New Listing - Beautiful 3/2 Golf Course Home
Key West Private vacation home
Welcome to this Key West Tropical charmer located only 15 minutes away from Downtown Duval Street. This townhome is located in a gated community called the Key West Golf Club.
This pleasant, bright and spacious townhome comes with a large backyard space for entertaining or just lounging around and is located on a quiet cul de sac. This townhome .......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
Sunset Harbor - Old Town Key West Location - Beautiful Property
Key West Condo
Welcome to the perfect location in old town Key West. Situated on the western side of the island, this property overlooks the Gulf of Mexico. Outside the property enjoy the charms of Duval Street and a nightly sunset celebration at Mallory Square. There are also many activities like diving, scuba or snorkeling, parasailing, fishing charters, boat t.......read more
Studio
Sleeps 4
Condo
Casa Key West- Rooftop Pool Access & Free Parking!
Key West Condo
- 
4.1 Star Review
Summary:
This bright, spacious three bedroom condominium is the perfect Key West getaway. Located at Duval Square it is just steps away from fine dining, local shops and famous Key West attractions. There is a shared pool to enjoy and a private balcony to sit back and relax.
The Space:
Casa Key West is an open-concept 3 bedroom, 2 bath.......read more
3 Bedroom(s)
Sleeps 8
Condo
The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6
Key West Condo
- 4.9 Star Review
This deluxe "Key West Charmer" is a beautifully restored Victorian home built in the 1880\'s that was converted into individual condominiums many years ago, located just one block from Duval Street in the Heart of Old Town Key West. Our casual atmosphere allows you to chill out and enjoy having the best of Key West within easy walking distance of a.......read more
2 Bedroom(s)
Sleeps 4
Condo
Heart of Key West - 2BR Waterfront at the Galleon Resort
Key West Condo
- 5.0 Star Review
Welcome to the heart of Old Town Key West. This resort overlooks the Gulf of Mexico with a private marina, private beach, pool, jacuzzi, restaurant and bar and much more on site.
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.......read more
2 Bedroom(s)
Sleeps 6
Condo
Family Friendly Home in Gorgeous Gated community.
Key West Private vacation home
- 4.9 Star Review
3 Bedroom 3 Bath Home In Key West\'s Newest Gated Community.
Coral Hammock was built in 2004. This home is a spacious 3 bedroom, 3 bath home in a beautifully landscaped gated community. It features 1 king bed, 1 queen, and four twin beds. The kitchen is fully equipped with modern appliances, dishes and cooking utensils.There is an outdoor grill .......read more
3 Bedroom(s)
Sleeps 8
Private vacation home
Downtown Retreat - A++ Location W/ Private Heated Pool/Hot Tub
Key West Private vacation home
- 4.9 Star Review
Location, location, location! Brand new and beautiful, this spacious house is conveniently located on a quiet street in the heart of Old Town Key West only 1/2 block from the fabulous shops, restaurants and bars that made Duval Street famous.
Beautifully furnished and luxuriously appointed, Bahama House has three bedrooms, all with private.......read more
3 Bedroom(s)
Sleeps 8
Private vacation home
Your Condo by the Beach with Ocean View
Key West Condo
- 4.9 Star Review
The Jungle Breeze condo at LaBrisa Condominiums.
*Ocean View
*Free WiFi
* Free Covered Parking
* Final cleaning included in price
* KING size bed.
* Accommodates 2 adults
* Recently renovated this condo features all new flooring and a brand new kitchen
* Full size washer and dryer.
This is not a hotel; it is a privat.......read more
Studio
Sleeps 2
Condo
★Family Friendly 2BR Condo at Heart of Old Town Key West- Sleeps 6!
Key West Condo
- 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
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
Luxurious Oceanfront 5BR Property with heated Pool & Waterfall
Key West Private vacation home
- 5.0 Star Review
Tranquil island living just fifteen minutes from downtown Key West. Stay in and enjoy breathtaking views of the pristine bay and coral-lined heated pool and spa with waterfall, or take a short trip and experience the remarkably unique island of Key West.
Completely remodeled two-story, five bedrooms, and four-bathroom home. You can enjoy your p.......read more
5 Bedroom(s)
Sleeps 12
Private vacation home
Lifetime memories/Private pool/WiFi/Dog OK/Self check-in-out/High Cleanliness!
Key West Private vacation home
- 4.9 Star Review
This elegant home has been constructed to the highest standards and is located within minutes of downtown Key West (via automobile or bike path) Yet very private and away from the tourist. Private heated pool. Decorated with exquisite comfortable furnishings incredible paintings and sculptures from renowned artists. This is one of the most impr.......read more
4 Bedroom(s)
Sleeps
Private vacation home
Truman Annex Condo, Close to Beach & Duval with 2 Bikes, Upper level, Free WIFI!
Key West Condo
- 4.8 Star Review
A TRUE CARIBBEAN PARADISE! Location! Location! Location! The Conch Retreat Condo is located in the Beautiful Shipyard of Truman Annex a luxury community located in the heart of Old Town. No need for a car as you are close to everything! The condo comes with 2 bicycles for your use with helmets. There\'s free parking for one vehicle at the condo. Th.......read more
2 Bedroom(s)
Sleeps 4
Condo
Castaway Cove 8- Private Parking & Resort Pool!
Key West Private vacation home
Summary:
This bright and sunny 2 bedroom 1.5 bath end-unit townhouse, is equipped with all of your necessities for the perfect Key West Vacation.
Nestled away off of Roosevelt Boulevard in the middle of New Town, “Castaway Cove,” is close to all of your shopping needs. You can find just about anything you need within a 5-7 minute walk fr.......read more
Studio
Sleeps 4
Private vacation home
New Listing-Key West Charmer!
Key West Private vacation home
This home was built in 1933 and was an original Key West shotgun house and has been beautifully restored. The house has been decorated uniquely and has a tranquil and beachy vibe.
Upon entry you have a front closed in office space or reading room. This room looks out to the lush landscape and is perfect for an early morning coffee or an afternoo.......read more
2 Bedroom(s)
Sleeps 4
Private vacation home
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Key West Condo
- 4.9 Star Review
We understand that these are unprecedented times and no one knows what tomorrow will bring. Here in Key West we believe in One Human Family where everyone is welcome and treated like family. Let\'s protect one another.
Our condo has always received great reviews on cleanliness and the enhanced cleaning practices are just another step. There.......read more
Studio
Sleeps 4
Condo
**SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES…
Key West Condo
- 4.9 Star Review
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!
SET SAIL celebrates the experiences of the Keys, both on the water and on land. The ideal complementary home base for your water-based excursions awaits in this condo just steps from the marina. SET SAIL is a well-appointed first floor .......read more
2 Bedroom(s)
Sleeps 6
Condo
SOUTHERNMOST SWIM AND SOCIAL CLUB
Key West Private vacation home
- 5.0 Star Review
Look no further! You\'ve found your home away from home. Where your family and friends can share their own piece of paradise in beautiful Key West.
Conveniently located in mid-town Key West this home offers quick access to both uptown shopping locations and Old Town Key West home of famous Duval Street, Hemingway House, Southernmost Point .......read more
3 Bedroom(s)
Sleeps 6
Private vacation home
Hyatt Windward Pointe Save $$$ 5/1 to 5/8 These Dates Only 2 Bdrm Villa Slps 6
Key West Hotel resort
Great Ocean Views - Nearby Beach Access - Sleeps 6- Full Sized Kitchen - On site Restaurant and located just 3.5 mi from the Southernmost Point are just a few of the reasons that guests love to stay at the Hyatt Windward Pointe .
Additional amenities include a year-round outdoor heated pool and hot tub. Free parking and WIFI..
This Spaciou.......read more
2 Bedroom(s)
Sleeps 6
Hotel resort
Island charm, Keys in the Conch Shell, Short bike ride to Heart of Key West.
Key West Condo
Beautifully renovated monthly 2 bedroom 2 bathroom vacation rental at 1800 Atlantic. Extra large floor plan
King in master, queen in guest and queen sleeper. Kitchen is totally renovated with an island and stainless appliances.
Both bedrooms and the living room open onto a 50 ft private balcony with views of the lush tropical courtyard.
1.......read more
2 Bedroom(s)
Sleeps 6
Condo
Island Style- 1 bedroom 1 bath in old town Key West
Key West Private vacation home
- 4.8 Star Review
Resort-style accommodations at an affordable price! Nestled among a colony of freestanding Conch style cottages, amid lush tropical landscaping, sits Island Style, the sister cottage of Hidden Treasure. One of our most popular properties, it was renovated by two fabulously funky sisters who share an affinity for Key West style. It features all the .......read more
Studio
Sleeps 4
Private vacation home
Old Town Beauty built in 1883
Key West Private vacation home
- 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
Four Palms: Casa Marina-Monthly - Private pool-back cottage- RealKeyWest
Key West Private vacation home
- 5.0 Star Review
WELCOME TO FOUR PALMS!
.
This lovely 2 story home is in the well-respected neighborhood of Casa Marina. The main house has 2 bedrooms, 2 1/2 bathrooms and is the ultimate in luxury. Gated parking, a private pool, and a rear guest pool cottage round out this fine home!
Upon entering the main home, you\'ll walk into a large open-c.......read more
3 Bedroom(s)
Private vacation home
The Galleon Resort in Beautiful Key West. Amazing Views! Over 500 Reviews!
Key West Hotel resort
- 5.0 Star Review
RESERVATIONS AVAILABLE IN SEVEN NIGHT INCREMENTS ONLY WITH CHECK-INS on SATURDAYS
Overlooking the shimmering span of Gulf of Mexico in historic Old Town, The Galleon Resort puts you in an ideal spot to enjoy the countless charms of Key West. Mingle with friends new and old at the Tiki Bar, or relax and unwind in the swimming pool. The resor.......read more
2 Bedroom(s)
Sleeps 6
Hotel resort
Fabulous Key West Water Front 3 Bed 3 Bath Home
Key West Private vacation home
- 5.0 Star Review
Look no More! This incredibly laid out and meticulously and beautifully Landscaped, all newly updated, waterfront, 2200 Sqft ground level, 3 Bedroom, 3 Bathroom Home with garage just a couple hundred feet from the open ocean is all you could ever hope for.
Fantastic Kitchen with Granite counters and new stainless steel appliances. All brand.......read more
3 Bedroom(s)
Private vacation home
3 bedroom 3 Bathroom house with a pool downtown near seaport
Key West Private vacation home
- 4.8 Star Review
This traditional cottage, in the heart of Old Town, was built by a shipbuilder in the early 1900’s. It has all the charms of old Key West with all the modern amenities for any couple or family to have a memorable vacation. Wake up to the sweet smells of bread and pastries from the local bakery across the street. Eaton Street has a lot to offer with.......read more
3 Bedroom(s)
Private vacation home
3 bedroom Ocean front condo with optional boat slip. marina, restaurant, Shuttle
Key West Condo
- 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
Luxury Villa with Large Pool in Exclusive Area 5 min from Beach
Key West Villa
An absolute dream home in the most highly sought after location of Key West - the Casa Marina. You will feel at home and never want to leave this thoughtfully designed home. The entire house has been meticulously, professionally redesigned. Located in the most exclusive area of Key West, steps away from the Atlantic beaches, great dining and entert.......read more
3 Bedroom(s)
Sleeps 6
Villa
Sail Boat Catamaran / House Boat/ Key West
Key West House boat
- 4.7 Star Review
As you starting reading about my boat, I would like to tell you what we doing to
protect traveling public from Covid-19 Corona Virus. First of all, you are on my boat by yourself with your group away from other boats at least 10ft. There is no direct contact with other boats in the marina. The boat is cleaned and disinfected with chemicals l.......read more
3 Bedroom(s)
Sleeps 8
House boat
Villa Fleur at Shipyard Condominiums
Key West Condo
- 4.8 Star Review
Relax at Villa Fleur in luxurious surroundings. Renovated in 2018 it has a fully equipped kitchen with bar seating and dining area. The living room features comfy furniture and a panel TV. One queen bedroom and one twin bedroom. Enjoy outdoor dining on the brick patio surrounded by a tropical landscape.
Villa Fleur is located in the Shipyard Co.......read more
2 Bedroom(s)
Sleeps 4
Condo
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.