You are here

Key West Nightly Rentals

Displaying 49 - 72 of 161 results matching your search criteria
Grid ViewMap View
List View

Royal Poinciana

Studio
1 Bathroom
4.6000
(60 Reviews)
This lovely accommodation, with French doors that lead to the private patio, gives you a bit more privacy at Garden House. With a comfortable queen bed and private shower (located just a few steps from our lagoon-style pool), you may find that time disappears.

Many guests choose to stay in the...

Truman Suite

Studio
1 Bathroom
4.7073
(82 Reviews)
The Truman Suite is nestled at the rear of the Simonton Court complex. The efficiency studio features a fully-equipped kitchen, flatscreen TV with cable, free wireless internet, and private patio furniture to relax on. The bathroom has a custom tiled shower with glass door and vanity.

Take...

Ibis Suite

Studio
1 Bathroom
4.7000
(80 Reviews)
Part of Southernmost Sanctuary Suites

The Ibis Suite is located at The Sanctuary in Old Town key West, Only steps to the action, this studio suite has all the comforts of home but surrounds you in island style! Lush gardens surround the Jacuzzi and the calm atmosphere is exactly what you'll need...

Gardenia Getaway

1 Bedroom
1 Bathroom
4.6000
(10 Reviews)
Gardenia Getaway is part of the group unit "4 Flowers"- located on the corner of Simonton St and Freeschool Ln, just one block from world famous Duval St.

Welcome to the perfectly located and affordable apartment Gardenia Getaway. You will not find a better spot to spend your sunny days and...

Seaport Suite

4 Bedrooms
3 Bathrooms
4.8235
(68 Reviews)
Seaport Suite is available for daily vacation rentals and located on the second floor of an historic Key West home in Old Town.. The location is as close to perfect as you can get, being one block off Duval Street and within walking distance to every single thing you could possibly want to do. With...

Papa's Hideaway - Garden of Eden

2 Bedrooms
2 Bathrooms
4.8462
(156 Reviews)
Located at Papa's Hideaway, the serene grounds strike you immediately upon entering the beautifully landscaped, gated property. Located just one block off World Famous Duval Street, Garden of Eden is the perfect combination of quiet Key West living and optimum access to all of the islands best...

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...

West Indies

Studio
1 Bathroom
4.4524
(84 Reviews)
With its rich wood flooring and triple windows, this selection is truly fit for a king. Wood and cane furnishings and metal sculpted palm lamps with intricate shell shades make the guest feel welcome and relaxed.

Double nightstands and a writer's desk add to the atmosphere without compromising it'...

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...

Mary's Backyard

1 Bedroom
1 Bathroom
4.9118
(68 Reviews)
This 1 bedroom, 1 bathroom unit is right downtown and features everything you will need for your Key West getaway! Located next door to other vacation rentals such as Mary's Backyard Too and Banana's Foster Guesthouse and across the street from Seaport Suite.

The location itself could not be...

Papa's Hideaway #4 - Islands in the Stream

Studio
1 Bathroom
4.5682
(88 Reviews)
Located at Papa's Hideaway an historic Key West Inn with all the charm of Hemingway's day and the convenience of being just one block off Duval Street. The perfect mix of location, atmosphere and value.

Feel your tensions release as you soak up the warm tropical sun. Listen to the trade winds...

Sunrise Suites - Hispaniola Suite 101

2 Bedrooms
2 Bathrooms
4.7037
(54 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...

Audubon House

1 Bedroom
2 Bathrooms
4.8039
(102 Reviews)
AUDUBON'S LIVING ROOM HAS JUST BEEN REFURBISHED WITH NEW FURNITURE INCLUDING NEW CHAIRS AND A NEW QUEEN SLEEPER SOFA!

The Audubon House is an historic free-standing one bedroom cottage featuring all the comforts of home, and more!

The spacious, beautifully furnished great room features a living...

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...

Almost Southernmost

2 Bedrooms
1 Bathroom
4.6316
(76 Reviews)
This Truman Avenue home is the perfect location, located between Duval Street and Whitehead St.

The style is common throughout the islands. Our shotgun was renovated in March, 2008. Located in among a row of identical cigar-maker cottages, this gem features a King pillow top bed upstairs, another...

The Galleria - Carey's Corner

Studio
1 Bathroom
4.4167
(24 Reviews)
Affordable studio w/ private bathroom and kitchenette located in The Galleria condominium complex in the heart of "Old Town" Key West. Walking distance to Ft Zachary Taylor State Park & Beach, Blue Heaven, The Earnest Hemingway House, and much more! Free WiFi, cable TV, & daily housekeeping...

Curry House Room 7

Studio
1 Bathroom
4.7143
(84 Reviews)
Room Seven is a magnificent room on the third floor with unique and fun architecture. It is painted in a tropical green tone that is soothing and a lovely contrast to the tropical greens of Key West. The private bath will make this room an exceptionally comfortable home away from home. This room...

The Galleria - Claude Monet Suite

Studio
1 Bathroom
4.7400
(100 Reviews)
This wonderful unit is set apart from the others with cathedral ceilings and a skylight in each room; light and airy and yet very cozy and comfortable. This efficiency condo is perfect for 2 and can even accommodate the occasional guest with the living room sleeper sofa.

The bedroom has a queen...

Sunrise Suites - Dominican Suite 110

2 Bedrooms
2 Bathrooms
4.4583
(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...

Poolside Paradise

3 Bedrooms
2 Bathrooms
4.7179
(78 Reviews)
POOLSIDE PARADISE is made up of POOLSIDE RETREAT and POOLSIDE SUITE

With 3 bedrooms (K, 2 Q, plus 2 Q sleeper), 2 full baths and 2 full kitchens, this historic home is perfect for up to 10 persons. The front portion features a King bedroom, a Queen bedroom and a Queen sleeper sofa in the living...

Sunrise Suites - Grand Cayman Suite 309

2 Bedrooms
2 Bathrooms
4.5556
(90 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...

Old Town Garden Villas - Little Havana Suite

1 Bedroom
1 Bathroom
4.7761
(134 Reviews)
Little Havana suite is a bi-level suite with a very spacious bedroom upstairs with king bed, down pillows, tv/dvd player, writing desk and chair, in-room safe, iron & ironing board complete with Bahama ceiling fan, and a/c.. The upstairs large tiled walk-in shower with hair-dryer makes this...

Sunrise Suites - Big Kahuna Suite 202

2 Bedrooms
2 Bathrooms
4.7429
(70 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...

Monroe Suite

Studio
1 Bathroom
4.5000
(80 Reviews)
The Monroe Suite is nestled at the rear of the Simonton Court complex. The efficiency studio features a fully-equipped kitchen, flatscreen TV with cable, free wireless internet, and private patio furniture to relax on. The bathroom has a custom tiled shower with glass door and vanity.

Take...

Pages