Skip to main content

Holiday Rentals in Stock Island

Find the holiday rentals that appeal to you the most

The best holiday rentals in Stock Island

Check out our pick of great holiday rentals in Stock Island

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

See all

Popular with guests booking holiday rentals in Stock Island

Popular with guests booking holiday rentals in Stock Island

Popular with guests booking holiday rentals in Stock Island

Popular with guests booking holiday rentals in Stock Island

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking holiday rentals in Stock Island

Popular with guests booking holiday rentals in Stock Island

Scored out of 10, guest rating 7.3
Good - What previous guests thought, 3 reviews

Popular with guests booking holiday rentals in Stock Island

Scored out of 10, guest rating 7.3
Good - What previous guests thought, 4 reviews

Holiday Rentals with swimming pools in Stock Island and nearby

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 126 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$838.63 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a private pool, Seagate House -Waterfront w Dock is located in Key West.

From US$2,894.46 per night

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.

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

From US$3,942.90 per night
Scored out of 10, guest rating 10
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$4,017.32 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.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Boasting air-conditioned accommodation with a private pool, Mastway House -Pool & Dock! is set in Key West.

From US$3,047.12 per night
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 14 reviews

Boasting air-conditioned accommodation with a balcony, Sunrise Suites Paradise Escape #407 is set in Key West. Spa facilities is available for guests, along with a fitness room.

Enjoy breakfast in Stock Island and nearby

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 1,150 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$167.63 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 859 reviews

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

From US$392.34 per night
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 1,764 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$226.23 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 30 reviews

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

From US$402.30 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 318 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$201.38 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,279 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$336.38 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 772 reviews

This Key West bed and breakfast is 3 minutes’ walk from the art galleries and cafés of historic Duval Street. Guests can start their day with a full hot breakfast and enjoy two outdoor pools.

From US$358.88 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 347 reviews

Well located in Key West, The Garden House provides express check-in and check-out and private parking.

Highly rated holiday rentals in Stock Island and nearby

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$888.81 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 9.0
Superb - What previous guests thought, 34 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.

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 49 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.

From US$848.25 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 22 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$758.14 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 863 reviews

Alexander Palms Court - No Hidden Resort Fees! provides accommodation located less than 1 km from the centre of Key West and features an outdoor swimming pool and a garden.

From US$403.88 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 7 reviews

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.

From US$2,157.30 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 14 reviews

Located in the centre of Key West, 600 metres from South Beach and 500 metres from Ernest Hemingway Home and Museum, New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers free WiFi and...

From US$1,616.68 per night

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

The Trinidad -Pool & Parking

Key West
Free cancellation options available
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 30 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$770.63 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$836.61 per night

NEW Grenada Suite - Parking Pool & Pets 209

Key West
Free cancellation options available
Scored out of 10, guest rating 7.0
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.

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.

From US$1,784.93 per night

Curry House Room 6

Downtown Key West, Key West
Free cancellation options available
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 7 reviews

Situated in the centre of Key West, 1 km from Simonton Street Beach and 800 metres from Duval Street, Curry House Room 6 offers free WiFi, a garden and air conditioning.

From US$710.49 per night

Curry House - Room 2

Downtown Key West, Key West
Free cancellation options available

Set in the centre of Key West, 1 km from Simonton Street Beach and 800 metres from Duval Street, Curry House - Room 2 offers free WiFi, a garden and air conditioning.

From US$658.63 per night

Curry House - Room 1

Downtown Key West, Key West
Free cancellation options available
Scored out of 10, guest rating 6.4
Pleasant - What previous guests thought, 7 reviews

Situated in the centre of Key West, 1 km from Simonton Street Beach, Curry House - Room 1 features air-conditioned rooms and free WiFi.

From US$688.39 per night
Scored out of 10, guest rating 5.0
Passable - What previous guests thought, 2 reviews

Set in the centre of Key West, 600 metres from South Beach and 500 metres from Ernest Hemingway Home and Museum, NEW!

FAQ about holiday rentals in Stock Island