Key West Hotels - Condos - and Fun!

3 kings
4 queens
8 twins
2 sleeper sofas

21 files, last one added on Oct 14, 2008

5 queens
1 king or twins
6 queen sleeper sofabeds

43 files, last one added on Aug 15, 2009

7 bedroom compound at the center of Old Town.
2 king beds
4 queen beds
4 twin beds

22 files, last one added on Oct 14, 2008

3 king beds
4 queen beds
1 queen sleeper

27 files, last one added on Oct 23, 2009

2 king beds
5 queen beds
2 twin beds
3 queen sleeper sofas

10 files, last one added on Jul 22, 2009

1 king bed
4 queen beds
4 twin beds (kings)

23 files, last one added on Jul 15, 2009

6b/4b private home in Old Town
4 king beds
2 queen sleepers
4 full beds
1 twin bed

18 files, last one added on Aug 17, 2009

5 king beds
1 queen bed
4 sleeper sofa beds

15 files, last one added on Aug 19, 2009

2 pools
3 king beds
2 queen beds
2 twin beds
1 twin sleeper
2 queen sleepers

25 files, last one added on Aug 15, 2009

2 kings
2 queens
6 twins

12 files, last one added on Sep 09, 2009

5 queens
2 twin beds
1 sleeper sofa
1 day bed

9 files, last one added on Dec 04, 2009

Private Estate with 5 Bedrooms, 5 Bathrooms
1 king bed
2 queen beds
2 twin beds
1 full/dbl bed

22 files, last one added on Aug 17, 2009

3 king beds
3 queen beds

14 files, last one added on Aug 10, 2009

3 king beds
1 queen bed
1 twin/single bed
1 sleeper sofa

15 files, last one added on Aug 19, 2009

1 king
4 queen beds
2 queen sleeper sofas
2 twin beds

22 files, last one added on Aug 17, 2009

1 king bed
4 queen beds
2 full/dbl beds

10 files, last one added on Aug 19, 2009

3 king beds
2 queen beds
2 futons

14 files, last one added on Aug 20, 2009

1 king
4 queens
1 day bed

12 files, last one added on Sep 09, 2009

3 kings
4 twins
3 bathrooms
Small pool

19 files, last one added on Dec 04, 2009

2 kings
2 queens
1 sofabed

16 files, last one added on Sep 09, 2009

1 king
3 queens
1 sleeper sofa/queen in the library

14 files, last one added on Sep 09, 2009

6 files, last one added on Mar 02, 2010

Private home with pool access located in the Truman Annex.

9 files, last one added on Apr 18, 2008

Private home with private pool located in the Truman Annex.

9 files, last one added on Apr 18, 2008

Private home with private pool located in the downtown area near Mallory Square.

12 files, last one added on Nov 19, 2008

Private home with private pool located in the Truman Annex.

9 files, last one added on Apr 18, 2008

Private home with private pool located in the Truman Annex.

8 files, last one added on Nov 17, 2008

Private home with private pool located in the Truman Annex.

9 files, last one added on Apr 18, 2008

Private home near Mallory Square with private pool.
3 queen beds

9 files, last one added on Jul 14, 2009

Private home near Mallory Square and Ft. Zach beach.
1 king
1 queen
1 trundle/twins

8 files, last one added on Nov 05, 2009

Private home with pool access located in the Truman Annex.

9 files, last one added on Apr 19, 2008

Private home with private pool located in the Truman Annex.

8 files, last one added on Apr 19, 2008

Private home with private pool located in the Truman Annex.

9 files, last one added on Apr 19, 2008

Private home with private pool located in the Truman Annex.

9 files, last one added on Apr 19, 2008

Private home with private pool located in the Truman Annex.

9 files, last one added on Apr 19, 2008

Private home near Mallory Square.
1 king
2 queens
2 twins
1 sleeper sofa

9 files, last one added on Nov 03, 2009

9 files, last one added on Mar 02, 2010

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

3 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

3 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

3 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

6 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

7 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

6 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

5 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

9 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

6 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

7 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

8 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

6 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

9 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

5 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

9 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

7 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

8 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

6 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

8 files, last one added on Apr 23, 2008

Town home at the Key West Golf Club located just 4 miles from down town. Gated community with 24 hr security.

8 files, last one added on Apr 23, 2008

Town Home with ocean view located in Roosevelt Annex just 2 miles from down town.

9 files, last one added on Apr 23, 2008

Private island retreat just off down town Key West. 24 hr water taxi available at no additional cost.

7 files, last one added on Apr 23, 2008

Town home in the Truman Annex. Short walk to beaches and down town.

8 files, last one added on Apr 23, 2008

Town home in the Truman Annex. Short walk to beaches and down town.

8 files, last one added on Apr 23, 2008

Great 1 bedroom rental with off street parking and a private pool. Located within walking distance to Duval Street

6 files, last one added on Apr 23, 2008

Private home with pool located just 3 blocks from down town Duval Street.

9 files, last one added on Apr 23, 2008

10 files, last one added on Nov 23, 2009

Charming old-style B&B in the heart of Old Town with free parking

5 files, last one added on Jun 12, 2007

Old Town B&B with luxury accommodations.

8 files, last one added on Mar 31, 2009

5 files, last one added on Jun 15, 2007

16 files, last one added on Jun 16, 2008

Like the title states...Just a block off Duval with beautiful rooms. Many suites and multi room units

11 files, last one added on Jun 16, 2007

Luxurious and Oceanfront. Further South in the continental US you'll be in the water.

15 files, last one added on Jan 04, 2008

Pet friendly B&B located just a couple of blocks from Duval Street.

7 files, last one added on Jun 28, 2007

Centrally located with comfortable rooms, breakfast included.

7 files, last one added on Jun 28, 2007

Quiet Duval Street area but still within walking distance of all attractions, beaches, and bars.

10 files, last one added on Feb 09, 2010

6 files, last one added on Nov 21, 2008

Close to the Historic Seaport Harbor and Duval Street

6 files, last one added on Jun 28, 2007

Great location. Close to Duval and the beach.

6 files, last one added on Jan 06, 2012

Located right on Duval Street with tropical gardens and Victorian Style Buildings.

3 files, last one added on Jul 05, 2007

Great location just a block from Duval Street with all amenities of a luxury B&B yet at reasonable rates

8 files, last one added on Jul 29, 2007

Great B & B just a few blocks from Duval Street with a sundeck near pool for clothing optional tanning

9 files, last one added on Jan 08, 2008

Lovely B&B with friendly staff and atmosphere. New additions to property include 2 large pools and beautifully maintained gardens.

7 files, last one added on Jan 08, 2008

Stay amidst it all at this lovely B&B right on Duval Street. Many cafe's, restaurants and galleries are nearby.

8 files, last one added on May 12, 2008

Great location by the Hemingway House and just a few blocks from Mallory Square

7 files, last one added on May 13, 2008

Stay in this historic B&B just 1/2 block from Duval Street. Be sure to inquire about the history of the house

19 files, last one added on Nov 19, 2008

Enjoy your stay in the midst of many restaurants, shops and galleries. Hang out by the pool or the beach is only a 10 minute walk away

10 files, last one added on May 14, 2008

Pay a little less but still be amidst it all. Just a few blocks from down town and around the corner from the historic harbor.

4 files, last one added on May 15, 2008

Newly renovated B&B just minutes from the buzzle of down town.

8 files, last one added on May 15, 2008

This B&B is a lovingly restored Victorian house built in 1895, boasting high colonial style ceilings and decorated with a tropical elegance and homey atmosphere.

8 files, last one added on May 16, 2008

Inexpensive and quaint B&B in Old Town. Bring your children, pets, friends and Family! Everyone is welcome here.

10 files, last one added on May 29, 2008

Built in 1888, this Grand Conch mansion is one of the purest examples of Bahamian architecture in Key West. Listed on the National Register of Historic Places, this B&B has been maintained with utmost care to capture a true feeling of a 19th century island residence.

10 files, last one added on May 29, 2008

What better than to name the B&B after all the famous writers that have made Key West their home.

16 files, last one added on Oct 19, 2010

13 files, last one added on May 29, 2008

3 files, last one added on May 29, 2008

6 files, last one added on May 29, 2008

9 files, last one added on Feb 09, 2010

5 files, last one added on Nov 19, 2008

10 files, last one added on Nov 19, 2008

15 files, last one added on Nov 21, 2008

11 files, last one added on Nov 21, 2008

10 files, last one added on Nov 21, 2008

7 files, last one added on Nov 21, 2008

4 files, last one added on Nov 23, 2008

6 files, last one added on Nov 23, 2008

26 files, last one added on Nov 23, 2008

10 files, last one added on Nov 25, 2008

8 files, last one added on Nov 25, 2008

9 files, last one added on Nov 25, 2008

9 files, last one added on Jan 02, 2009

6 files, last one added on Jan 02, 2009

6 files, last one added on Dec 16, 2009

6 files, last one added on Apr 16, 2010

4 files, last one added on Jun 06, 2011

Old Town Key West Inn. Three blocks from Duval Street. Offers rooms and suites. Complimentary continental breakfast, internet, parking and fitness room

3 files, last one added on Jun 07, 2011

3 files, last one added on Jun 15, 2011

The Crowne Plaza La Concha features 160 award winning guest rooms. Located on the 400 block of Duval Street, the hotel features a pool, sundeck and "The Top" roof top bar with a panoramic view of the entire island. Numerous historic landmarks, attractions, fishing and charter boat rentals are nearby.

9 files, last one added on May 05, 2009

The Doubletree Grand Key Resort is Key West's newest luxury resort. It is located on the quiet side of the island - just 2.5 miles from Old Town Key West. The casual elegance sets the tone for a splendid vacation holiday. Great area for long bike rides along the beaches as well as meetings and corporate events.

12 files, last one added on Jul 13, 2007

Hyatt Key West’s $9 million renovation in 2006 has brought a fresh and stylish, modern aesthetic to the resort’s classic Key West charm. Through its elegant integration of architecture, interiors and landscapes, the design transforms the property into a “tropical modern” experience. Soothing, luminous colors punctuated by bold detailing impart an intimate spa-like quality throughout. Organic materials such as porcelain, bamboo, glass tile, stone and sheer draped fabric add rich texture and enhance the cooling color scheme.

8 files, last one added on Jul 13, 2007

If you're looking for fun, comfort and entertainment, you must stay at LaTeDa. The likes of writer Truman Capote, actress Kelly McGillis, director John Waters and singers Jennifer Holliday and Julia Nixon have enjoyed the delights of this unique Key West hotel.

Following our Key West Motto "One Human Family" LaTeDa has a Key West Gay Theme, open to everyone.

11 files, last one added on Jul 13, 2007

Uniquely positioned at the exact point where the Gulf of Mexico meets the Atlantic, the Ocean Key features spacious guestrooms and one bedroom suites with in-suite jacuzzis and private balconies overlooking the sea and legendary Duval Street. Enjoy spectacular sunsets on the pier!

19 files, last one added on Jul 13, 2007

Conveniently located across the street from the tropical shoreline of sunny Key West, the hotel offers guests the kind of relaxing resort atmosphere, warm hospitality and thoughtful services that are sure to please. The large outdoor pool has little fountains to delight children.

8 files, last one added on Jul 13, 2007

Just across the street from Smather's Beach - the Sheraton Suites offer spacious suites for the price of a standard hotel.

19 files, last one added on Jun 09, 2008

This great priced resort has 127 rooms and is located on Duval Street in Old Town Key West. Walk to shops, bars, beaches and attractions. This hotel is located across the street from a small public beach.

9 files, last one added on Jul 13, 2007

This quaint old town hotel is located adjacent to a small beach and offers a sunning pier that stretches out into the Atlantic Ocean. Enjoy fantastic views from all of the rooms. There is a beachside restaurant and bar - with one of the most magnificent pools in Key West.

9 files, last one added on Jul 13, 2007

Great Hotel located right down town Key West and walking distance to about everything. The Westin Resort also offers a marina and dockage for your boat. The Hotel have many oceanview rooms and suites. Located next door to world famous Mallory Square with nightly entertainment and vendors at Sunset Celebration.

11 files, last one added on May 15, 2008

Nothing is more “Key West” than the Pier House Resort and Caribbean Spa a Key West resort hotel - it's like no other. Elegant accommodations, lush gardens, a private beach, a selection of restaurants and bars, a full-service spa and a for real let-your-hair-down attitude all come together in a tropical escape that simply can’t be duplicated.

35 files, last one added on Nov 24, 2008

Enjoy a taste of tropical living at the most legendary choice of Key West hotels and resorts - Casa Marina Resort & Beach Club. Nestled along the southern edge of the island - spanning more than 1,100 feet of private beach - our comfortably restyled modern accommodations provide a luxurious hideaway for travelers. Listed in the National Register for Historic Places, this landmark resort has attracted business tycoons, artists, and dignitaries since the 1920s. Be a part of this tradition.

16 files, last one added on Jun 03, 2008

Discover a Caribbean playground at The Reach Resort. Boasting the only natural beach on the island as our backyard, this Key West hotel offers the perfect blend of soft white sand and breathtaking sunshine. Relax and repose in one of our 150 elegant guest rooms, featuring sweeping beach views, and attentive services. Witness breathtaking views from the privacy of your own balcony. Lounge poolside. Race the surf on a jet ski. Stroll the beach. Or just watch the sunset from the sandy shore. Delight in the stunning array of features at our luxurious Key West Florida hotel, blending warm hospitality with a landmark setting

13 files, last one added on Jun 04, 2008

This spacious residential-style units include all the features that will make your stay comfortable and convenient. We've taken care to ensure that our stylish, elegant accommodations have everything you need for a relaxing stay. Hyatt Beach House has 74 luxurious units offering spectacular views. The units include two bedrooms and two baths and accommodate up to six people.

10 files, last one added on Jun 04, 2008

Welcome to Hyatt Windward Pointe, A Hyatt Vacation Club Resort. We believe great destinations in Key West should offer more than a good night's sleep, and we take pride in offering you the best of everything -- a great location, luxurious rooms and unparalleled service. Whether your stay in Key West is for business or pleasure, it should be a worry-free experience that delights your senses. So choose Hyatt Windward Pointe, A Hyatt Vacation Club Resort. We assure you the best stay in Key West.

13 files, last one added on Jun 04, 2008

Tropical Key West welcomes you to a classic Florida condominium, offering a master suite with plush king bed and connecting bath with available jetted spa tub. In addition, there is a guest suite with queen bed and full bath. This two-bedroom unit offers a fully-equipped kitchen, dining area, seating area with TV, stereo and DVD player and private balcony with pool or harbor views. Amenities include: onsite washer and dryer, coffeemaker, ceiling fans and wireless Internet access for a nominal fee.

7 files, last one added on Jun 04, 2008

Beachside Resort & Conference Center is a seven-acre waterfront property with lush tropical gardens, magnificent waterfront swimming pool, and a wide variety of unique dining experiences. It is a blend of island ambiance and contemporary elegance, set on the southernmost point of one of the world’s most storied travel destinations.

13 files, last one added on Jun 09, 2008

All male and clothing optional

13 files, last one added on May 09, 2008

Men only and clothing optional

6 files, last one added on Jun 20, 2007

All welcome guesthouse. Pool, bar and restaurant on property.

9 files, last one added on Jun 21, 2007

Gay Key West at it's most fun. 24 hour daily passes available for use of the gym, the pool, and the bar.

4 files, last one added on Jun 26, 2007

You'll sense a special friendliness every time you stay at this guest house. An island paradise where you are free from everyday pressures. A private guesthouse that allows you to renew your spirit in peace and in style. Start everyday with a complimentary chef prepared breakfast complimented by tropical fruits and juices.

10 files, last one added on Nov 23, 2007

Gay guest house in the middle of the "Pink Triangle" of Duval Street. Clothing optional pool and bar.

6 files, last one added on May 09, 2008

8 files, last one added on Dec 12, 2008

The Waterfront Playhouse is Florida’s oldest continually running theatre, where Key West players have been presenting the magic of live theatre for 65 years. It is ideally situated in Mallory Square, in the heart of sunset celebrations and just steps away from some of the fine restaurants Key West has to offer.

See schedules: http://www.waterfrontplayhouse.com/

1 files, last one added on Mar 18, 2007

3 files, last one added on Jul 19, 2007

6 files, last one added on Jun 09, 2008

6 files, last one added on May 06, 2009

Dedicated to providing the most perfect hospitality and sailing experience one could find in Key West, Classic Harbor Line hopes for the privilege of escorting you on a breathtaking excursion aboard the Schooner Adirondack II -
Key West Sailing aboard Schooner Adirondack II http://www.sail-keywest.com/

1 files, last one added on Nov 11, 2009

2 Stop Reef Snorkel
Less travel time, more snorkel time! Enjoy almost two hours of snorkeling in a three-hour trip! Sunny Days’ fast and stable power catamarans take you to two separate snorkeling locations at the Florida Keys National Marine Sanctuary. You will see the tropical corals and fish that make the Keys world famous for snorkeling. Special trip times offer optimal reef viewing with less crowds. Trips include snorkel gear, instruction, soft drinks and water.
Call 800-595-KEYS for reservations

4 files, last one added on Aug 18, 2010

Click on photo for a picture tour of the Dry Tortugas. 70 miles west of the Key Weat you will find the pristine Dry Tortugas National Park.

5 files, last one added on Mar 18, 2007

Enjoy snorkeling, jet skis, parasailing and much more. Click to see the photo gallery of all you can do.

19 files, last one added on Jun 11, 2007

A choice of tours guaranteed to wear you out!
Call 800-595-KEYS for reservations

3 files, last one added on Mar 18, 2007

Flats and Backcountry Fishing

4 files, last one added on May 30, 2007

2 files, last one added on May 30, 2007

7 files, last one added on May 14, 2008

Vacation Key West has exclusive deals with Thrifty - check rates now...

Check Rates

2 files, last one added on May 30, 2007

10 files, last one added on Oct 19, 2010

5 files, last one added on May 18, 2007