
Islamorada, FL
06/08 – 06/12
$519/nighttotal: $2076 (4 )
Spacious Good-value 1br! Free Parking, Onsite Pool, Pets Allowed
1 3hotel, Islamorada, Village of Islands
Direct beach access in Islamorada's Matecumbe neighborhood puts you steps from the ocean, with Indian Key Historic State Park and the Hurricane Monument just a short drive away.
This pet-friendly hotel offers a 1-bedroom unit for up to 4 guests, featuring air conditioning, a balcony, free parking, an onsite heated pool, and 24/7 access to a fitness center.
This pet-friendly hotel offers a 1-bedroom unit for up to 4 guests, featuring air conditioning, a balcony, free parking, an onsite heated pool, and 24/7 access to a fitness center.

Islamorada, FL
05/30 – 06/06
$2454/nighttotal: $17178 (7 )
Charming Suite @Islamorada With Pool Access - Twilight Suite
1 2hotel, Islamorada, Village of Islands
Located in Islamorada's Matecumbe neighborhood, this hotel is a short distance from Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park.
This pet-friendly hotel offers a king-size bed, a private terrace with garden views, and complimentary kayaks, paddle boards, and bikes for exploring the area.
This pet-friendly hotel offers a king-size bed, a private terrace with garden views, and complimentary kayaks, paddle boards, and bikes for exploring the area.

Islamorada, FL
05/28 – 05/30
$813/nighttotal: $1626 (2 )
Fun Under The Sun! Beachfront, W/ Pool Onsite, Free Parking | Pets Allowed
1 2hotel, Islamorada, Village of Islands
Directly on the beach in Islamorada's Matecumbe neighborhood, this hotel is within walking distance to the Keys History & Discovery Center and History of Diving Museum, and close to the Hurricane Monument and Indian Key Historic State Park.
This pet-friendly hotel offers a 370 sq. ft. room with complimentary toiletries and TV, and features a year-round outdoor shared pool, free parking, and allows up to two pets per room for an additional charge.
This pet-friendly hotel offers a 370 sq. ft. room with complimentary toiletries and TV, and features a year-round outdoor shared pool, free parking, and allows up to two pets per room for an additional charge.

Islamorada, FL
08/04 – 08/06
$537/nighttotal: $1074 (2 )
Ocean View Guest Room, 2 Queens, Balcony | Free Parking | Outdoor Pool
1 4hotel, Islamorada, Village of Islands
This oceanfront hotel in Islamorada, Village of Islands, is situated on 15 acres and is conveniently located near the History of Diving Museum and the Keys History & Discovery Center.
Enjoy a pet-friendly stay with direct beach access, multiple swimming pools, on-site dining, and guided water sports, perfect for exploring this seaside destination with your dog.
Enjoy a pet-friendly stay with direct beach access, multiple swimming pools, on-site dining, and guided water sports, perfect for exploring this seaside destination with your dog.

Islamorada, FL
05/30 – 06/27
$1198/nighttotal: $33544 (28 )
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
1 2hotel, Islamorada, Village of Islands
Located in Islamorada's Matecumbe neighborhood, this hotel is just 1.5 miles from Hurricane Monument and 0.8 miles from Indian Key Historic State Park.
This pet-friendly hotel offers a luxurious 1-bedroom suite with an indoor jacuzzi tub, a king-size bed, and a private terrace, accommodating up to 3 guests with complimentary breakfast and free Wi-Fi.
This pet-friendly hotel offers a luxurious 1-bedroom suite with an indoor jacuzzi tub, a king-size bed, and a private terrace, accommodating up to 3 guests with complimentary breakfast and free Wi-Fi.

Islamorada, FL
08/04 – 08/06
$506/nighttotal: $1012 (2 )
Guest Room, 2 Queens, Balcony, Free Parking & 3 Outdoor Pools
1 4hotel, Islamorada, Village of Islands
Directly on 15 oceanfront acres in Islamorada, this hotel offers direct beach and marina access, putting you within easy reach of Windley Key Fossil Reef Geological State Park and Indian Key Historic State Park, with Islamorada Brewery & Distillery and Florida Keys Brewing Co. just a short distance away.
This pet-friendly hotel features island-inspired rooms with 2 queen beds, a balcony, and complimentary toiletries, along with three outdoor pools, a fitness center, and on-site dining for a comfortable and convenient stay.
This pet-friendly hotel features island-inspired rooms with 2 queen beds, a balcony, and complimentary toiletries, along with three outdoor pools, a fitness center, and on-site dining for a comfortable and convenient stay.

Islamorada, FL
06/07 – 06/09
$591/nighttotal: $1182 (2 )
Ideal 1br Comfort And Value! Pool, Free Parking, Near Anne's Beach & Sea Oats
1 4hotel, Islamorada, Village of Islands
Located in the Matecumbe neighborhood of Islamorada, this hotel is situated directly on the beach, offering close proximity to Indian Key Historic State Park and the Hurricane Monument.
This pet-friendly hotel features 1 bedroom and 1 bathroom, accommodating up to 6 guests, with amenities including air conditioning, a terrace/balcony, internet, and access to a year-round heated outdoor shared pool and a 24/7 public fitness center.
This pet-friendly hotel features 1 bedroom and 1 bathroom, accommodating up to 6 guests, with amenities including air conditioning, a terrace/balcony, internet, and access to a year-round heated outdoor shared pool and a 24/7 public fitness center.

Islamorada, FL
06/12 – 06/14
$656/nighttotal: $1312 (2 )
The Cove, Age 21 Plus, Guest Room, 1 King, Ocean View, Balcony
1 2hotel, Islamorada, Village of Islands
Directly on the oceanfront in Islamorada, this hotel is situated on 15 acres and is conveniently located near Windley Key Fossil Reef Geological State Park and Indian Key Historic State Park.
This pet-friendly hotel offers island-inspired rooms with ocean views, balconies, and access to three pools, a beach, and a marina, ensuring a memorable stay for you and your dog-friendly companions.
This pet-friendly hotel offers island-inspired rooms with ocean views, balconies, and access to three pools, a beach, and a marina, ensuring a memorable stay for you and your dog-friendly companions.

Islamorada, FL
08/04 – 08/06
$511/nighttotal: $1022 (2 )
Best Place To Unwind! Free Parking, Pet-friendly Property, Onsite Pool
1 4hotel, Islamorada, Village of Islands
Directly on the beach in Islamorada's Matecumbe neighborhood, this hotel is just miles from the Keys History & Discovery Center and the History of Diving Museum.
This pet-friendly hotel offers a year-round heated shared pool, complimentary parking, and is just 200 feet from jet skiing, kayaking, and scuba diving opportunities, allowing up to 4 guests and 2 pets to enjoy their stay.
This pet-friendly hotel offers a year-round heated shared pool, complimentary parking, and is just 200 feet from jet skiing, kayaking, and scuba diving opportunities, allowing up to 4 guests and 2 pets to enjoy their stay.

Islamorada, FL
06/12 – 06/14
$920/nighttotal: $1840 (2 )
Indulge In Home-like Comfort! Free Parking, Onsite Pool, Pet-friendly Property
1 2hotel, Islamorada, Village of Islands
Just 500 feet from the beachfront in Matecumbe, Islamorada, this hotel offers easy access to Indian Key Historic State Park and Hurricane Monument, with San Pedro Underwater Archaeological Preserve State Park and Windley Key Fossil Reef Geological State Park also nearby.
This pet-friendly aparthotel accommodates up to 4 guests in 1 bedroom and 1 bathroom, featuring air conditioning, internet, a terrace/balcony, a concierge, and a fitness center, plus a year-round outdoor heated shared pool and complimentary parking.
This pet-friendly aparthotel accommodates up to 4 guests in 1 bedroom and 1 bathroom, featuring air conditioning, internet, a terrace/balcony, a concierge, and a fitness center, plus a year-round outdoor heated shared pool and complimentary parking.

Islamorada, FL
05/28 – 05/30
$2258/nighttotal: $4516 (2 )
Short Distance From The Well Known Sites! 3 Family-friendly Units, Free Parking
3 2hotel, Islamorada, Village of Islands
Direct beach access on the Atlantic awaits at this hotel in Islamorada's Matecumbe district, just a short distance from the Keys History & Discovery Center and the History of Diving Museum.
This pet-friendly hotel offers 3 family-friendly units, accommodating up to 12 guests, with amenities including free parking, a shared outdoor heated pool, and a 24/7 fitness center.
This pet-friendly hotel offers 3 family-friendly units, accommodating up to 12 guests, with amenities including free parking, a shared outdoor heated pool, and a 24/7 fitness center.

Islamorada, FL
10/16 – 10/18
$1981/nighttotal: $3962 (2 )
4 Guest Room, 2 Queens, Balcony, Free Parking & Pet Friendly
4 12hotel, Islamorada, Village of Islands
Enjoy a pet-friendly hotel stay on 15 oceanfront acres in Islamorada, Village of Islands, offering direct beach access and proximity to Islamorada Brewery & Distillery.
This hotel features four bedrooms, four bathrooms, and accommodates up to 16 guests, boasting three swimming pools, an on-site marina with water taxi service, and a fitness center for a complete Keys experience.
This hotel features four bedrooms, four bathrooms, and accommodates up to 16 guests, boasting three swimming pools, an on-site marina with water taxi service, and a fitness center for a complete Keys experience.



















