
Key West, FL
12/30 – 01/03
$993/nighttotal: $3972 (4 )
Laid-back Luxe | Pools, Comfort Foods, Lawn Games & Shuttle To Fun
1 3hotel, Key West
Directly on the beach in Key West's New Town, this hotel offers panoramic sea views and is just 0.2 miles from Smathers Beach, making it an ideal seaside escape.
This pet-friendly hotel features a year-round outdoor pool, a fitness center, and comfortable accommodations for up to 4 guests, ensuring a relaxing stay with your dog-friendly companion.
This pet-friendly hotel features a year-round outdoor pool, a fitness center, and comfortable accommodations for up to 4 guests, ensuring a relaxing stay with your dog-friendly companion.

Key West, FL
12/01 – 12/31
$989/nighttotal: $29670 (30 )
Bohemian Key West Boutique Inn With Pool & Free Breakfast | Near Sunset Pier
1 2hotel, Key West
Located in Old Town Key West, this pet-friendly boutique inn is just steps from Duval Street and the Ernest Hemingway Home and Museum, with Sunset Pier and local beaches a short stroll away.
This hotel offers 200 square feet of stylish, pet-friendly accommodation for two guests, featuring air conditioning, a balcony, an outdoor pool, and complimentary breakfast and afternoon tea.
This hotel offers 200 square feet of stylish, pet-friendly accommodation for two guests, featuring air conditioning, a balcony, an outdoor pool, and complimentary breakfast and afternoon tea.

Key West, FL
12/30 – 01/03
$1263/nighttotal: $5052 (4 )
Island Hideaway With Three Pools And Easy Access To Watersports Rentals
1 3hotel, Key West
Located in the Key West Historic District, this hotel is just 0.4 miles from the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park.
This pet-friendly hotel offers 400 sq. ft rooms with air conditioning, internet, and a balcony, accommodating up to 4 guests and featuring access to three pools and fitness center.
This pet-friendly hotel offers 400 sq. ft rooms with air conditioning, internet, and a balcony, accommodating up to 4 guests and featuring access to three pools and fitness center.

Key West, FL
12/01 – 12/31
$1369/nighttotal: $41070 (30 )
Romantic Key West Getaway With Heated Pool, Patio & Breakfast | Near Sunset Pier
1 2hotel, Key West
Just 500 feet from Duval Street and Hemingway's home, this pet-friendly hotel is in Old Town Key West, a short walk to Sunset Pier and Fort Zachary Taylor Historic State Park.
This stylish, pet-friendly hotel offers 300 square feet of space with one bedroom and one bathroom, accommodating up to two guests, and features an outdoor heated pool, complimentary breakfast, and afternoon tea.
This stylish, pet-friendly hotel offers 300 square feet of space with one bedroom and one bathroom, accommodating up to two guests, and features an outdoor heated pool, complimentary breakfast, and afternoon tea.

Key West, FL
11/08 – 11/14
$709/nighttotal: $4254 (6 )
Key West Charm | 3 Pools, Complimentary Breakfast, Near Duval Street!
1 2hotel, Key West
Located in Old Town Key West, this hotel is a short walk to the Ernest Hemingway Home and Museum and Southernmost Point, offering convenient access to the beach.
This pet-friendly hotel welcomes dogs with no breed or size restrictions for a nightly fee and features three shared pools, complimentary breakfast, and in-room amenities like a 55-inch HD TV.
This pet-friendly hotel welcomes dogs with no breed or size restrictions for a nightly fee and features three shared pools, complimentary breakfast, and in-room amenities like a 55-inch HD TV.

Key West, FL
12/30 – 01/03
$970/nighttotal: $3880 (4 )
Key West Resort Room | Fun Dining, Pools, Music Nights & Free Shuttle To Town
1 3hotel, Key West
Oceanfront hotel in Key West's New Town offers direct access to Smathers Beach, just a short distance from the Ernest Hemingway Home and Museum and Southernmost Point.
This pet-friendly resort features one bedroom, accommodates up to three guests, and boasts an outdoor pool, fitness center, and on-site dining with music nights.
This pet-friendly resort features one bedroom, accommodates up to three guests, and boasts an outdoor pool, fitness center, and on-site dining with music nights.

Key West, FL
08/17 – 08/21
$734/nighttotal: $2936 (4 )
2 Rooms For The Whole Family W/ Pool Access & Near Museums!
2 3hotel, Key West
Located in Key West's Historic District, this hotel is just a short distance from the beach and offers easy access to the Ernest Hemingway Home and Museum and the Southernmost Point.
This pet-friendly hotel features two bedrooms, two bathrooms, and accommodates up to eight guests, with the unique selling point being its pet-friendly policy with no size or breed restrictions, making it ideal for travelers with their furry companions.
This pet-friendly hotel features two bedrooms, two bathrooms, and accommodates up to eight guests, with the unique selling point being its pet-friendly policy with no size or breed restrictions, making it ideal for travelers with their furry companions.

Key West, FL
10/15 – 10/26
$414/nighttotal: $4554 (11 )
Key West Poolside Paradise W/ Cabanas, Lawn Games & Tiki Bar
1 2hotel, Key West
Directly on the beach in Key West's New Town neighborhood, this hotel is just 0.3 miles from Smathers Beach and within easy reach of the Ernest Hemingway Home and Museum and Southernmost Point.
This pet-friendly hotel welcomes dogs with an additional charge and weight limit, offering 1 bedroom, 1 bathroom, and capacity for 4 guests, complete with a fitness center and poolside activities.
This pet-friendly hotel welcomes dogs with an additional charge and weight limit, offering 1 bedroom, 1 bathroom, and capacity for 4 guests, complete with a fitness center and poolside activities.

Key West, FL
12/30 – 01/03
$1288/nighttotal: $5152 (4 )
Pool & Garden View 2 Queen Room At Marker Key West Harbor - Pet-friendly!
1 3hotel, Key West
Located in the Key West Historic District, this hotel is just 0.4 miles from the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park.
This pet-friendly hotel offers a pool and garden view room with a balcony, air conditioning, and fitness center access, perfect for travelers with pets.
This pet-friendly hotel offers a pool and garden view room with a balcony, air conditioning, and fitness center access, perfect for travelers with pets.

















