
Islamorada, FL
11/01 – 15/01
$546/nighttotal: $2184 (4 )
Stay Like Home | Pool Access, Free Breakfast & Free Parking | Pets Are Welcome!
1 2hotel, Islamorada, Village of Islands
Located in the Matecumbe neighbourhood of Islamorada, this hotel offers proximity to the Hurricane Monument and Indian Key Historic State Park.
This pet-friendly hotel provides 51.9 square meters of space for two guests, featuring air conditioning, free Wi-Fi, and an on-site pool, ensuring a comfortable stay with your dog.
This pet-friendly hotel provides 51.9 square meters of space for two guests, featuring air conditioning, free Wi-Fi, and an on-site pool, ensuring a comfortable stay with your dog.

Islamorada, FL
16/10 – 18/10
$519/nighttotal: $1038 (2 )
Islamorada Retreat | Villa Stay | Free Breakfast And Parking | Pool Access
1 2hotel, Islamorada, Village of Islands
This hotel in Matecumbe, Islamorada, is situated close to Hurricane Monument and Indian Key Historic State Park, with Windley Key Fossil Reef Geological State Park and San Pedro Underwater Archaeological Preserve State Park also nearby.
Offering a laid-back lifestyle experience, this pet-friendly villa boasts 84 square meters of space for two guests, with amenities including air conditioning, internet, a pool, and nightly cleaning services, and is conveniently located within walking distance of Florida Keys Brewing Company and Lorelei Restaurant & Cabana Bar.
Offering a laid-back lifestyle experience, this pet-friendly villa boasts 84 square meters of space for two guests, with amenities including air conditioning, internet, a pool, and nightly cleaning services, and is conveniently located within walking distance of Florida Keys Brewing Company and Lorelei Restaurant & Cabana Bar.

Islamorada, FL
05/08 – 08/08
$729/nighttotal: $2187 (3 )
La Siesta Resort & Villas
1 4hotel, Islamorada, Village of Islands
Directly on the oceanfront in Islamorada, Village of Islands, this 4-star hotel is located just off the Overseas Highway, 6 kilometres from Theater of the Sea and 10.8 kilometres from Anne's Beach.
This pet-friendly resort offers suites and cottages with air conditioning and cable TV, boasting an on-site marina with gulf-side and ocean-side slips, a swimming pool, complimentary non-motorized watersports equipment, and bicycles for exploring the seaside village.
This pet-friendly resort offers suites and cottages with air conditioning and cable TV, boasting an on-site marina with gulf-side and ocean-side slips, a swimming pool, complimentary non-motorized watersports equipment, and bicycles for exploring the seaside village.

Islamorada, FL
13/07 – 14/07
$835/nightfor 1 night
Sunset Stay| 3 Mi To Diving Museum | Explore Marine Life
1 4hotel, Islamorada, Village of Islands
Located in Matecumbe, Islamorada, this oceanside resort is just 4.8 kilometres from the History of Diving Museum and Keys History & Discovery Center, offering easy access to local fishing spots and marine attractions.
This pet-friendly hotel provides a 34 square metre accommodation for up to four guests, featuring air conditioning, a balcony, and daily cleaning services, with a shared outdoor pool available year-round and complimentary parking.
This pet-friendly hotel provides a 34 square metre accommodation for up to four guests, featuring air conditioning, a balcony, and daily cleaning services, with a shared outdoor pool available year-round and complimentary parking.

Islamorada, FL
16/10 – 17/10
$1221/nightfor 1 night
Ideal 1br Comfort And Value! Pool, Free Parking, Near Anne's Beach & Sea Oats
1 5hotel, Islamorada, Village of Islands
Located in the Matecumbe neighbourhood of Islamorada, this hotel offers proximity to Indian Key Historic State Park and Hurricane Monument, situated directly on the beach.
This pet-friendly hotel, ideal for travellers with dogs, boasts a 1-bedroom unit accommodating up to 6 guests, and features a shared heated outdoor pool, complimentary parking, and a shuttle service within 4 kilometres.
This pet-friendly hotel, ideal for travellers with dogs, boasts a 1-bedroom unit accommodating up to 6 guests, and features a shared heated outdoor pool, complimentary parking, and a shuttle service within 4 kilometres.

Islamorada, FL
16/10 – 17/10
$2262/nightfor 1 night
Relax And Recharge! 2 Comfortable Units, Free Parking, Onsite Swimming Pool
2 5hotel, Islamorada, Village of Islands
This hotel in Islamorada's Matecumbe neighbourhood boasts a beachfront location, placing you just 250 meters from the Keys History & Discovery Center and the History of Diving Museum.
Enjoy a pet-friendly stay with two comfortable units, offering a shared year-round heated outdoor pool, complimentary parking for one vehicle, and a shuttle service within a 6.4 kilometer radius, perfect for exploring nearby water activities.
Enjoy a pet-friendly stay with two comfortable units, offering a shared year-round heated outdoor pool, complimentary parking for one vehicle, and a shuttle service within a 6.4 kilometer radius, perfect for exploring nearby water activities.

Islamorada, FL
05/08 – 08/08
$933/nighttotal: $2799 (3 )
Picture-perfect Villas Offering Pool Relaxation & Ocean Adventures Nearby
2 4hotel, Islamorada, Village of Islands
This hotel in the Matecumbe neighbourhood of Islamorada offers beachfront access and is just 800 meters from the Hurricane Monument and Indian Key Historic State Park.
This pet-friendly hotel boasts 2-bedroom villas, each spanning 96 square meters and accommodating up to 6 guests, featuring a kitchen, air conditioning, and a terrace, with a shared outdoor pool available for use.
This pet-friendly hotel boasts 2-bedroom villas, each spanning 96 square meters and accommodating up to 6 guests, featuring a kitchen, air conditioning, and a terrace, with a shared outdoor pool available for use.

Islamorada, FL
16/10 – 17/10
$2516/nightfor 1 night
Islander Resort | 2 Units | 6 Mi To Robbies | Fishing & Boat Trips
2 5hotel, Islamorada, Village of Islands
Ideally located in Matecumbe, Islamorada, this oceanside hotel offers direct access to the Florida Keys' scenic beauty and is a short drive from the Keys History & Discovery Center and Hurricane Monument.
This pet-friendly hotel boasts 2 bedrooms and 2 bathrooms for up to 8 guests, featuring a shared outdoor pool, complimentary parking, and 370 sq. ft. rooms with air conditioning and internet, ensuring a comfortable stay for you and your pets.
This pet-friendly hotel boasts 2 bedrooms and 2 bathrooms for up to 8 guests, featuring a shared outdoor pool, complimentary parking, and 370 sq. ft. rooms with air conditioning and internet, ensuring a comfortable stay for you and your pets.

Islamorada, FL
11/01 – 15/01
$766/nighttotal: $3064 (4 )
Casa Morada
1 2hotel, Islamorada, Village of Islands
Located in Matecumbe, Islamorada, this hotel is a mere 5-minute walk from Islamorada Brewery & Distillery and 9 minutes from Keys History & Discovery Center, offering a prime spot for exploring local attractions.
This pet-friendly hotel boasts direct beach access and individually decorated rooms, many with private balconies, alongside an outdoor pool and complimentary continental breakfast for a comfortable seaside stay.
This pet-friendly hotel boasts direct beach access and individually decorated rooms, many with private balconies, alongside an outdoor pool and complimentary continental breakfast for a comfortable seaside stay.

Islamorada, FL
15/08 – 16/08
$5427/nightfor 1 night
Tropic Kitchen Pool Gym | 3 Mi To Keys Brewing | Brewery Tour Nearby
2 3hotel, Islamorada, Village of Islands
Oceanfront tranquillity awaits at this hotel in Matecumbe, Islamorada, just 1.6 kilometres from the Hurricane Monument and Indian Key Historic State Park.
This pet-friendly hotel offers 1070 sq. ft. of space with 2 bedrooms and 2 bathrooms, accommodating up to 6 guests, and features a shared outdoor pool and complimentary cleaning services.
This pet-friendly hotel offers 1070 sq. ft. of space with 2 bedrooms and 2 bathrooms, accommodating up to 6 guests, and features a shared outdoor pool and complimentary cleaning services.

Islamorada, FL
13/07 – 14/07
$689/nightfor 1 night
Ocean Escape | 2 Mi To Founders Pk | Bike Coastal Paths
1 4hotel, Islamorada, Village of Islands
Directly on the scenic Overseas Highway in Islamorada's Matecumbe district, this oceanside resort offers immediate beach access, just 3.2 kilometres from Florida Keys Brewing Company and Robbie's Marina.
This pet-friendly hotel welcomes up to 4 guests in a 1-bedroom, 1-bathroom unit, featuring air conditioning, a balcony, and complimentary toiletries, with a shared outdoor pool open daily.
This pet-friendly hotel welcomes up to 4 guests in a 1-bedroom, 1-bathroom unit, featuring air conditioning, a balcony, and complimentary toiletries, with a shared outdoor pool open daily.













