The Ocean View Inn is located in Islamorada, just a short walk from Windley Key and a short drive from Upper Matecumbe Key and Pigeon Key, offering easy access to some of the area's most popular attractions. This 3-star hotel has received very good user ratings for its location, cleanliness, and overall experience. The hotel provides comfortable accommodation with amenities like air conditioning, a swimming pool, and a terrace. Guests can enjoy on-site dining at the restaurant and bar, and explore the nearby attractions, including fishing, snorkeling, diving, and local shops and restaurants.
Islamorada, FL
20/06 – 27/06
1631 €/nighttotal: 11417 € (7 )
Serene Moon Suite W/ Jacuzzi + Garden View @Islamorada- Moon Suite
1 2
hotel , Islamorada, Village of Islands
This aparthotel in the Matecumbe neighbourhood of Islamorada offers a private island experience, located near local breweries and the San Pedro's Historical State Park. The Elegant Moon Suite provides a 1-bedroom, 1-bathroom configuration for up to 3 guests, featuring a private indoor jacuzzi, a balcony for stargazing, complimentary breakfast, free WiFi, air conditioning, and access to kayaks, paddle boards, and bikes.
Islamorada, FL
25/07 – 01/08
1635 €/nighttotal: 11445 € (7 )
Short Distance From The Well Known Sites! 3 Family-friendly Units, Free Parking
3 5
hotel , Islamorada, Village of Islands
This beachfront property in Matecumbe, Islamorada, is a short walk (less than 2km) from Bud n' Mary's Dive Center and Indian Key Historic State Park, and within 3km of the Hurricane Monument and Florida Keys Brewing Co. This three-bedroom, three-bathroom holiday home offers 25 square metres of living space for up to 12 guests, boasting a swimming pool, terrace, and concierge service, along with amenities including Wi-Fi and air conditioning.
9.0 382 reviews
Islamorada, FL
24/12 – 02/01
477 €/nighttotal: 4293 € (9 )
Caloosa Cove Resort By Coolvacay
1 2
hotel , Islamorada, Village of Islands
Caloosa Cove Resort is situated in Islamorada, Florida, just 11 miles from the popular Theater of the Sea and Windley Key. This 3-star hotel offers a family-friendly environment with excellent user ratings for its location, cleanliness, and overall experience. The resort provides spacious apartments with full kitchens, allowing guests to enjoy the convenience of home cooking. Caloosa Cove Resort also offers a range of amenities, including a swimming pool, tennis court, and on-site restaurant, ensuring a comfortable and enjoyable stay.
This beachfront hotel in Islamorada, Florida Keys, offers direct access to 15 acres of beachfront property and is conveniently located near Indian Key Historic State Park and Theater of the Sea. The pet-friendly unit, measuring 31 square metres, features one bedroom, one bathroom, sleeps four guests, and includes a balcony with ocean views, a swimming pool, and modern amenities such as Wi-Fi and air conditioning.
8.8 2557 reviews
Islamorada, FL
17/10 – 26/10
328 €/nighttotal: 2952 € (9 )
Sunset Inn
2 6
hotel , Islamorada, Village of Islands
Sunset Inn is located in Islamorada, a short walk from Upper Matecumbe Key, with John Pennekamp State Park 21 miles away and Florida Keys Aquarium Encounters 29 miles away. The 3-star hotel is rated as very good by previous guests. The accommodation features a garden and a swimming pool, perfect for relaxing and enjoying the Florida sun. Guests can also make use of the barbecue facilities, the on-site restaurant and bar, and the fitness centre.
Islamorada, FL
20/06 – 27/06
346 €/nighttotal: 2422 € (7 )
Casa Morada
1 2
hotel , Islamorada, Village of Islands
Hotel room listing in a luxury hotel. Your accommodation will be located in Islamorada, Village of Islands. Services and facilities: free parking, a terrace and a garden. The big plus of this hotel in Islamorada, Village of Islands is the jacuzzi!
Islamorada, FL
23/07 – 26/07
327 €/nighttotal: 981 € (3 )
Drop Anchor
1 2
hotel , Islamorada, Village of Islands
Book a hotel room in a 3-star hotel. Your accommodation will be located in Islamorada, Village of Islands. Services and facilities: a swimming pool, a barbecue and an iron. This hotel also has air conditioning!
Islamorada, FL
21/06 – 26/06
403 €/nighttotal: 2015 € (5 )
Ideal 1br Comfort And Value! Pool, Free Parking, Near Anne's Beach & Sea Oats
1 2
hotel , Islamorada, Village of Islands
This beachfront property in Matecumbe, Islamorada, is conveniently located within a 2.4km radius of Bud n' Mary's Dive Center, Indian Key Historic State Park, and less than 3.2km from the Hurricane Monument and Florida Keys Brewing Co. This 74 square metre holiday home offers one bedroom, one bathroom, sleeps six guests, and includes a swimming pool, terrace with ocean views, and concierge services.
Islamorada, FL
28/06 – 01/07
2000 €/nighttotal: 6000 € (3 )
Beachside Access | 3 Mi To Diving Museum | Snorkel & Learn Dive
2 5
hotel , Islamorada, Village of Islands
This beachfront aparthotel on the Overseas Highway in Islamorada's Matecumbe district offers direct access to the Florida Keys National Marine Sanctuary and is 4.8 kilometres from the Diving Museum, with waterfront views. The 103 square metre, two-bedroom, two-bathroom accommodation sleeps six guests and features a kitchen, air conditioning, complimentary toiletries, daily cleaning, and a shared outdoor pool, with pets allowed for an additional charge under the "Beachside Access | 3 Mi To Diving Museum | Snorkel & Learn Dive" offer.
10 2 reviews
Islamorada, FL
09/10 – 12/10
385 €/nighttotal: 1155 € (3 )
Guest Room, 1 King: Resort W/ Marina And 3 Outdoor Pool | Free Parking
1 2
hotel , Islamorada, Village of Islands
This beachfront property in Islamorada, Florida Keys, offers the 'Ultimate Beach Relaxation: Resort W/ Marina And Outdoor Pool | Free Parking' package and is conveniently located near the Theatre of the Sea and Indian Key Historic State Park, though precise distances aren't specified. The 23-square-metre (248-square-foot) unit features a king-size bed, sleeps two guests, and includes a private bathroom, Wi-Fi, air conditioning, and a terrace; pet-friendly with a fee (maximum two pets).
Islamorada, FL
18/07 – 22/07
1463 €/nighttotal: 5852 € (4 )
Island Kitchen Pool Gym | 5 Mi To Windley Reef | Kayak & Nature Trails
1 4
hotel , Islamorada, Village of Islands
This oceanside resort, offering the "Island Kitchen Pool Gym" package, is located on the Overseas Highway in Islamorada's Matecumbe district, providing direct beach access and situated approximately 8 kilometres from Windley Reef. This 103 square metre apartment accommodates up to four guests with one bedroom and one bathroom, featuring air conditioning, a kitchen, a balcony, and access to a shared outdoor pool, with pets welcome for an additional charge.
Best Islamorada, FL luxury hotels (4 and 5 stars)
Among the 193 accommodations in Islamorada, FL, here are the 4 best luxury hotels
8.4 144 reviews
Islamorada, FL
21/06 – 26/06
346 €/nighttotal: 1730 € (5 )
Casa Morada
1 2
hotel , Islamorada, Village of Islands
Casa Morada is located in Islamorada, just a 10-minute walk from Upper Matecumbe Key, and a short drive from John Pennekamp State Park and Florida Keys Aquarium Encounters. This 5-star hotel has received very good user ratings for its cleanliness, location and overall experience. The hotel has one bedroom and one bathroom, accommodating up to three guests. Casa Morada offers a range of features including a garden, terrace, bar, free parking, air conditioning, and free Wi-Fi. Guests can enjoy a delicious buffet breakfast and relax in the jacuzzi.
8.5 1965 reviews
Islamorada, FL
19/07 – 26/07
562 €/nighttotal: 3934 € (7 )
Amara Cay Resort
2 9
hotel , Islamorada, Village of Islands
Amara Cay Resort is located in Islamorada, Florida, directly on the beach and just 3.7 miles from transfer services. This 4-star hotel receives very good user ratings for its location, cleanliness, and overall experience. The resort offers a range of amenities including a swimming pool, fitness centre, restaurant and bar, and guest rooms with flat-screen TVs, work desks, and safety deposit boxes. Guests can also enjoy a variety of activities such as swimming, sunbathing, and exploring the nearby attractions.
8.5 1396 reviews
Islamorada, FL
09/07 – 12/07
337 €/nighttotal: 1011 € (3 )
La Siesta Resort & Villas
1 5
hotel , Islamorada, Village of Islands
La Siesta Resort & Villas is located just off the Overseas Highway in Islamorada, a short distance from both the ocean and Theater of the Sea. The hotel is a 3-star property and has received very good user ratings for its location, cleanliness, and overall experience. The resort offers a range of accommodations, including suites and cottages, all equipped with cable TV and air conditioning. Guests can enjoy a variety of amenities and activities, such as an outdoor pool, a bar serving light meals, and easy access to water activities like boating, fishing, and kayaking.
9.3 108 reviews
Islamorada, FL
19/07 – 26/07
1856 €/nighttotal: 12992 € (7 )
The Islands Of Islamorada
4 9
hotel , Islamorada, Village of Islands
The Islands of Islamorada hotel is situated in Islamorada, just a short distance from Upper Matecumbe Key, Windley Key and Pigeon Key, making it an ideal base for exploring the beautiful Florida Keys. This 4-star hotel has received excellent user ratings for its location, cleanliness and overall experience. The accommodation offers a range of rooms with sea views, balconies and kitchens, catering to different needs. Guests can enjoy amenities such as a swimming pool, hot tub, restaurant, bar, spa, fitness centre, and a playground, making it suitable for families and couples alike.
Best Islamorada, FL hotels with a pool
Among the 193 accommodations in Islamorada, FL, here are the 4 best hotels with a pool
9.4 723 reviews
Islamorada, FL
09/07 – 12/07
1209 €/nighttotal: 3627 € (3 )
Coconut Palm Inn
3 5
hotel , Tavernier
The Coconut Palm Inn is located on the beach in Key Largo, overlooking the Florida Bay and offering stunning views of the surrounding area. This 3-star hotel has received excellent user ratings for its cleanliness, location and overall experience. The inn offers a relaxed atmosphere with a tropical garden and a swimming pool. Guests can enjoy a range of amenities including a sauna, spa, fitness centre and a restaurant, as well as activities such as fishing, diving and snorkelling.
8.5 141 reviews
Islamorada, FL
09/07 – 12/07
430 €/nighttotal: 1290 € (3 )
Treasure Harbor
2 5
hotel , Islamorada, Village of Islands
Treasure Harbor is located in Islamorada, just 2.9 kilometres from Windley Key and 8 kilometres from Upper Matecumbe Key, offering easy access to popular attractions and a peaceful setting. The hotel is a 3-star establishment with a very good user rating. The accommodation features one bedroom and one bathroom, covering 23 square metres. Guests can enjoy free Wi-Fi, free parking, and the hotel's proximity to fishing, boating, and other water activities.
8.9 3050 reviews
Islamorada, FL
20/06 – 27/06
778 €/nighttotal: 5446 € (7 )
La Jolla Resort
3 6
hotel , Islamorada, Village of Islands
La Jolla Resort is located in Islamorada, just a short drive from the popular attractions of Theater of the Sea and Windley Key, offering a convenient base for exploring the beautiful Village of Islands. This 2-star hotel has received very good user ratings for its cleanliness and overall experience. The resort features comfortable rooms with all the essentials, including flat-screen TVs and private bathrooms. Guests can enjoy a range of amenities, such as a swimming pool, a shared lounge, and a garden, making it an ideal choice for families and couples looking for a relaxing getaway.
9.4 516 reviews
Islamorada, FL
09/08 – 14/08
296 €/nighttotal: 1480 € (5 )
Casa Morada
1 2
hotel , Islamorada, Village of Islands
Casa Morada is a beachfront hotel in Matecumbe, Islamorada, located within a 10-minute walk of the Islamorada Brewery & Distillery and Keys History & Discovery Center, making it a great choice for exploring the local area. The 3.5-star hotel consistently receives excellent user ratings for its cleanliness, location, and overall experience. Casa Morada offers a range of amenities and activities, including a swimming pool, a terrace, and a garden for relaxation, as well as a restaurant, a bar, and a fitness centre for those who want to stay active. Guests can also enjoy kayaking directly from the beach, exploring the beautiful waters and diverse marine life of the Florida Keys.
Frequently asked questions about hotels in Islamorada, FL
How can travelers relax during a week in and arond Islamorada, FL?
Islamorada is a great place to unwind. You can spend your days lounging on the beach, swimming in the ocean, or kayaking in the calm waters of the Florida Bay. If you're looking for something more active, you can go fishing, boating, or diving. In the evenings, you can enjoy a relaxing dinner at one of the many restaurants in town, or watch the sunset from the Islamorada Bridge.
What are the best hotels with a swimming pool in Islamorada, FL?
What amenities can travelers expect in hotel rooms in Islamorada, FL?
Most hotels in Islamorada offer standard amenities like air conditioning, WiFi, and cable TV. Many hotels also have swimming pools, hot tubs, and fitness centres. Some hotels even offer kitchenettes or full kitchens in their rooms.
What are the most popular 2, 3 and 4-star hotels in Islamorada, FL?
When is the best time to book a hotel in Islamorada, FL?
The best time to book a hotel in Islamorada is during the off-season, which is from April to May and September to October. You'll find the best deals on accommodation during these months, and the crowds will be smaller.
What are the best luxury hotels in Islamorada, FL?
Which towns or cities worth a visit near Islamorada, FL?
If you're looking to explore beyond Islamorada, you can take a day trip to Key Largo, which is about 30 minutes away. You can also visit Marathon, which is about an hour away. Both towns offer a variety of attractions, including beaches, restaurants, and shops.
What are the best family friendly hotels in Islamorada, FL?
Stay Like Home | Pool Access, Free Breakfast & Free Parking | Pets Are Welcome!
1 2
hotel , Islamorada, Village of Islands
This hotel is located in the Matecumbe district of Islamorada, Village of Islands, offering proximity to the Hurricane Monument and Indian Key Historic State Park. The "Stay Like Home" offer includes 559 sq. ft. rooms with one bedroom and one bathroom for two guests, featuring air conditioning, internet, concierge, complimentary toiletries, a TV, daily cleaning, free parking, and pool access, with opportunities for scuba diving and snorkelling nearby.
9.6 4 reviews
Islamorada, FL
02/07 – 05/07
2454 €/nighttotal: 7362 € (3 )
Bayside Tranquility: 3 Relaxing Villa W/ Spacious Living Area & Kitchen
6 5
hotel , Islamorada, Village of Islands
This property is situated in Matecumbe, a neighbourhood in Islamorada, close to the beach and within easy reach of Florida Keys Brewing Co. and Bud n' Mary's Dive Center. This location offers a relaxed atmosphere with easy access to both local attractions and the beautiful beaches of the Florida Keys. This three-bedroom house spans 290 square metres and can comfortably accommodate up to 15 guests. It features a fully equipped kitchen, a private garden, a swimming pool, a jacuzzi, and direct beach access, providing everything you need for a relaxing and enjoyable stay.
Islamorada, FL
28/06 – 01/07
943 €/nighttotal: 2829 € (3 )
Ideal Mix Of Comfort And Value 1br! Onsite Pool, Free Parking, Pets Allowed
1 5
hotel , Islamorada, Village of Islands
This beachfront property in Islamorada, Florida Keys, is a short walk from Bud n' Mary's Dive Center and Indian Key Historic State Park, and within 3.2 kilometres of the Hurricane Monument and Florida Keys Brewing Co. This 74 square metre self-catering house offers one bedroom, one bathroom, sleeps six, and boasts a private balcony, swimming pool, fitness centre, and concierge service.
Islamorada, FL
16/10 – 18/10
2733 €/nighttotal: 5466 € (2 )
Indulge In Home Like Comfort! 4 Pleasant Units, Free Parking, Onsite Pool
4 12
hotel , Islamorada, Village of Islands
This Islamorada beachfront property offers direct ocean access, situated a short walk (less than 2km) from Bud n' Mary's Dive Center and Indian Key Historic State Park, and within 3km of the Hurricane Monument and Florida Keys Brewing Co. This four-bedroom, four-bathroom house boasts 25 square metres of floor space, sleeping up to 16 guests and including a swimming pool, terrace, and concierge service; pets are welcome.
Best Islamorada, FL hotels with a balcony
9.6 26 reviews
Islamorada, FL
18/07 – 22/07
508 €/nighttotal: 2032 € (4 )
Waterfront Escape: Bayfront Accommodation W/ Kitchen, Onsite Pool, Free Parking
2 4
hotel , Islamorada, Village of Islands
This boat is situated in Matecumbe, a neighbourhood in Islamorada, Florida, directly on the beach and close to attractions like Florida Keys Brewing Co. and Bud n' Mary's Dive Center. This offers a prime location for exploring the area's attractions and enjoying the beautiful beaches. The boat is a spacious one-bedroom property with 88 square metres of floor space and a capacity of 5 guests. It comes with a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a garden, and parking.
Islamorada, FL
16/10 – 18/10
2407 €/nighttotal: 4814 € (2 )
Islamorada Getaway | 2 Family Ready Bayfront Villa W/ Spacious Living Area
4 12
hotel , Islamorada, Village of Islands
This four-bedroom house is located in Matecumbe, a neighbourhood in Islamorada, directly on the beach, offering easy access to the beautiful coastline. The house is close to Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park, providing easy access to exploring the natural beauty of the Florida Keys. This 194 square metre house has four bedrooms and four bathrooms, and can accommodate up to 10 guests. The house has a range of amenities, including a swimming pool, a Jacuzzi, a garden, and a concierge service, as well as free parking.
8.0 1922 reviews
Islamorada, FL
28/06 – 01/07
353 €/nighttotal: 1059 € (3 )
Fisher Inn Resort & Marina
2 5
hotel , Islamorada, Village of Islands
The Fisher Inn Resort & Marina offers direct oceanfront accommodation in Islamorada, Village of Islands, located 22.5 kilometres from Key Largo and a short walk to the Theater of the Sea. This resort provides rooms with complimentary Wi-Fi and cable TV, featuring an outdoor swimming pool, on-site marina access, and a range of water sports including fishing and kayaking, with options for units with kitchenettes and a 11:00 AM check-out time.
8.0 1 review
Islamorada, FL
08/09 – 06/10
595 €/nighttotal: 16660 € (28 )
Everything You Need For The Perfect Vacation! 3 Convenient Units, Free Parking!
3 4
hotel , Islamorada, Village of Islands
This Islamorada, Florida Keys apartment complex enjoys a central location, offering easy access to attractions such as the History of Diving Museum and Keys History & Discovery Centre. The self-catering property boasts 84 square metres of space, sleeping up to 12 guests across three bedrooms and three bathrooms, with a private beach, heated pool, and on-site kayak and paddleboard rentals.