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Curry House Room 4

Studio
1 Bathroom
4.6
(40 Reviews)
Perhaps the best value in the Curry House, Room four is simply stunning. The walls have remained unpainted, revealing the solid construction of native, Dade County pine which is naturally resistant to the adverse effects of the local environment. Room Four shares a bathroom with Room 3. The...

Banana Split

1 Bedroom
1 Bathroom
4.4736842105263
(19 Reviews)
Part of
Banana's Foster Guest House

This one bedroom apartment is on the 2nd floor of this historic property and accessed through the shared gated courtyard, right beside the shared off street parking on Simonton. Once through the gates, walk around the shared plunge pool and BBQ grill, going...

Mary's Trio

3 Bedrooms
2 Bathrooms
MARY'S TRIO is comprised of the two side by side apartment style homes named MARY'S BACKYARD and MARY'S BACKYARD TOO.

MARY'S BACKYARD:

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...

Southern Palms

5 Bedrooms
4 Bathrooms
4.8
(15 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...

Egret Suite

Studio
1 Bathroom
4.5208333333333
(48 Reviews)
Part of Southernmost Sanctuary Suites

Located on Historic Simonton Street, these suites are the perfect cozy escape you've been looking for! An adorable front porch to watch the people biking, walking or scooting along. Start your mornings on the porch with your Cuban coffee and a good book before...

Carriage Courtyard

3 Bedrooms
2 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...

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...

Casa Diamante

3 Bedrooms
2 Bathrooms
Casa Diamante is a beautiful three bedroom, two and a half bathroom home in the perfect location of downtown Key West. This newly renovated home is sure to impress and is the perfect island getaway! When you walk through the frosted glass door, you will be welcomed by an expansive living area with...

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...

Sunset Marina View

2 Bedrooms
2 Bathrooms
Gorgeous monthly rental next to the golf course on stock island in Key West! This spacious condo is located next to the best dining and water activities the island has to offer!

When you walk into the condo, you will be fall in love with the island feel of the home. The breeze hits the palm trees...

Honey Bun Hideaway

Studio
1 Bathroom
4.7916666666667
(24 Reviews)
Part of Banana's Foster Guesthouse. This cute and colorful studio is perfect for anyone who is excited to explore Key West on a budget. 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...

Duval Canopy

Studio
1 Bathroom
4.5714285714286
(14 Reviews)
Cozy Condo in Prime Location! Right off of Duval Street! Located just steps off of world famous Duval Street, Duval Canopy is the perfect blend of comfort, location and value.

Just a few blocks from The Southernmost Beach, the Southernmost Point, and other favorites like The Butterfly Conservatory...

Club Clark

3 Bedrooms
3 Bathrooms
4.75
(4 Reviews)
The main dwelling includes a beautiful, newly-renovated kitchen, a master bedroom with en-suite, a second bedroom with twin beds (which can be made into a king upon request), a full guest bathroom including a tub and full vanity, and an open, spacious living room with beautiful furnishings...

Cristobal Suite #411

2 Bedrooms
2 Bathrooms
4.6590909090909
(44 Reviews)
Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9:15 AM - 5:30 PM daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge...

Grand Turk Suite #404

2 Bedrooms
2 Bathrooms
4.65
(40 Reviews)
Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9:15 AM - 5:30 PM daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge...

Mary's Backyard Too

2 Bedrooms
1 Bathroom
4.8333333333333
(30 Reviews)
This 2 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 and Banana's Foster Guesthouse and across the street from Seaport Suite.

The location itself could not be better!...

Paradise Suite

1 Bedroom
1 Bathroom
4.2
(5 Reviews)
Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels lays the Paradise Suite.

Paradise Suite is a bi-level suite with one bedroom upstairs. The bedroom features a king bed and is decorated in rich tropical colors with local Key West hand colored...

Andy's Attic

Studio
1 Bathroom
4.4
(10 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...

Tropical Village Retreat

2 Bedrooms
1 Bathroom
4.6666666666667
(30 Reviews)
Tropical Village Retreat - Lush gardens surround this lovingly restored two-story vacation house.

This upstairs suite has two bedrooms each featuring a queen bed. The fully equipped kitchen is perfect for the serious cook or enjoy your meals on the gas BBQ grill in a tropical setting. The living...

Flamingo Hideaway

1 Bedroom
1 Bathroom
4.7073170731707
(41 Reviews)
Flamingo Hideaway is on the ground floor a spacious unit.

Historic homes dating to the late 1880s, this tropical paradise has just undergone a complete restoration with exceptional attention to details.

The original Dade County pine walls have been saved to create that unique historic feel in a...

Jasmine Suite

1 Bedroom
1 Bathroom
4.6545454545455
(55 Reviews)
Part of the Nightly group unit 4 Flowers

You won't find a better private off-street parking is just outside your door. Turn down 'Free School House Lane' (1/2 block from the Marquesa Hotel & Restaurant) and you are home!

Featuring a queen pillow-top bed with light weight down comforter, the...

Golf Club Getaway

2 Bedrooms
1 Bathroom
Cute 2 bed 1.5 bath house located in the Key West Golf Club with fenced in yard.

New Furnishings and Appliances. Great location, steps to golf clubhouse and visitor parking, 2 miles from airport, very close to shopping, and 4 miles from Duval. Private setting with no neighbors to back, fenced yard...

Curry House Room 9

Studio
1 Bathroom
4.65
(40 Reviews)
It is a pleasure to present the recently renovated Room Nine! It used to be a good room, now it's a great room! Comfortable and very peaceful, this room was originally opened up to make use of a portion of the attic space. Note that the ceiling is sloped in two directions and some taller guests...

Tradewinds

4 Bedrooms
2 Bathrooms
4.7352941176471
(34 Reviews)
Tradewinds is comprised of the Leeward Isle and Windward Isle

Two Cigar Maker’s Cottages, side-by-side, located ½ block off Duval Street. These two cottages are a favorite of our guests who like to relax in the private, quiet, beautiful garden areas with large spas that are behind each house. Your...

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