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2026-04-18
2026-04-19
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Hotels with indoor pool in Key West

Tumis Time Out By Avantstay Heart Of Old Town W Shared Pool Month Long Stays Only

606 Truman Ave #4, Key West, United States View map

Discover the charm of Tumis Time Out By Avantstay Heart Of Old Town, an exquisite retreat nestled in the vibrant heart of Duval. This enchanting accommodation beckons with its stylish interiors… More

From US$ 251 Book Now

Porter Paradise

417 Porter Court, Key West, United States View map

Situated only 5 minutes' walk from Mile Marker 0 Store, Porter Paradise Key West villa entices guests with snorkelling and fishing in the area. More

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A Sunset Celebration

95 Golf Club Drive, Key West, United States View map

A Sunset Celebration Villa Stock Island is located approximately 5 minutes' walk from the Key Haven, giving access to various tourist spots nearby. More

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Bayview South 801 Eisenhower Dr. #6

801 Eisenhower Dr. #6, 6, Key West, United States View map

Nestled in the heart of Key West, the Bayview South 801 Eisenhower Dr. #6 Villa offers an idyllic retreat for those seeking both relaxation and adventure. This coastal chic sanctuary boasts… More

From US$ 1670 Book Now

Bahama Gardens - Turtle House

714 Thomas Street, Key West, United States View map

Set in the Downtown Key West district, the 2-bedroom Bahama Gardens - Turtle House Villa is within 15 minutes' walk of Simonton Beach. The Key West villa has a fully furnished kitchen provided with… More

From US$ 1053 Book Now

Brand New Build Larkshine House - Pool

Mangrove Lane 9, Key West, United States View map

With its prime location, just a short drive from the lively streets and beautiful beaches of Key West, Larkshine House is the ideal base for exploring all that this enchanting destination has to… More

From US$ 2514 Book Now

Sugar Palm Studio At Travelers Palm Inn Key West

815 Catherine St., Key West, United States View map

Sugar Palm Studio At Travelers Palm Inn Key West villa is located only 1.6 km from the West Martello Tower and welcomes its guests to enjoy windsurfing, snorkelling, and fishing. More

From US$ 567 Book Now

Blue Gem

5 Sapphire Dr, Key West, United States View map

Located just near Keys Presbyterian, the 3-bedroom Blue Gem Villa Key West gives easy access to various tourist attractions in the area. More

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The Grand Turk -Sunset View & Pool

Seaside Drive 3625, Key West, United States View map

The 2-bedroom Grand Turk Suite 404 is 4.8 km from the even Southernmost Point, while Sheriff s Animal Farm is approximately 20 minutes' walk away. The Key West villa has a kitchen provided with… More

From US$ 295 Book Now

Afternoon Delight

401 Emma Street Apt F, Key West, United States View map

Staying at Afternoon Delight Villa Key West, guests can easily reach Southernmost Point of the Continental US Monument, located 18 minutes' walk away. More

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Lighthouse Villa By Avantstay Walk To Southernmost Point W Private Pool Patio Month Long Stays

921 Whitehead Street, Key West, United States View map

**Experience Unmatched Elegance at Lighthouse Villa By Avantstay** Nestled in the vibrant heart of Duval, the Lighthouse Villa By Avantstay offers guests an exquisite blend of casual sophistication… More

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Saltwater Angler

115 Front Street #203, Key West, United States View map

Saltwater Angler Villa Key West provides easy access to various city attractions, such as the fully accredited Mel Fisher Maritime Heritage Museum, situated nearly a 5-minute walk away. More

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Southard Quarter - Walk To Duval

208-3 Southard Street, Key West, United States View map

**Southard Quarter - Walk To Duval Apartment** invites travelers to immerse themselves in the vibrant charm of Key West. This delightful retreat, nestled within walking distance of the lively Duval… More

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Lighthouse Suites Collection

419 Truman Avenue, Key West, United States View map

Featuring a swimming pool for guests' enjoyment, Lighthouse Suites Collection Key West villa is nestled in the very heart of Key West, just 1.8 km from the Bayview Park. More

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The Lighthouse Penthouse Suite

419 Truman Avenue, Key West, United States View map

Located in the Downtown Key West district, within 200 metres of The Ernest Hemingway Home and Museum, The Lighthouse Penthouse Suite Key West villa offers sea views. More

From US$ 1303 Book Now

Sublime Sunsets

107 Front St #214, Key West, United States View map

Offering a location about a 20-minute walk from the Key West Shipwreck Treasure Museum, Sublime Sunsets Villa Key West gives access to various tourist spots in the area. More

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Paradise On The Ocean

105 Front Street #218, Key West, United States View map

Located 12 minutes' walk from Nancy Forrester's Secret Garden, Paradise On The Ocean Key West villa gives access to various tourist sites in the vicinity. More

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Booty Caye

73 Golf Club Drive, Key West, United States View map

The 1-bedroom Booty Caye Villa Key West is located about a 5-minute stroll from Key Haven and features a swimming pool and a terrace for a relaxing stay. Featuring complimentary private parking, the… More

From US$ 179 Book Now

Rigby House - Brand New With Private Pool

Simonton Street 218, Key West, United States View map

**Welcome to Rigby House - Brand New With Private Pool Villa Key West**, your ultimate tropical escape nestled in the vibrant heart of Duval Street. This stunning retreat is freshly established and… More

From US$ 3023 Book Now

Coconut Palm Suite At Travelers Palm Inn Key West

815 Catherine St., Key West, United States View map

Coconut Palm Suite At Travelers Palm Inn Key West villa is located about 700 metres from the very unusual Key West Cemetery and allows guests to enjoy windsurfing, snorkelling, and fishing. More

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Tideview Haven

25 Key Haven Rd, Key West, United States View map

Located merely 1.3 km from Key Haven, the 5-bedroom Tideview Haven Villa Key West provides access to various tourist attractions in the vicinity. More

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Southernmost View -Pool & Water Views

Whitehead Street 1315, Key West, United States View map

Located in the Duval district with South Beach nearby, the 4-bedroom Southernmost View Villa lies 1.2 km from the vintage parish "Saint Paul's Episcopal Church of Key West". Offering free parking and… More

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Island Breezes Weekly Rental

620 Thomas Street #271, Key West, United States View map

Island Breezes Weekly Rental Key West villa offers swift access to various city sites, such as the US 1 Mile Marker 0, situated just 6 minutes' walk away. More

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Ocean Breeze

105 Front Street #119, Key West, United States View map

Located 17 minutes' walk from the Ernest Hemingway Home and Museum, Ocean Breeze Villa Key West gives access to various tourist sites in the vicinity. More

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World'S End

109 Front Street #113, Key West, United States View map

Staying at World'S End Villa Key West, guests can easily reach the Key West Butterfly and Nature Conservatory, located approximately a 25-minute walk away. More

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Three Duval Street Suites W Parking And Pool

824 Duval Street, Key West, United States View map

Situated only 250 metres from The Ernest Hemingway Home and Museum, the 3-bedroom Three Duval Street Suites W Parking And Pool Key West villa ensures a great leisure experience by offering cycling… More

From US$ 2562 Book Now

Life In The Slow Lane

101 Front Street #10, Key West, United States View map

Life In The Slow Lane Key West villa is located just an 11-minute walk from the USCGC Ingham Maritime Museum, giving access to various tourist spots nearby. More

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Land Of Love By Avantstay Pets Allowed Shared Pool Great Location Month Long Stays Only

611 Grinnell St #7, Key West, United States View map

This 2-bedroom and 1-bathroom villa is located in Key West, just 0.9 km from The Oldest House Historical Place Museum as well as within 15 minutes' walk of Simonton Street. The accommodation features… More

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The Whitehead Room At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

During the stay at The Whitehead Room At Inn On Fleming Key West! villa, guests can indulge in windsurfing, snorkelling, and fishing or visit the USCGC Ingham Maritime Museum, located a 25-minute… More

From US$ 540 Book Now

Elizabeth'S Secret - Old Town Key West

910 Elizabeth St, Key West, United States View map

Situated only a 6-minute walk from the Southernmost Point of the Continental US, Elizabeth'S Secret - Old Town Key West Villa offers guests to relax by an outdoor swimming pool. More

From US$ 1566 Book Now

Casa Grande By Avantstay Dt Key West Near South Beach W Pool

515 Amelia Street, Key West, United States View map

Key West Aquarium is 1.4 km from Casa Grande By Avantstay Dt Key West Near South Beach W Pool, while Higgs Beach is 15 minutes on foot from here. The villa comprises 5 bedrooms and a fully equipped… More

From US$ 1074 Book Now

Blue Heaven

620 Thomas St., #251, Key West, United States View map

Blue Heaven Villa Key West offers proximity to nearby tourist spots, such as the Audubon House and Tropical Gardens, situated around 10 minutes' walk away. More

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The St Martin -Hot Tub & Pool

Seaside Drive 3625, Key West, United States View map

Saint Martin Suite 207 offers accommodation 4.9 km from The Ernest Hemingway Home and Museum, while Key West Butterfly and Nature Conservatory is nearly 10 minutes away by car. Guests, staying at the… More

From US$ 435 Book Now

Gypsy'S Palace In The Truman Annex

401B Emma Street, Key West, United States View map

Located approximately 5 minutes' walk from Fort Zachary Taylor State Park, Gypsy'S Palace In The Truman Annex Key West villa offers quick access to various city attractions in the vicinity. More

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Beacon Terrace

101 Front Street #2, Key West, United States View map

Situated merely a 10-minute walk from Nancy Forrester's Secret Garden, Beacon Terrace Villa Key West entices guests to explore various tourist attractions in the area. More

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Sunset South

801 Eisenhower Dr. #1, 1, Key West, United States View map

**Experience the Allure of Sunset South Villa Key West** For those looking to explore beyond the comfort of the villa, popular attractions like Higgs Beach are just a short distance away. More

From US$ 474 Book Now

Bahama Gardens - Cigar House

712 Thomas Street, Key West, United States View map

The 2-bedroom Bahama Gardens - Cigar House Villa in the Downtown Key West district of Key West offers a golf course, a Jacuzzi and a sundeck as well as the access to Truman Beach, which is just 900… More

From US$ 813 Book Now

The Barbados -Bright Condo W Pool

Seaside Drive 3625, Key West, United States View map

The 2-bedroom Margarita Suite 305 is located at a 4.9 km distance from The Ernest Hemingway Home and Museum and within 10 minutes' drive of the historic fort "West Martello Tower". A kitchen with a… More

From US$ 282 Book Now

Takeover At The Grand Maloney

Caroline Street 529, Key West, United States View map

Located right in the centre of Key West, The Grand Maloney Hotel- Great For Large Groups! offers fast access to Key West Aquarium, which helps break from routine and stands just 350 metres away. More

From US$ 4224 Book Now

The Caroline Suite

1501 Truman Avenue 2, Key West, United States View map

Nestled within a 600-metre distance of Bayview Park, The Caroline Suite Key West villa entices guests to explore various tourist destinations nearby. More

From US$ 514 Book Now

Sweet'S Spot

109 Front Street #309, Key West, United States View map

Sweet'S Spot Villa Key West provides easy access to various city attractions, such as the US 1 Mile Marker 0, situated a mere 6 minutes' walk away. More

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Runaway Bills

812 Johnson Lane, Key West, United States View map

The 1-bedroom Runaway Bills Key West villa offers proximity to such city sites as Key West Lighthouse and Keeper's Quarters Museum, located a mere 5 minutes' walk away. More

From US$ 297 Book Now

Coastline Comfort

1445 S Roosevelt Blvd 201, Key West, United States View map

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Keitt At Scarlet Mango Inn Key West

603 Southard St., Key West, United States View map

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Colorful Cocktail

210-3 Southard Street, Key West, United States View map

Located in the Downtown Key West district of Key West, around a 5-minute walk from Jackson Square, Colorful Cocktail Villa Key West offers sea views. The property features opportunities for… More

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Best Time

210-8 Southard Street, Key West, United States View map

Staying at Best Time Key West villa, guests can visit The Oldest House Historical Place Museum, which is only 13 minutes' walk away. More

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The Green Gawdess

1325 Whitehead Street, Key West, United States View map

The 3-bedroom The Green Gawdess Key West villa is located about 200 metres from The Ernest Hemingway Home and Museum and features a swimming pool as well as a terrace for guests' pleasure. This Key… More

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1 Island Time Escape

101 Front Street, #15, Key West, United States View map

Situated merely a 9-minute walk from the natural history museum "Florida Keys Eco-Discovery Center", 1 Island Time Escape Villa Key West provides access to numerous tourist attractions in the area. More

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Peachy Keen

619 Thomas Street, Key West, United States View map

Welcome to Peachy Keen Key West, a sumptuous retreat nestled in the vibrant heart of Key West. With its prime location just 10 kilometers from Key West International Airport, this enchanting getaway… More

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Captain'S Wheel

203-1 Southard Street, Key West, United States View map

Situated 9 minutes' walk from the natural history museum "Florida Keys Eco-Discovery Center", Captain'S Wheel Key West villa entices guests to explore various tourist attractions in the area. More

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