Pet-friendly Hotels in Islamorada, FL

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Islamorada, FL hotels
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Our Favourite Pet-friendly Hotels in Islamorada, FL

Stay Like Home | Pool Access, Free Breakfast & Free Parking | Pets Are Welcome! - Islamorada, FL
Islamorada, FL
11/01 – 15/01
$546/nighttotal: $2184 (4 )

Stay Like Home | Pool Access, Free Breakfast & Free Parking | Pets Are Welcome!

1 2
hotel, 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.
Islamorada Retreat | Villa Stay | Free Breakfast And Parking | Pool Access - Islamorada, FL
Islamorada, FL
16/10 – 18/10
$519/nighttotal: $1038 (2 )

Islamorada Retreat | Villa Stay | Free Breakfast And Parking | Pool Access

1 2
hotel, 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.
La Siesta Resort & Villas - Islamorada, FL
8.5 1396 reviews
Islamorada, FL
05/08 – 08/08
$729/nighttotal: $2187 (3 )

La Siesta Resort & Villas

1 4
hotel, 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.
Sunset Stay| 3 Mi To Diving Museum | Explore Marine Life - Islamorada, FL
Islamorada, FL
13/07 – 14/07
$835/nightfor 1 night

Sunset Stay| 3 Mi To Diving Museum | Explore Marine Life

1 4
hotel, 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.
Ideal 1br Comfort And Value! Pool, Free Parking, Near Anne's Beach & Sea Oats - Islamorada, FL
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 5
hotel, 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.
Relax And Recharge! 2 Comfortable Units, Free Parking, Onsite Swimming Pool - Islamorada, FL
Islamorada, FL
16/10 – 17/10
$2262/nightfor 1 night

Relax And Recharge! 2 Comfortable Units, Free Parking, Onsite Swimming Pool

2 5
hotel, 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.
Picture-perfect Villas Offering Pool Relaxation & Ocean Adventures Nearby - Islamorada, FL
8.0 6 reviews
Islamorada, FL
05/08 – 08/08
$933/nighttotal: $2799 (3 )

Picture-perfect Villas Offering Pool Relaxation & Ocean Adventures Nearby

2 4
hotel, 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.
Islander Resort | 2 Units | 6 Mi To Robbies | Fishing & Boat Trips - Islamorada, FL
Islamorada, FL
16/10 – 17/10
$2516/nightfor 1 night

Islander Resort | 2 Units | 6 Mi To Robbies | Fishing & Boat Trips

2 5
hotel, 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.
Casa Morada - Islamorada, FL
9.4 516 reviews
Islamorada, FL
11/01 – 15/01
$766/nighttotal: $3064 (4 )

Casa Morada

1 2
hotel, 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.
Tropic Kitchen Pool Gym | 3 Mi To Keys Brewing | Brewery Tour Nearby - Islamorada, FL
Islamorada, FL
15/08 – 16/08
$5427/nightfor 1 night

Tropic Kitchen Pool Gym | 3 Mi To Keys Brewing | Brewery Tour Nearby

2 3
hotel, 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.
Ocean Escape | 2 Mi To Founders Pk | Bike Coastal Paths - Islamorada, FL
Islamorada, FL
13/07 – 14/07
$689/nightfor 1 night

Ocean Escape | 2 Mi To Founders Pk | Bike Coastal Paths

1 4
hotel, 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.

Top Selection of Pet-friendly Hotels with Parking in Islamorada, FL

Traveling with your pet is easier in Islamorada, FL with hotels offering dedicated parking. Choose from hotels that provide comfort and convenience for both you and your furry companion.

Sunset Inn - Islamorada, FL
8.8 2582 reviews
Islamorada, FL
13/07 – 14/07
$537/nightfor 1 night

Sunset Inn

2 4
hotel, Islamorada, Village of Islands
Conveniently located in Islamorada, the Village of Islands, this hotel is just a 9-minute walk from Upper Matecumbe Key, with Pigeon Key 20.9 kilometres away and John Pennekamp State Park 33.8 kilometres distant.
This pet-friendly hotel offers an outdoor swimming pool, complimentary bicycles, lawn games, and barbecue facilities, making it an ideal choice for travellers exploring the area with their dogs.
Sands Of Islamorada - Islamorada, FL
8.7 692 reviews
Islamorada, FL
16/10 – 18/10
$342/nighttotal: $684 (2 )

Sands Of Islamorada

1 2
hotel, Islamorada, Village of Islands
Just 3.2 kilometres from the History of Diving Museum and Lignumvitae Key Botanical State Park, this pet-friendly hotel in Islamorada, Village of Islands, is located 3.2 kilometres from Indian Key Historic State Park and 6.4 kilometres from the Theatre of the Sea.
Rooms at this 2-star hotel include free Wi-Fi, air conditioning, a microwave, and a small refrigerator, with studios offering kitchenettes and balconies, and the property also features an outdoor swimming pool and is dog-friendly.
Amara Cay Resort - Islamorada, FL
8.5 1974 reviews
Islamorada, FL
05/08 – 08/08
$482/nighttotal: $1446 (3 )

Amara Cay Resort

1 4
hotel, Islamorada, Village of Islands
This beachfront hotel in Islamorada, Florida, is conveniently located just 4.8 kilometres from the History of Diving Museum and 6.4 kilometres from Windley Key Fossil Reef Geological State Park.
Amara Cay Resort offers a pet-friendly escape with an outdoor pool, a Tiki Bar, and bicycle rentals, making it ideal for travellers seeking seaside adventures with their dogs.
Fisher Inn Resort & Marina - Islamorada, FL
Islamorada, FL
05/08 – 08/08
$366/nighttotal: $1098 (3 )

Fisher Inn Resort & Marina

1 4
hotel, Islamorada, Village of Islands
Book this hotel room in a 4 star luxury hotel. Your accommodation will be located in Islamorada, Village of Islands.
Facilities and services include a food shop, a meeting room and air conditioning. Take advantage of the Free Parking with this accommodation in Islamorada, Village of Islands!

Best Pet-friendly Hotels in Islamorada, FL with Pool

Enjoy a relaxing stay in Islamorada, FL where top pet-friendly hotels with pools cater to every traveler. From stylish boutique hotel options to budget friendly hotels, you’ll find perfect accommodations for both you and your furry friend.

Sands Of Islamorada - Islamorada, FL
8.7 692 reviews
Islamorada, FL
16/10 – 18/10
$342/nighttotal: $684 (2 )

Sands Of Islamorada

1 2
hotel, Islamorada, Village of Islands
Just 3.2 kilometres from the History of Diving Museum and Lignumvitae Key Botanical State Park, this pet-friendly hotel in Islamorada, Village of Islands, is located 3.2 kilometres from Indian Key Historic State Park and 6.4 kilometres from the Theatre of the Sea.
Rooms at this 2-star hotel include free Wi-Fi, air conditioning, a microwave, and a small refrigerator, with studios offering kitchenettes and balconies, and the property also features an outdoor swimming pool and is dog-friendly.
La Siesta Resort & Villas - Islamorada, FL
8.5 1396 reviews
Islamorada, FL
05/08 – 08/08
$729/nighttotal: $2187 (3 )

La Siesta Resort & Villas

1 4
hotel, 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.
Casa Morada - Islamorada, FL
9.4 516 reviews
Islamorada, FL
11/01 – 15/01
$766/nighttotal: $3064 (4 )

Casa Morada

1 2
hotel, 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.
Fisher Inn Resort & Marina - Islamorada, FL
Islamorada, FL
05/08 – 08/08
$366/nighttotal: $1098 (3 )

Fisher Inn Resort & Marina

1 4
hotel, Islamorada, Village of Islands
Book this hotel room in a 4 star luxury hotel. Your accommodation will be located in Islamorada, Village of Islands.
Facilities and services include a food shop, a meeting room and air conditioning. Take advantage of the Free Parking with this accommodation in Islamorada, Village of Islands!
Amara Cay Resort - Islamorada, FL
8.5 1974 reviews
Islamorada, FL
05/08 – 08/08
$482/nighttotal: $1446 (3 )

Amara Cay Resort

1 4
hotel, Islamorada, Village of Islands
This beachfront hotel in Islamorada, Florida, is conveniently located just 4.8 kilometres from the History of Diving Museum and 6.4 kilometres from Windley Key Fossil Reef Geological State Park.
Amara Cay Resort offers a pet-friendly escape with an outdoor pool, a Tiki Bar, and bicycle rentals, making it ideal for travellers seeking seaside adventures with their dogs.
Treasure Harbor - Islamorada, FL
8.5 149 reviews
Islamorada, FL
16/10 – 17/10
$1307/nightfor 1 night

Treasure Harbor

2 5
hotel, Islamorada, Village of Islands
Offering a tranquil village setting in Islamorada, this hotel is located 2.9 kilometres from Windley Key and 13.8 kilometres from Pigeon Key.
This hotel provides pet-friendly accommodation with air conditioning, a swimming pool, and on-site parking, perfect for exploring the area's cycling routes.
Sunset Inn - Islamorada, FL
8.8 2582 reviews
Islamorada, FL
13/07 – 14/07
$537/nightfor 1 night

Sunset Inn

2 4
hotel, Islamorada, Village of Islands
Conveniently located in Islamorada, the Village of Islands, this hotel is just a 9-minute walk from Upper Matecumbe Key, with Pigeon Key 20.9 kilometres away and John Pennekamp State Park 33.8 kilometres distant.
This pet-friendly hotel offers an outdoor swimming pool, complimentary bicycles, lawn games, and barbecue facilities, making it an ideal choice for travellers exploring the area with their dogs.

Destinations nearby

Top Pet-Friendly Hotels with Air Conditioning in Islamorada, FL

Traveling to Islamorada, FL with your pet is more comfortable with air-conditioned accommodations. Explore hotel options that offer both pet-friendly amenities and cool, relaxing spaces for a refreshing stay.

Experience Island Life | Free Breakfast & Parking | Pool | Pets Are Welcome - Islamorada, FL
Islamorada, FL
13/07 – 14/07
$340/nightfor 1 night

Experience Island Life | Free Breakfast & Parking | Pool | Pets Are Welcome

1 4
hotel, Islamorada, Village of Islands
Located in the Matecumbe neighbourhood of Islamorada, this hotel is just 2.4 kilometres from Windley Key Fossil Reef Geological State Park and Indian Key Historic State Park, offering a pet-friendly base for exploring the Florida Keys.
This hotel welcomes pets with an additional charge and features a pool, free breakfast, and parking, making it ideal for scuba diving, snorkeling, and swimming adventures.
Waterfront Escape: Bayfront Accommodation W/ Kitchen, Onsite Pool, Free Parking - Islamorada, FL
9.6 29 reviews
Islamorada, FL
16/10 – 18/10
$1072/nighttotal: $2144 (2 )

Waterfront Escape: Bayfront Accommodation W/ Kitchen, Onsite Pool, Free Parking

2 2
hotel, Islamorada, Village of Islands
Boasting a beachfront location in Islamorada's Matecumbe district, this hotel offers convenient access to the Hurricane Monument and Indian Key Historic State Park, with Florida Keys Brewing Co. and Islamorada Brewery & Distillery also nearby.
This pet-friendly hotel provides spacious 88 square meters, 2-bedroom accommodation for up to 6 guests, featuring a full kitchen, an onsite shared pool, and opportunities for ecotours, cycling, scuba diving, and snorkelling.
Coastal Kitchen Pool Gym | 5 Mi To Annes Beach | Swim & Relax On Shore - Islamorada, FL
Islamorada, FL
05/08 – 08/08
$2000/nighttotal: $6000 (3 )

Coastal Kitchen Pool Gym | 5 Mi To Annes Beach | Swim & Relax On Shore

1 4
hotel, Islamorada, Village of Islands
Directly on the Atlantic Ocean, this hotel in Islamorada's Matecumbe neighbourhood offers a seaside escape, just 8 kilometres to Anne's Beach and steps from the water, making it ideal for exploring the Florida Keys' marine life.
This pet-friendly hotel provides 102 square metres of space for up to four guests, featuring a kitchen, air conditioning, a balcony, and a shared outdoor pool, with parking and cleaning services included for a comfortable stay.
Beachside Access | 3 Mi To Diving Museum | Snorkel & Learn Dive - Islamorada, FL
Islamorada, FL
15/08 – 16/08
$5081/nightfor 1 night

Beachside Access | 3 Mi To Diving Museum | Snorkel & Learn Dive

2 3
hotel, Islamorada, Village of Islands
Directly on the scenic Overseas Highway in Islamorada's Matecumbe neighbourhood, this pet-friendly hotel offers direct ocean access and is just 4.8 kilometres from the History of Diving Museum, putting you close to the Florida Keys National Marine Sanctuary and Theater of the Sea.
This 1070 sq. ft. hotel boasts two bedrooms and two bathrooms, accommodating up to six guests, with amenities including air conditioning, a terrace/balcony, internet, and a shared outdoor pool, making it ideal for a seaside getaway with your dog.
Relax And Recharge! Pets Allowed, Outdoor Swimming Pool, Free Parking+breakfast! - Islamorada, FL
10 1 review
Islamorada, FL
11/01 – 15/01
$591/nighttotal: $2364 (4 )

Relax And Recharge! Pets Allowed, Outdoor Swimming Pool, Free Parking+breakfast!

1 2
hotel, Islamorada, Village of Islands
Located in the Matecumbe neighbourhood of Islamorada, this hotel is situated just 400 meters from the History of Diving Museum and the Keys History & Discovery Center, offering a truly pet-friendly seaside escape.
This hotel provides pet-friendly accommodation for up to 4 guests in a 52 square meter room, featuring air conditioning, internet, concierge services, and daily cleaning, with complimentary access to an outdoor swimming pool and free parking.
Islander Resort Stay | 7 Mi To San Pedro Pk | Dive & Explore Waters - Islamorada, FL
Islamorada, FL
15/08 – 16/08
$2052/nightfor 1 night

Islander Resort Stay | 7 Mi To San Pedro Pk | Dive & Explore Waters

1 3
hotel, Islamorada, Village of Islands
Situated in Matecumbe, Islamorada, this oceanfront hotel offers direct beach access, just 5.6 kilometres from San Pedro Park and a short walk to local dining and the Florida Keys Wild Bird Rehabilitation Center.
This pet-friendly resort boasts 3.44 square meter rooms with air conditioning and balconies, accommodating up to four guests, and features an outdoor shared pool and complimentary parking.
Bayside Tranquility: 3 Relaxing Villa W/ Spacious Living Area & Kitchen - Islamorada, FL
9.6 4 reviews
Islamorada, FL
15/08 – 16/08
$2762/nightfor 1 night

Bayside Tranquility: 3 Relaxing Villa W/ Spacious Living Area & Kitchen

6 3
hotel, Islamorada, Village of Islands
This hotel, located in Matecumbe, Islamorada, is perfectly situated near the Keys History & Discovery Center and the History of Diving Museum, offering a truly pet-friendly seaside escape.
Boasting a generous 1042 sq. ft. living area, this accommodation is ideal for larger groups of up to 18 guests, featuring a full kitchen and allowing up to two pets with an additional charge.
Coastal Islamorada Stay | Free Breakfast, Pool, Free Parking & Pets Welcome! - Islamorada, FL
Islamorada, FL
11/01 – 15/01
$367/nighttotal: $1468 (4 )

Coastal Islamorada Stay | Free Breakfast, Pool, Free Parking & Pets Welcome!

1 2
hotel, Islamorada, Village of Islands
This hotel in Matecumbe, Islamorada, is conveniently located by the sea and a short distance from the History of Diving Museum and Keys History & Discovery Center.
Enjoy a pet-friendly stay at this hotel, offering a swimming pool, complimentary breakfast, free parking for one vehicle, and air conditioning, ideal for up to two guests and their dogs.
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