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Key West Rentals

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Carriage Courtyard

3 Bedrooms
3 Bathrooms
Carriage courtyard prior to becoming the beautiful modern wonder that it is today was used to store a horse drawn carriage. Newly remodeled, you can now retreat to you very own courtyard paradise.

Located in Historic Bahama Village and only one block away from the World famous Duval St, places...

The Galleria - Salvador's Suite

Studio
1 Bathroom
4.5714
(42 Reviews)
Welcome to the Salvador Dali Suite, located in Old Town Key West just a few blocks from Duval St! Efficiency and affordability at its finest! The Salvador Dali Suite has everything you need to fulfill your Key West Vacation needs - a super comfy, full-sized bed, a kitchenette complete with a...

Paradise Palms

2 Bedrooms
2 Bathrooms
5.0000
(2 Reviews)
Paradise Palms is located in a cute, quiet neighborhood on the edge of Old Town Key West. The exterior features of this home include one off street parking spot, a small courtyard with seating, a side deck which includes an outdoor shower and gas grill!

The master bedroom features a king-size bed...

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...

Casa Caribe @ Duval Square R9

2 Bedrooms
2 Bathrooms
4.7895
(114 Reviews)
Located in Duval Square (between Duval Street and Simonton Street), where fine dining abounds (Square One and Origami Sushi Bar), Casa Caribe is a second story paradise just steps from the sights, sounds and excitement of world-famous Duval Street.

Lush and tropical gardens surround this beautiful...

Tropical Village - Toon Hall

3 Bedrooms
2 Bathrooms
4.7143
(70 Reviews)
Toon Hall: World-class comfort, lush tropical surroundings and unmatched privacy characterize the former winter home of Pulitzer Prize winning cartoonist, author and artist, Jeff MacNelly. Designed to accommodate a large family or group, this three bedroom home has two full baths plus the...

Casa Key West @ Duval Square R32

3 Bedrooms
2 Bathrooms
4.6500
(120 Reviews)
**Recently Renovated!!

Located in Duval Square (between Duval St and Simonton St) where fine and varied dining abounds (Square One, Origami Sushi Restaurant and New York Garden Cafe),

The foyer opens to the expansive living room with vaulted ceilings, dining room with seating for six and kitchen...

Conch Casa

2 Bedrooms
1 Bathroom
4.7069
(116 Reviews)
The kitchen is fully equipped with a glass top stove, refrigerator with ice-maker, microwave and everything needed for cooking a gourmet meal or just heating leftovers! French doors open from the kitchen and breakfast bar onto a private deck with a large 4 person private hot tub, table and chairs,...

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 - 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...

Hemingway's Retreat

4 Bedrooms
3 Bathrooms

Steps away from Hemingway’s house sits his “Hideaway”. Allow the authentic feel of old Key West inspire you like the famed author. Recently renovated and with enough room to sleep 10, this luxury Conch House will allow you and your guests to experience island living at its finest. Few locations...

Paradise on Sunset Key

2 Bedrooms
2 Bathrooms
5.0000
(2 Reviews)
Paradise at its finest is exactly what you can expect from this immaculate and unique home. Sunset Paradise is a stunning two bedroom, two and a half bathroom house on the private island of Sunset Key, in Key West. Enjoy access to private owner’s beach on western facing side of island with...

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...

Sugar Pie Suite

Studio
1 Bathroom
4.7083
(48 Reviews)
This cute and colorful studio is perfect for anyone who is excited to explore Key West. You are just around the corner from all Duval Street has to offer. Restaurants, bars, shops, live music.. it's all just steps away. Be sure to catch the sunset at Mallory Square and a bite to eat on the harbor...

Hibiscus Room

Studio
1 Bathroom
4.5455
(44 Reviews)
The Hibiscus is located just steps from our heated lagoon pool and adjacent to the Bougainvillea Room. Both Hibiscus and Bouganvillea 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...

Wahoo Way On Duval

1 Bedroom
1 Bathroom
5.0000
(14 Reviews)
This Studio has everything you want and a location that can not be beat. Located on upper Duval St, you are walking distance to Southernmost Point, Mallory Square, shops, restaurants, beaches and bars. The tile floors and Dade Pine walls give this Studio a real Key West feel. Outfitted with a...

Papa's Hideaway

6 Bedrooms
6 Bathrooms
5.0000
(28 Reviews)
Papa's Hideaway is a Guesthouse property comprised of Garden of Eden, Torrents of Spring , Sun Also Rises , For Whom the Bell Tolls, and Islands in the Stream. This private compound had a large outdoor gathering area around your private pool equipped with Grill, Sundeck, and Bar. Located on a...

Southern Palms

5 Bedrooms
4 Bathrooms
4.8000
(30 Reviews)
Located at 729 Whitehead St, "Southern Palms" is the group property consisting of the following homes Coconut Palm, Traveler's Palm, and Royal Palm which can all be booked individually.

All together, these three units have 5 separate bedrooms, 3 separate hot tubs, and share an incredibly luscious...

Secret Garden

2 Bedrooms
1 Bathroom
4.7500
(40 Reviews)
Granite counter tops are in the well outfitted kitchen. The bath has travertine on the floors and walls- its small but very attractive with a bath/ shower combination. This great location, together with interiors by one of Key West's favorite designers and its exquisite deck surrounded by palms and...

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