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Writer's King Room

Studio
1 Bathroom
4.6190
(42 Reviews)
The Writer's King is located at the end of our second floor balcony at our Key West lodging, located directly over the Lagoon where you can listen to our gentle waterfall on cool evenings.

Featuring a King size bed with Tiffany reading lamps, the Writers' King is a relaxing way to enjoy your Key...

Poolside Retreat

1 Bedroom
1 Bathroom
4.6957
(46 Reviews)
One-half block off world famous Duval Street sits the beautifully renovated home in the 500 block of Olivia Street. The updated kitchen features granite counter tops and beautiful wooden floors. Your bathroom offers a large walk-in tiled shower. A semi-private pool with waterfall feature(shared...

Old Town Garden Villas - Bermuda Suite

1 Bedroom
1 Bathroom
4.7551
(98 Reviews)
Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels is the Bermuda Suite.Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door!

Downstairs is a...

Sunrise Suites - Salt Cay Suite 410

2 Bedrooms
2 Bathrooms
4.6905
(84 Reviews)

Sunrise Suites Resort is an island paradise.  Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our...

Sweet Serenity

2 Bedrooms
3 Bathrooms
Welcome to Sweet Serenity, a newly constructed monthly rental located in the brand new Southernmost Cabana Town Home Complex.

Sweet Serenity is nothing short of pure perfection. A complete turnkey, fully accommodating monthly vacation rental is hard to come by. Located in the heart of 'Old Town...

Sunrise Suites - Cayo Coco Suite 208

2 Bedrooms
2 Bathrooms
4.7436
(78 Reviews)

(Recently updated!) *** 1 Private, covered parking spot is included when you rent this particular vacation condo Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by...

Caribbean Dreams

Studio
1 Bathroom
4.3000
(40 Reviews)
Caribbean Dreams is an inviting space, decorated in rich wood and cane furnishings, perfect for your Key West vacation!

Just a few steps up from the garden entry path, "Caribbean Dreams" offers a calm and cozy atmosphere. Enjoy the ultra comfy queen sized bed, free wifi, and daily housekeeping...

Bougainvillea

Studio
1 Bathroom
4.2647
(68 Reviews)
The Bougainvillea is located just steps from our heated pool and adjacent to the Hibiscus Room. Both share a large semi-private deck, which has access to the front yard and the pool area.

This arrangement is perfect for couples traveling together: plenty of common space and plenty of privacy. The...

Casa Havana @ Duval Square R22

2 Bedrooms
2 Bathrooms
4.6512
(86 Reviews)
This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle.

Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security...

Duval Square Penthouse R19

2 Bedrooms
2 Bathrooms
4.5714
(112 Reviews)
Located in Duval Square (between Duval Street and Simonton Street), where fine dining abounds (Square One, Origami Sushi Bar and NY Pasta Garden),
This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle.

Lush and...

Sunrise Suites - Cat Island Suite 205

2 Bedrooms
2 Bathrooms
4.5769
(52 Reviews)

Sunrise Suites Resort is an island paradise.  Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our...

Atlantic Ocean View

2 Bedrooms
2 Bathrooms
*** POOL WILL BE CLOSED SEPT 5 - OCT 20****

New King-sized bed w/ pillow top mattress installed June 2015

Outside the front of the complex are the tennis courts. If you choose to stay inside the complex you can enjoy the lush landscape on the inside of the courtyard. Just a short stroll takes you...

Cabana Retreat

3 Bedrooms
3 Bathrooms
Welcome to Cabana Retreat, a newly constructed monthly rental located in the brand new Southernmost Cabana Town Home Complex.

Cabana Retreat is nothing short of pure perfection. A complete turnkey, fully accommodating monthly vacation rental is hard to come by. Located in the heart of 'Old Town...

Casa Bonita @ Duval Square R1

2 Bedrooms
2 Bathrooms
4.8000
(140 Reviews)
Short walk to Fort Zachary State Park and South Beach!

This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle.

Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private...

Curry House Room 5

Studio
1 Bathroom
4.7692
(78 Reviews)
Room 5 is on the ground floor with a King-sized bed, private bathroom & has access to a wraparound porch.

The Curry House is an historic piece of Old Key West. Pearl Curry originally opened her home as "Curry's Rooms" in the mid-1900's. Now the inn offers nine beautiful guestrooms and the...

Curry House Room 8

Studio
1 Bathroom
4.5769
(52 Reviews)
Room 8 has a king bed and private bathroom. The natural wood paneling on three walls is beautiful and timeless. This room has a lovely semi-private veranda that overlooks the pool area as well as the rooftops of Key West. The birds-eye view is spectacular and lush.

The Curry House is an historic...

Gecko Grotto

Studio
1 Bathroom
4.3333
(66 Reviews)
Decorated in a cozy island style, the Gecko Grotto is located adjacent to our heated lagoon-style pool, and just steps away from breakfast!

Throw your suitcase on the luggage rack and start to relax! The theme is truly Key West and little island touches are sprinkled throughout the decor.

Island...

Sunrise Suites - Tortuga Suite 301

2 Bedrooms
2 Bathrooms
4.6250
(48 Reviews)

Sunrise Suites Resort is an island paradise.  Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our...

Sunrise Suites - Cristobal Suite 411

2 Bedrooms
2 Bathrooms
4.6591
(88 Reviews)

Sunrise Suites Resort is an island paradise.  Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our...

Spa On Duval @ Duval Square R11

2 Bedrooms
2 Bathrooms
4.6400
(100 Reviews)
A Key West Gem!

Fine dining abounds here with great restaurants such as Square One, Origami Sushi Bar and Panini/Panini, which offers free wi-fi). In the “must have” location of historic, old town Key West, it is a second story home-away-from-home, just steps from the sights, sounds and...

Shipyard Perch

2 Bedrooms
2 Bathrooms
4.6667
(42 Reviews)
***Due to licensing restrictions, this property requires a minimum stay of 7 nights.***

The Shipyard’s Perch is a great place to stay and play near the water and Old Town Key West!

Located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive...

Waterfall 4

Studio
1 Bathroom
4.4545
(66 Reviews)
As the name suggests, the Garden House's "Waterfall" rooms are tucked behind the tropical lagoon's waterfall... Just steps away from the breakfast and sitting area. Considering the location and price, you will not find a better deal in all of Key West

This cozy bedroom shares a bathroom with...

Sunrise Suites - Rum Cay Suite 304

2 Bedrooms
2 Bathrooms
4.6735
(98 Reviews)

Sunrise Suites Resort is an island paradise.  Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped pool surrounded by lush tropical foliage where you can let your cares melt away. Please take a moment to look through our site at our...

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