Key West Florida Vacation Rentals, Hotels & Resorts


Oceanfront Marina Condo With All Luxuries

Key West Condo - 4.88775 4.9 Star Review

Your spacious oceanfront balcony will be a front row seat for a panorama of azure blue ocean and sky. There are touches of tropical whimsy everywhere, like the “Windblown Table Lamp” in the reading alcove, a quirky reminder that you have arrived in America\'s Tropical Paradise. And since you are in the tropics, it goes without saying that there are.......read more

3 Bedroom(s)
Sleeps 6
Condo

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Family and Friends Vacation! Restaurant with Latin Cuisine, Pet-friendly!

Key West Hotel

Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property.

ATTENTION: The Resort Fee is not included in the daily ra.......read more

Studio
Sleeps 4
Hotel

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Vacation Rental in Coral Hammock

Key West Private vacation home - 4.58333 4.6 Star Review

Beautiful gated home located in Coral Hammock just minutes away from Key West. It\'s a spacious 3 bedroom, 3 bath home with a full kitchen, living room, indoor and outdoor dining. With access to shared pool, club house and gym. Everything you need to enjoy vacation.

It would work great for a family or couples or group.

On the first f.......read more

3 Bedroom(s)
Sleeps
Private vacation home

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July 23 , 2022 > July 30, 2022 The Banyan Resort - Saturday to Saturday

Key West Hotel - 5.0 5.0 Star Review


This green / sustainable resort is close to Key West Film Society, Mallory Square, and Duval Street. One bedroom vacation unit with lavish balcony with a view of the tropical gardens, two pools, spa tub, and courtyard. Separate sitting and dining areas. One queen bed and one sleeper sofa bed. iPod docking station, 32 inch television with cab.......read more

Studio
Sleeps
Hotel

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★Family Friendly 2BR Condo at Heart of Old Town Key West- Sleeps 6!

Key West Condo - 4.57895 4.6 Star Review

Located in the heart of Old Town Key West. This resort overlooks the Gulf of Mexico with a private marina, private beach, pool, jacuzzi, with a restaurant and bar. Relax in the hot tub or sauna during your stay or work out in the on-site fitness center. Enjoy fishing off the dock, or rent bicycles and take in all that Old Town Key West has to offe.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Salt Pond Hideaway #133- Condo w/ Resort Amenities

Key West Condo - 5.0 5.0 Star Review

Summary:
This spacious, airy rental is the perfect location for your Key West getaway! If you are looking to kick back and relax this location is equipped with an expansive shared swimming pool, shared hot tub, several tennis courts and an outdoor shower.
There are two bedrooms and two bathrooms in this condominium allowing for a maximum occ.......read more

2 Bedroom(s)
Sleeps 4
Condo

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QUIET KEY WEST RESORT NEXT TO AIRPORT

Key West Condo - 5.0 5.0 Star Review

Key West, FL. Available Sat. Oct.16 - Sat. 23, 2021. Located in the Southeast end of Key West at the Hyatt Windward Pointe. The unit offers a 2/2 resort-style apartment for 6 guests. Located next to the Key West Airport and a few blocks from the beaches.

Disponible del Sab. 16 al Sab. 23 de Octubre 2021. Ubicado en la parte sureste de Cayo H.......read more

2 Bedroom(s)
Condo

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Hyatt Windward Pointe, Key West, Fl. - 2 Bedroom Unit - 1064 sq/ft

Key West Condo

3rd floor (top level accessible by elevator or stairs) Balcony faces the Atlantic Ocean and gardens. 2 bedrooms (large master suite) Full kitchen/dining room, Living room with a pull out sofa to sleep 2 more. Very Clean!!!

.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Fantastic Stay, Best Location! Pool, Restaurant & Bar, Bike Rental, Pets Allowed

Key West Hotel

Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property.

ATTENTION: The Resort Fee is not included in the daily ra.......read more

Studio
Sleeps 4
Hotel

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Brand New! Luxury 4 Bedroom Condo at Bayfront Suites & Marina

Key West Condo - 4.92308 4.9 Star Review

Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific property, take advantage of the multitude of amenities offered to make a vacation in the Florida Keys the perfect one. Guests can take in all the island has to offer, from the comfort of their own vacation rental at the new and upscale .......read more

4 Bedroom(s)
Sleeps 8
Condo

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Old Town Beauty built in 1883

Key West Private vacation home - 5.0 5.0 Star Review

Enjoy the lovely Key West ocean breeze from your private Tree House. Two Blocks to Blue Heaven, 4 blocks to the beach, 3 blocks to Duval, you will not find a better or quieter location to enjoy all that Key West has to offer.
This storied and historic 1883 Conch home has been lovingly and thoughtfully renovated to perfection. Gleaming Dade Coun.......read more

2 Bedroom(s)
Sleeps 7
Private vacation home

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Matisse Manor #5- 1st Floor Studio at The Galleria

Key West Apartment - 4.08333 4.1 Star Review

Summary:
Looking for a small studio? Matisse Manor is the perfect fit for a party of 2! It is located steps away from Key West\'s most popular attractions including the Ernest Hemingway Home and Museum, Mallory Square, and Fort Zachary Taylor Beach and Park.
When you’re not out and exploring the island, the Galleria 14-unit apartment comple.......read more


Rose Lane Villas - Villa Rosa - 1 Bedroom - Downtown Key West

Key West Condo - 4.67568 4.7 Star Review

Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you\'ll get without sacrificing a good night\'s sleep. The one bedroom Villa Rosa is generously equipped for your Key West family gathering, reunion, destination wedding, and even just a romantic Key West getaway.

The number one reason w.......read more

Studio
Sleeps 4
Condo

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Villa Paradiso: A unique mid-town paradise

Key West Private vacation home - 4.91304 4.9 Star Review

This mid-town Key West home is recently refreshed with light colors and beautiful British Colonial furnishings. It features three bedrooms and three baths. The open living/kitchen area is decorated with light colored walls with striking tropical tones in the accent furnishings and tile, and soft fabrics. The dining room is outside in the attached p.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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**GOOD VIBRATIONS @ OLD TOWN** Unique Villa & Pool + LAST KEY SERVICES…

Key West Private vacation home - 4.92105 4.9 Star Review

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!

Key West has a unique way of appealing to anyone and everyone that visits the island, and it\'s easy to see why: the laid-back way of life, the historic charm and walkability of Old Town, and the overall \'good vibes\' that the island ha.......read more

4 Bedroom(s)
Sleeps 10
Private vacation home

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La Casa de Luna- 1 bedroom 1 bath steps off Duval street

Key West Apartment - 4.71186 4.7 Star Review

Located in the heart of historic Old Town Key West, just steps away from world-renowned Duval Street, La Casa de Luna is a  ground level one bedroom, one bathroom condo that is part of a large house with a relaxing veranda. Easy walking distance to all your favorite restaurants and bistros.

Open the door to the full kitchen with refrigerator.......read more

Studio
Sleeps 4
Apartment

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Coastal Getaway/with boat dock /DEEP WATER Access to Atlantic & Gulf of Mexico,

Key West Private vacation home

Mpnthly rental PLEASE CONTACT ME FIRST BEFORE YOU MAKE A RESERVATION. THANK YOU !. I advertise on multiple sites. Your best life begins with a home that inspires you! Living on the water just outside of Key West, this Mediterranean style 4 bedrooms/2 1/2 baths home just might be the perfect muse. The imposing Spanish Colonial façade of the entry op.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

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"SMOOTH SAILING" ~ 2 Bedroom, 1 Bath Renovated Condo w/ Community Pool!

Key West Condo - 5.0 5.0 Star Review

***Please be advised that the Shipyard Pool Deck Resurfacing Project will be taking place beginning Wednesday September 7 through Wednesday September 20, 2022 (weather permitting). No other pool will be available to use within the community for the duration of the project. We have reduced the rates accordingly to allow for discounted bookings for.......read more

2 Bedroom(s)
Sleeps 4
Condo

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ANOTHER DAY IN PARADISE in the Truman Annex

Key West Condo - 4.35714 4.4 Star Review

Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The condos are located 2 blocks from Duval Street and all the Old Town Key West attractions. The properties are also ¼ mile from Fort Zachary Taylor State Park. This property is outfitted with washer/dryer, pots/pans, towels, linens,.......read more

2 Bedroom(s)
Sleeps 6
Condo

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ADMIRAL'S PARADISE Gorgeous Townhome in Truman Annex

Key West Private vacation home - 4.69231 4.7 Star Review

Newly renovated town home located on a charming lane in the Truman Annex. The generous open floor plan features 10 foot ceilings both on the first and second levels with hardwood floors and crown molding. Enjoy the theater style kitchen with new quartz counter tops and stainless-steel appliances with a gas cook top. The large living and dining are.......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

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"VILLAGE ROOSTER" ~ Quaint Cottage in Bahama Village Steps from the FUN!

Key West Private vacation home

BAHAMA VILLAGE TREASURE...
This Old Town Key West home is just steps from the award winning restaurants and charming boutiques of Petronia Street in historic Bahama Village. The Village Rooster greets you with a charming front porch and quaint entry.

AMENITIES AND FURNISHINGS...
Village Rooster boasts an open living area and spacious k.......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

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Key West Tropical Townhome on Golf Course

Key West Private vacation home - 5.0 5.0 Star Review

Tropical 2-story conch architecture townhome located in the Key West Golf Club Resort with incredible amenities, on the 17th fairway, sleeps 4 comfortably, and is located at the end of a quiet street with easy access to street parking. The 2-BR floorpan is one of the largest in the community offering wider spaces with more square footage. 2 porches.......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

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Salacia at Key West Beach Club Ocean Front with Gorgeous views

Key West Private vacation home - 4.7037 4.7 Star Review

Imagine enjoying morning coffee, an afternoon cocktail, or an evening meal of stone crabs on a spacious and comfy third-floor balcony with refreshing sea breezes and a gorgeous view of the Atlantic Ocean. If this sounds perfect, Salacia is the tropical island getaway for you.

Named after the Roman female divinity of the sea, Salacia is a two.......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

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Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St

Key West Private vacation home

You will love our newly renovated 2 bed/ 2 1/2 bath private townhome in a secure community. Perfect location. This property doubles as our second home when we are in town. Renovations include new wood flooring, fresh paint, new kitchen with stainless appliances and granite tops. All furnishings and accessories are new. Private courtyard with sundec.......read more

2 Bedroom(s)
Sleeps 8
Private vacation home

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Brand New! Luxury 4 Bedroom Condo at Bayfront Suites & Marina

Key West Condo - 4.68421 4.7 Star Review

Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific property, take advantage of the multitude of amenities offered to make a vacation in the Florida Keys the perfect one. Guests can take in all the island has to offer, from the comfort of their own vacation rental at the new and upscale .......read more

4 Bedroom(s)
Sleeps 8
Condo

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~HORSE CONCH~ Adorable Apt in PERFECT Location w/ Breathtaking Pool!

Key West Apartment - 4.94444 4.9 Star Review

THE PROPERTY: Horse Conch is a Key West hidden gem in perhaps the best location you could imagine. The one-bedroom vacation rental is nestled in the heart of Old Town Key West (just 2 short blocks from Duval Street). You’ll love being within walking distance of everything you’ll want to experience during your tropical vacation.

Horse Conch i.......read more

Studio
Sleeps 4
Apartment

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BLUE HEAVEN in the Truman Annex

Key West Condo - 4.57692 4.6 Star Review

Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The condos are located 2 blocks from Duval Street and all the Old Town Key West attractions. The properties are also ¼ mile from Fort Zachary Taylor State Park. The property is outfitted with washer/dryer, pots/pans, towels, linens, .......read more

2 Bedroom(s)
Sleeps 4
Condo

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Eyebrow Suite in the Eyebrow House off Duval street in Old Town Key West

Key West Apartment - 4.78572 4.8 Star Review

Eyebrow Suite is a spacious two bedroom suite with one of the best locations on the island. Its large front porch and palm tree filled fenced-in yard invite you to a private oasis on Olivia street, just one half block from Duval street. You\'ll feel like a local as you sip a drink, read the newspaper, or just people watch from the front porch.
<.......read more

2 Bedroom(s)
Sleeps 4
Apartment

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Historic "Old Town" Charm

Key West Private vacation home

* We are activally cleaning and sanitizing this rental with extra sanitation methods with each stay.

LUXURY IN OLD TOWN...

Charming home in the Historic Meadows area of Old Town Key West. Tucked behind a canopy of palms this home was built by a local ship captain at the turn of the century. The property is located in the sought after .......read more

4 Bedroom(s)
Sleeps 6
Private vacation home

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3 bedroom Ocean front condo with optional boat slip. marina, restaurant, Shuttle

Key West Condo - 4.75 4.8 Star Review

Ocean front condo with full Ocean Edge amenities. Includes restaurant/bar, pools/spa, gym, access to paddle boards, jet ski, boat rentals, bike rentals, daily/hourly shuttle to Key West and full service marina
Optional 50’ boat slip for additional rental. .......read more

3 Bedroom(s)
Sleeps 8
Condo

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Find many Hotel Options and hundreds of Beachfront Vacation Rentals in Key West.

Spend quality time with your family and friends at cheap low rates you can afford, all while near the beach, nightlife, entertainment and a wide variety of beach activities. We have historic Key West Vacation Rentals, you may even find a Vacation Rental with Boat Dock or Boat Slip. Hundreds of properties to choose from, search for availability, photos, descriptions and best price. If you visit Key West in October, make sure to book your Vacation Rental here for Fantasy Fest.

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