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2026-06-22
2026-06-23
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Pet-friendly hotels in Key West

St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock

915 Eisenhower Drive, Key West, United States View map

The 4-bedroom St Thomas - Waterfront Penthouse Sleeps 16 W Pool & Boat Dock Villa Key West provides easy access to various city attractions, such as the Historic Charter Boat Row, situated a mere 6… More

From US$ 1741 Book Now

Bahama House

522 Bahama Street Key West Historic District, Key West, United States View map

Situated in Key West, within 350 metres of Southernmost Point, the 3-bedroom Bahama House Villa provides accommodation with free self parking, an outdoor swimming pool and a picnic area. This Key… More

From US$ 2223 Book Now

Sweet Caroline

Caroline Street 537, Key West, United States View map

Sweet Caroline Villa offers accommodation just 400 metres from Simonton Beach, while Key West Aquarium is about a 5-minute stroll away. This villa is equipped with 2 bedrooms plus a kitchen with a… More

From US$ 864 Book Now

Classic King With Balcony At Curry Mansion

Caroline Street 511, Key West, United States View map

**Welcome to the Classic King With Balcony at Curry Mansion, your serene haven in the heart of Key West.** This enchanting retreat merges contemporary comforts with historic charm, situated perfectly… More

From US$ 523 Book Now

Andros - Spacious 2X2 Waterfront Condo

Eisenhower Drive 915, Key West, United States View map

Situated approximately a 25-minute walk from the Southernmost Point of the Continental US, the 2-bedroom Andros - Spacious 2X2 Waterfront Condo Key West villa invites guests to relax at a patio. More

From US$ 876 Book Now

Windward Isle

531 Olivia St, Key West, United States View map

Only 10 minutes' walk from the Harry S. Truman Little White House, Windward Isle Villa is just off The Ernest Hemingway Home and Museum. This villa comprises 2 bedrooms and 1 bathroom. More

From US$ 312 Book Now

Poolside Retreat

Center Street 832, Key West, United States View map

The welcoming Poolside Retreat Apartment Key West is located just 1.6 km from the Fort Zachary Taylor and 15 minutes' walk from the Key West Aquarium. Offering access to a swimming pool, this… More

From US$ 545 Book Now

African Queen - Harbor Walk Hideaways

Greene Street, Key West, United States View map

Located only 650 metres from the arts theater "Red Barn Theatre", the 40 m² African Queen - Harbor Walk Hideaways Key West apartment is 0.9 km from a top family-friendly place like the Key West… More

From US$ 1001 Book Now

Osprey Suite - Southernmost Sanctuary

1330 Simonton Street #4, Key West, United States View map

The 1-bedroom Osprey Suite - Southernmost Sanctuary Key West villa offers proximity to such city sites as Dog Beach, located just a 5-minute walk away. More

From US$ 945 Book Now

Key Lime Cottage

Caroline Street 537, Key West, United States View map

Located merely a 6-minute walk from the fully accredited Mel Fisher Maritime Heritage Museum, Key Lime Cottage Key West hotel includes a swimming pool and a patio. Guests of this inn can immerse… More

From US$ 363 Book Now

Classic King- Curry Mansion With Heated Pool!

Caroline Street 511, Key West, United States View map

Classic King- Curry Mansion With Heated Pool! Key West hotel offers proximity to the historical Key West Lighthouse, situated only 1.2 km away. Boasting a location just a 9-minute stroll from the… More

From US$ 414 Book Now

Yellowfin Ledge

1201 Duval Street 2, Key West, United States View map

Situated around a 25-minute walk from White Street Pier, the 1-bedroom Yellowfin Ledge Key West villa provides access to numerous tourist attractions in the area. More

From US$ 954 Book Now

Ibis Suite - Southernmost Sanctuary

1330 Simonton Street #3, Key West, United States View map

Conveniently located just steps from the vibrant nightlife and cultural attractions of Duval Street, the holiday home offers effortless transportation options. More

From US$ 766 Book Now

New Grenada Suite - Parking Pool & Pets 209

Seaside Drive 3625, Key West, United States View map

New Grenada Suite - Parking Pool & Pets 209 is located at a 4.9 km distance from The Ernest Hemingway Home and Museum and 10 minutes' drive from Key West Firehouse Museum. This villa is equipped with… More

From US$ 513 Book Now

Keys Livin - Yacht Rental

6810 Front Street, Key West, United States View map

The Key West Butterfly and Nature Conservatory is in close proximity to the 4-room Keys Livin - Yacht Rental Key West apartment, while the Collections Key West is situated nearby. More

From US$ 426 Book Now

Duval Street Retreat

1124 Duval Street A, Key West, United States View map

Located just 1.5 km from Memorial Sculpture Garden, the 1-bedroom Duval Street Retreat Villa Key West provides access to various tourist attractions in the vicinity. More

From US$ 515 Book Now

Duval Hideaway

1124 Duval Street B, Key West, United States View map

**Discover the Duval Hideaway Villa in the Heart of Key West** Conveniently located, the villa is within walking distance to the bustling nightlife and unique shops that Duval Street is renowned for. More

From US$ 515 Book Now

The Crestwood House - Private Heated Pool & Parking

Shoreline Road 17, Key West, United States View map

Set about 25 minutes' walk from Key West Golf Club and around 20 minutes' walk from Safe Harbor, the 7-bedroom The Crestwood House - Private Heated Pool & Parking Villa is located in Key West. Guests… More

From US$ 2726 Book Now

Evershore House -Pool, Parking, Dock!

Key Haven Terrace 2, Key West, United States View map

The 4-bedroom Coastal Bliss Villa is set in Key West, approximately 25 minutes' walk from Sheriff s Animal Farm and at a 3.8 km distance from Fort East Martello Museum. This Key West villa also… More

From US$ 3115 Book Now

Coconut Palm

Whitehead Street 729, Key West, United States View map

**Coconut Palm Villa Key West** invites guests to experience the vibrant ambiance of Duval Street, where island-inspired charm meets contemporary luxury. Nestled amid a lively backdrop, this oasis… More

From US$ 1683 Book Now

New Coastal Rose - Bright Loft With High Ceilings

Rose Lane 526, Key West, United States View map

The spacious 84 m² New Coastal Rose - Bright Loft With High Ceilings Apartment Key West offers a central location nearly 5 minutes' walk from the Vandenberg Wreck. At the 1-bedroom apartment, guests… More

From US$ 858 Book Now

Leo'S Lodge

1016 Howe St #7, Key West, United States View map

Located just a few steps from Key West Lighthouse and Keeper's Quarters Museum, the 1-bedroom Leo'S Lodge Key West offers quick access to various city attractions in the vicinity. More

From US$ 392 Book Now

Sunrise Suites - Cayo Cruz Suite 308

Key West, United States View map

Welcome to the impeccable Sunrise Suites - Cayo Cruz Suite 308, where luxury meets tranquility against the backdrop of breathtaking vistas. Located in one of the most sought-after destinations, this… More

From US$ 469 Book Now

Classic King Balcony At The James House

Caroline Street 511, Key West, United States View map

**Welcome to the Classic King Balcony at The James House** in the heart of Key West. This charming retreat is ideally located just 500 meters from the pristine Simonton Street Beach, offering guests… More

From US$ 696 Book Now

King Suite Balcony - At James House

Caroline Street 511, Key West, United States View map

King Suite Balcony - At James House Key West hotel, located 0.7 km from the downtown commercial zoned Duval Street and 18 minutes' walk from the Minor Saint Mary Star of the Sea Basilica, features a… More

From US$ 242 Book Now

Honey Bun Hideaway

Caroline Street 537, Key West, United States View map

Honey Bun Hideaway Hotel Key West gives quick access to the vintage parish "Saint Paul's Episcopal Church of Key West", which is situated approximately a 5-minute walk away. The inn lies a mere 0.6… More

From US$ 237 Book Now

Deluxe King - Curry Mansion With Pool!

Caroline Street 511, Key West, United States View map

Located merely 6 minutes' walk from the bustling plaza "Mallory Square", Deluxe King - Curry Mansion With Pool! Hotel Key West includes an outdoor swimming pool and a patio. Enhancing the overall… More

From US$ 407 Book Now

Sugar Pie Suite

Caroline Street 537, Key West, United States View map

Located within 5 minutes' walk of the Key West First Legal Rum Distillery, Sugar Pie Suite Key West hotel is a mere 450 metres from the fully accredited Mel Fisher Maritime Heritage Museum. Situated… More

From US$ 486 Book Now

Classic Queen - Curry Mansion With Heated Pool

Caroline Street 511, Key West, United States View map

Classic Queen - Curry Mansion With Heated Pool Key West hotel offers access to the Ripley's Believe It or Not, which is located just 300 metres away. Situated merely a 6-minute stroll from the… More

From US$ 367 Book Now

The Marker Key West Harbor Resort

200 William Street, Key West, United States View map

The Marker Key West Harbor Resort, located 750 metres from the Key West Aquarium and only 0.8 km from the waterfront Mallory Square, features an indoor swimming pool for guests to take a dip in. The… More

From US$ 928 Book Now

Louisa House

521 Louisa Street, Key West, United States View map

**Welcome to Louisa House Villa Key West,** a vibrant oasis nestled in the heart of Duval Street. This enchanting retreat offers an unrivaled blend of island-inspired charm and modern amenities… More

From US$ 1399 Book Now

Duval Delight

1108 Duval St, Key West, United States View map

Situated about a 20-minute walk from Key West Historic Seaport, the 1-bedroom Duval Delight Villa Key West provides access to numerous tourist attractions in the area. More

From US$ 587 Book Now

St John - Downtown Waterfront Penthouse Pool Parking Dock

915 Eisenhower Drive, Key West, United States View map

The 4-bedroom St John - Downtown Waterfront Penthouse Pool Parking Dock Villa Key West is located only 6 minutes' walk from the C. B. Harvey Rest Beach Park and offers guests to relish a patio as… More

From US$ 2344 Book Now

Poolside Suite

Olivia Street 517, Key West, United States View map

To enjoy your vacation in Key West, stay at the welcoming 1-bedroom Poolside Suite Key West, which is merely 0.7 km from the Key West Butterfly and Nature Conservatory and about 10 minutes by car… More

From US$ 914 Book Now

Harbor House Penthouse- B

423 Front Street, Key West, United States View map

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Sunnyside Up

United Street 1003, Key West, United States View map

The 2-room Sunnyside Up Apartment Key West is situated right in the centre of Key West, around 500 metres from Statue of Bishop Albert Kee. Set not far from the Minor Saint Mary Star of the Sea… More

From US$ 1748 Book Now

Claude Monet Suite

1016 Howe Street #3, Key West, United States View map

The 1-room Claude Monet Suite Key West lies in the Downtown Key West district and offers swift access to the Ernest Hemingway Home and Museum, which is only 5 minutes' walk away. More

From US$ 382 Book Now

Abaco - Large Waterfront 2X2 End Unit With Boat Slip

915 Eisenhower Drive, Key West, United States View map

**Abaco - Large Waterfront 2X2 End Unit With Boat Slip Villa** offers a charming blend of luxury and convenience, ideally situated just 5 kilometers from the vibrant Key West International Airport. More

From US$ 383 Book Now

Flaglers Oasis By Avantstay

2209 Flagler Ave Is #B, Key West, United States View map

Guests can enjoy a seaside sea view from a terrace at the welcoming Flaglers Oasis By Avantstay Key West villa, 3 km from the Ripley's Believe It or Not. More

From US$ 181 Book Now

Mango Hideaway Eyebrow House

516 Olivia St Rear, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Mango Hideaway Eyebrow House Apartment Key West, which is a mere 0.8 km from the San Carlos Institute and about 300 metres from the historic Key… More

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Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom

915 Eisenhower Drive, Key West, United States View map

The 2-bedroom Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom Key West villa is located around 5 minutes' walk from Wreckers Sloop Mary and offers guests to relish a patio as well as a… More

From US$ 776 Book Now

Pilar Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States View map

The 37 m² Pilar Cottage - Harbor Walk Hideaways Key West is located only 1.6 km from the Key West Firehouse Museum and just an 11-minute walk from the US 1 Mile Marker 0. Offering access to a… More

From US$ 400 Book Now

Eyebrow Suite Eyebrow House

516 Olivia St Front, Key West, United States View map

The 1-room Eyebrow Suite Eyebrow House Key West is located in the Downtown Key West district of Key West, only 1.1 km from the fully accredited Mel Fisher Maritime Heritage Museum and offers a hot… More

Book Now

Pescado Penthouse

1201 Duval Street, Key West, United States View map

The 3-bedroom Pescado Penthouse Villa Key West offers swift access to various city sites, such as Key West Lighthouse and Keeper's Quarters Museum, situated approximately 5 minutes' walk away. More

From US$ 1172 Book Now

Duke Of Catherine By Last Key Realty

512 Catherine Street #2, Key West, United States View map

Offering guests to unwind in a Jacuzzi, Duke Of Catherine By Last Key Realty Key West villa is located 13 minutes' walk from the secluded pocket Dog Beach. More

From US$ 1203 Book Now

Banana Split

Caroline Street 537, Key West, United States View map

For those traveling to the area, the nearest airport is conveniently located just 4 km away, ensuring an easy arrival and departure. More

From US$ 383 Book Now

Atocha Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States View map

The 70 m² Atocha Cottage - Harbor Walk Hideaways Key West is situated 6 minutes' walk from the Memorial Sculpture Garden and 5 km from Key West International airport. More

From US$ 668 Book Now

Mastway House -Pool & Dock!

Key Haven Terrace 4, Key West, United States View map

Sheriff s Animal Farm is set approximately a 25-minute walk from the 4-bedroom Sophisticated Sunsets Villa. The accommodation also has a kitchen with a microwave oven, coffee/tea makers and a… More

From US$ 3115 Book Now

Coastal Comfort

2851 Key Cove Dr., Key West, United States View map

More

From US$ 1745 Book Now

Heron Suite - Southernmost Sanctuary

1330 Simonton Street #2, Key West, United States View map

The 1-bedroom Heron Suite - Southernmost Sanctuary Key West villa offers proximity to such city sites as the even Southernmost Point, located only 350 metres away. More

From US$ 219 Book Now