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The best vacation rentals in Stock Island

Check out our selection of great vacation rentals in Stock Island

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Old Town Manor, hotel in Stock Island

This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1 mi from the Southernmost Point.

Location, location, location. Price performer.
Scored 9.0
9.0
Rated wonderful
Wonderful
1,029 reviews
Price from
$305
1 night, 2 adults
Marreros Guest Mansion - Adult Only, hotel in Stock Island

Offering a year-round outdoor pool and terrace, this adult-only (21 years +) Marreros Guest Mansion is set in the Duval district in Key West. Duval Street is a 1 minute walk from the property.

Friendly and helpful staff
Scored 9.4
9.4
Rated wonderful
Wonderful
129 reviews
Price from
$249
1 night, 2 adults
The Speakeasy Inn and Rum Bar, hotel in Stock Island

The Speakeasy Inn and Rum Bar features accommodations within 500 yards of the center of Key West, with free Wifi and a kitchenette with a microwave, a fridge, and kitchenware.

Very comfortable and attractive room with a kitchenette. Lots of tissue, toilet paper, bottled water, toiletries, and coffee available. Good location right on Duval near restaurants and shops.
Scored 9.1
9.1
Rated wonderful
Wonderful
226 reviews
Price from
$305
1 night, 2 adults
Sky Loft in Key West, hotel in Stock Island

Sky Loft in Key West offers accommodations in Key West, a 9-minute walk from Ernest Hemingway Home and Museum and 0.7 miles from Mallory Square.

The character of the property, great use of the space, skylights for great lighting, quiet although close to Duval Street, fully stocked kitchen (appliances, dishes etc), in-house laundry, lots of towels and extra bedding. It’s a very comfy bed. Loft was a slight challenge for my 6’3” partner but he learned quickly 😂. I would stay there again. Close to Duval street and all the activities in Old Town Key West
Scored 9.3
9.3
Rated wonderful
Wonderful
10 reviews
Price from
$273
1 night, 2 adults
The Conch House Heritage Inn, hotel in Stock Island

This adult-only Conch House Heritage Inn offers accommodations in Key West with breakfast included and complimentary mimosas.

Breakfast was a little limited, but personally prepared and very tasty. Property was beautiful and very much in the classic 'Key West' style, so we felt very comfortable and part of the town. All the staff were very welcoming, helpful and friendly.
Scored 9.1
9.1
Rated wonderful
Wonderful
33 reviews
Price from
$309.60
1 night, 2 adults
Keys Please!, hotel in Stock Island

Keys Please! is located in Key West, just a 7-minute walk from Ernest Hemingway Home and Museum and half a mile from Duval Street.

Location, location and then some more location. The place is fabulous and extremely comfortable. Highly recommended!
Scored 9.2
9.2
Rated wonderful
Wonderful
5 reviews
Price from
$547
1 night, 2 adults
L'Habitation Guesthouse- Adult Exclusive, hotel in Stock Island

Located in Key West, 1969 feet from Key West Aquarium and 1969 feet from Mallory Dock, L'Habitation Guest house- Adult Exclusive provides accommodations with free WiFi, air conditioning, a garden and...

Breakfast, comfortable bed, clean room/area!
Scored 8.8
8.8
Rated excellent
Excellent
1,422 reviews
Price from
$179
1 night, 2 adults
Courtney's Place Historic Cottages & Inns, hotel in Stock Island

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests.

Loved the fact that the place is two blocks from Duval, and a short walk to nearby sites.
Scored 8.9
8.9
Rated excellent
Excellent
1,336 reviews
Price from
$249
1 night, 2 adults
Authors Key West Guesthouse, hotel in Stock Island

Authors Key West Guesthouse features free Wifi and rooms with air conditioning in Key West.

Good light breakfast with quality items such as bagels from the local bagel shop, coffee from a local coffee shop, two kinds of yogurt, etc. Much better than what you normally see purchased at a big box store.
Scored 8.3
8.3
Rated very good
Very Good
1,329 reviews
Price from
$250
1 night, 2 adults
Rose Lane Villas, hotel in Stock Island

Located in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.1 mi from the Southernmost Point.

Centrally located to Duval Street. Nice quiet tucked away with a nice pool. It was very clean and cozy! The service people were very accommodating and friendly. Will definitely try again.
Scored 8.7
8.7
Rated excellent
Excellent
283 reviews
Price from
$402
1 night, 2 adults
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