The 10 best holiday rentals in Stock Island, USA | Booking.com
Skip to main content

Holiday Rentals in Stock Island

Find the holiday rentals that appeal to you the most

Holiday Rentals for every style

Find the right holiday rental for you in Stock Island

The best holiday rentals in Stock Island

Check out our pick of great holiday rentals in Stock Island

Show hotels on map

Filter by:

Review score

L'Habitation Guesthouse- Adult Exclusive

Key West (Near Stock Island)

Located in Key West, 600 metres from Key West Aquarium and 600 metres from Mallory Dock, L'Habitation Guesthouse- Adult Exclusive provides accommodation with free WiFi, air conditioning, a garden and...

P
Peter
From
Norway
Very nice staff and good communication. We came early to Key West, they sent us a message on booking as soon as our room was ready. There was a cute breakfast with nice options, we especially enjoyed the pastries and coffee from local vendors. The thing we were very surprised by, was the happy hour in the afternoon, when there was some vodka and cranberry out for us to enjoy. Well done!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,418 reviews
Price from
US$219
1 night, 2 adults
Check availability

Southernmost Point Guest House & Garden Bar

Key West (Near Stock Island)

This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 110 metres from the Southernmost Point and 73 metres from the beach.

F
Francesca
From
Switzerland
We had a lovely time in this romantic guesthouse as a 30 y.o. couple. The room was quite big and clean, bathroom was spacious and the balcony was so nice. We were on the first floor, and there was armchairs to sit in outside there and just enjoy the ocean breeze. Magical. The bar was quite cool as well, with live music. A pity that they stop playing at 19:00 and close the bar at 19:30 though. Breakfast was a lot of options, homemade cooking kinda vibe, we enjoyed it a lot. Parking was very convenient, I don’t understand the bad reviews about the distance. Guys, it’s literally 1 minutes walk. It’s good for you, just walk. It’s not gonna kill you. Strongly recommend!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,172 reviews
Price from
US$481.85
1 night, 2 adults
Check availability

Old Town Manor

Key West (Near Stock Island)

This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Southernmost Point.

A
Alice
From
France
Amazing time at the Old Town Manor Cosy room, great breakfast, heartwarming welcome ! Many thanks!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,057 reviews
Price from
US$289
1 night, 2 adults
Check availability

The Casablanca Hotel

Key West (Near Stock Island)

Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi.

W
William
From
United States
Amazing hotel. Met all my expectations.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 526 reviews
Price from
US$145
1 night, 2 adults
Check availability

The Artist House

Key West (Near Stock Island)

This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street.

B
Ben9Copenhagen
From
Denmark
AMAZING! WOW - this place was so nice and the staff was so kind and friendly. We had the most beautiful room with fridge, coffee & tea. A very nice breakfast and snacks available in the kitchen. A nice and cozy court yard with spa.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 184 reviews
Price from
US$219.45
1 night, 2 adults
Check availability

Evershore House -Pool, Parking, Dock!

Key West (Near Stock Island)

Featuring air-conditioned accommodation with a private pool, Evershore House -Pool, Parking, Dock! is located in Key West.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$1,384.60
1 night, 2 adults
Check availability

Keys Please!

Key West (Near Stock Island)

Set in the centre of Key West, 300 metres from South Beach and 400 metres from Southernmost Point, Keys Please! offers free WiFi, a garden and air conditioning.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 6 reviews
Price from
US$828
1 night, 2 adults
Check availability

The St Martin -Hot Tub & Pool

Key West (Near Stock Island)

Boasting air-conditioned accommodation with a patio, The St Martin -Hot Tub & Pool is situated in Key West. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

g
gary
From
United Kingdom
Tennis court nearby and decent pool
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 16 reviews
Price from
US$244.95
1 night, 2 adults
Check availability

The Exuma Cay -Pool View & Parking

Key West (Near Stock Island)

Boasting air-conditioned accommodation with a patio, The Exuma Cay -Pool View & Parking is situated in Key West. Featuring a lift, this property also provides guests with an outdoor pool.

S
Stephen
From
United Kingdom
It is very spacious and well laid out.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 33 reviews
Price from
US$288.65
1 night, 2 adults
Check availability

Sky Loft in Key West

Key West (Near Stock Island)

In the centre of Key West, located within a short distance of Simonton Street Beach and Duval Street, Sky Loft in Key West offers free WiFi, air conditioning and household amenities such as a...

P
Patrick
From
United Kingdom
Location, and general layout of the property.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 16 reviews
Price from
US$347.30
1 night, 2 adults
Check availability
All holiday rentals in Stock Island

Most booked holiday rentals in Stock Island and surroundings in the past month

See all

Highly rated holiday rentals in Stock Island and nearby

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 123 reviews

    Located in Key West, 9.1 km from Ernest Hemingway Home and Museum and 9.2 km from Duval Street, Grand Marina Suite -Waterfront Condo offers a garden and air conditioning.

    From US$608.09 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 5 reviews

    Featuring air-conditioned accommodation with a private pool, Evershore House -Pool, Parking, Dock! is located in Key West.

    From US$1,587.77 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 15 reviews

    Featuring air-conditioned accommodation with a terrace, Sunrise Suites Saint Barts Suite #303 is located in Key West. The apartment has access to a restaurant.

    From US$773.66 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 16 reviews

    Boasting air-conditioned accommodation with a patio, The St Martin -Hot Tub & Pool is situated in Key West. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 33 reviews

    Boasting air-conditioned accommodation with a patio, The Exuma Cay -Pool View & Parking is situated in Key West. Featuring a lift, this property also provides guests with an outdoor pool.

    From US$629.61 per night
  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 49 reviews

    Tortuga Suite at Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking is set in Key West, 6.5 km from Southernmost Point, 7.3 km from Ernest Hemingway Home and Museum, and 7.4 km from Duval...

    From US$645.13 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 51 reviews

    Set in Key West, 6.5 km from Southernmost Point and 7.3 km from Ernest Hemingway Home and Museum, The Barbados -Bright Condo w Pool offers air conditioning.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 21 reviews

    Located in Key West in the Florida region, Sunrise Suites Big Kahuna Suite #202 has a balcony. Guests can benefit from a terrace and an outdoor pool. The apartment features a hot tub and a lift.

    From US$694.74 per night

These holiday rentals in Stock Island and nearby have options with free cancellation

  • Featuring air-conditioned accommodation with a private pool, New The Altair House - Fire Pit Pool & Hot Tub is located in Key West. Guests staying at this holiday home have access to a patio.

  • Aquaria House -Pool & Boat Dock

    Key West
    Free cancellation options available
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 4 reviews

    Boasting air-conditioned accommodation with a private pool, Aquaria House -Pool & Boat Dock is situated in Key West.

    From US$1,587.77 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Boasting air-conditioned accommodation with a private pool, The Crestwood House - Private Heated Pool & Parking is situated in Key West.

    From US$2,008.13 per night

  • The Trinidad -Pool & Parking

    Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 31 reviews

    Boasting air-conditioned accommodation with a patio, The Trinidad -Pool & Parking is situated in Key West. Featuring a lift, this property also provides guests with an outdoor pool.

    From US$567.51 per night

  • The Grand Turk -Sunset View & Pool

    Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 18 reviews

    The Grand Turk -Sunset View & Pool is situated in Key West, 6.5 km from Southernmost Point, 7.3 km from Ernest Hemingway Home and Museum, and 7.4 km from Duval Street.

    From US$536.46 per night

  • NEW Grenada Suite - Parking Pool & Pets 209

    Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.1
    Good - What previous guests thought, 7 reviews

    Boasting air-conditioned accommodation with a patio, NEW Grenada Suite - Parking Pool & Pets 209 is situated in Key West. Featuring a lift, this property also provides guests with an outdoor pool.

    From US$544.22 per night

  • Colors on White

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 7.2
    Good - What previous guests thought, 91 reviews

    Located in Key West, this Florida hotel is 1.6 km from the shopping, entertainment, and nightlife of Duval Street. Features include a shared outdoor pool with a waterfall and free property-wide WiFi.

    From US$268.88 per night

  • Sunnyside Up

    Downtown Key West, Key West
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 4 reviews

    Located in the centre of Key West, 700 metres from Higgs Beach and 1 km from Southernmost Point, Sunnyside Up offers free WiFi, a garden and air conditioning.

Enjoy breakfast in Stock Island and nearby

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 1,165 reviews

    Featuring free WiFi, a sun terrace with a swimming pool and a garden, Authors Key West Guesthouse is situated in Key West. It is set 1.7 km from South Beach and features a concierge service.

    From US$156.38 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 865 reviews

    This all-adult bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean.

    From US$396.84 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 659 reviews

    Set in Key West, less than 1 km from South Beach, La Pensione Inn - Adult Exclusive offers accommodation with an outdoor swimming pool, free private parking, a shared lounge and a terrace.

    From US$212.63 per night
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 754 reviews

    Within walking distance of the beach, local attractions and activities, this Old Town Key West inn features on-site laundry facilities, comfortable guest rooms and an extended continental breakfast.

    From US$236.25 per night
  • Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 1,785 reviews

    This bed and breakfast welcomes guests to Old Town, Key West and boasts a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes’ walk away.

    From US$165.48 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 32 reviews

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

    From US$334.80 per night
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 308 reviews

    Key West Bed and Breakfast, a property with a garden, is situated in Key West, 1.2 km from Key West Aquarium, 1.3 km from Ernest Hemingway Home and Museum, as well as 1.1 km from Mallory Dock.

    From US$257.63 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 1,274 reviews

    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.

    From US$325.13 per night

FAQ about holiday rentals in Stock Island

Research, refine and make plans for your whole trip

Holiday Rentals in Key West

Flexible on where to stay? Look up holiday rentals in nearby Key West, not too far from Stock Island.

Holiday Rentals in Key West

Find more hotels in a city close to Key West.

Holiday Rentals in the United States

Pack a bigger bag and see more of the country.

Hotels near Duval Street

Hotels close to a popular local landmark.

Hotels near Bahia Honda State Park

Hotels close to a popular local landmark.

Holiday Rentals in New York

Discover another destination in the United States.

Holiday Rentals in Las Vegas

Take a look at holiday rentals in Las Vegas and explore more of the United States.

When to visit the United States

Events, prices, the weather and more.

Holiday Rentals in Florida

Extend your search and explore the surrounding area.