock Fresh & Fabulous best describes this island listing . This fantastic Ocean home is in a Island resort community that is one the most unique places in the world. The stylish 2 Bedrooms, King or 2 Twins & living area will make your stay in Paradise one to remember. Deep water dock so in minutes you can visit tropical islands by boat or kayak . Enjoy the two Pools/ Resort amenities or just BBQ & fish off your dock. Resort one time fee $125

Guest favourite

Home in Marathon

4.91 out of 5 average rating, 70 reviews

Dream Vacation KCB Marathon with private pool !

Dream Vacation Duplex in Key Colony Beach. Private pool Brand New state of the art house with all commodities and amenities, 3 bicycles 2 kayaks near to restaurants, fast WIFI, washer ,dryer, blue tooth speakers, night mood lights. A modern lift for boat up to 18000 lb Main canal Use of electric golf car Gem and jet sky and boat can be arrange Electric Gem-4 car offered for a minimum extra charge Options of private boat or jet sky (ask) Heated pool on demand (extra cost)

Superhost

Apartment in Key West

4.77 out of 5 average rating, 142 reviews

Key West - Cool Shade ❀ The Green House

Unique and beautiful apartments in the heart of Key West. Spacious bedroom with King Size bed and Walk-in Closet, large living room with pull-out sofa bed and kitchen, your own garden. Best location for exploring Key West. The Green House is in the epicenter of Old-Town, with all attractions. One corner from world-famous Sloppy Joe's (Hemingway's favorite place) and Duval Loop, the free local ride, stops on Caroline street, next to the house.

Superhost

Home in Marathon

5 out of 5 average rating, 5 reviews

Gated w/Bayside Marina- Marlin Bay Resort & Marina

Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are located in Marathon in The Middle Keys, so you can easily explore all that The Keys have to offer.

Guest favourite

Condo in Key West

5 out of 5 average rating, 63 reviews

Gorgeous Ocean View in Paradise

This is paradise! Wake up to a gentle breeze and birds singing just outside your condo. Watch the sunrise over the ocean and mangroves from your private balcony. Enjoy your privacy as you start your day, then venture out to explore all that Key West has to offer: water sports, quaint shops, delicious food, history all around you, and so much more! On property features: Yellowfin Bar & Kitchen on premises.

Guest favourite

Home in Cudjoe Key

4.83 out of 5 average rating, 12 reviews

Blue Vacation Home. Free cancellation policy

Vacation home has a view over Cudjoe Bay to the Atlantic from the common deck and from the private pool deck. 4 bedroom and 2 bathrooms. Large dock with water access for a small boat. We provide bedding, towels, pots and pans. Vacation home sits far off of the main road for a great quiet vacation. We have 2 other properties with fantastic reviews that sit next to this vacation home.