Ocean Escape | 2 Mi To Founders Pk | Bike Coastal Paths
1 2
hotel , Islamorada, Village of Islands
The Ocean Escape offer presents a hotel located on the Overseas Highway in Islamorada's Matecumbe district, providing easy access to Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park, with local breweries Islamorada Brewery & Distillery and Florida Keys Brewing Co. a short drive away. This 34 square metre accommodation for two guests features air conditioning, a balcony, internet, and includes access to a shared outdoor pool, complimentary parking, and daily cleaning services, with pets welcome for an additional fee.
Islamorada, FL
02/07 – 05/07
SG$2673/nighttotal: SG$8019 (3 )
Islander Resort | 2 Units | 6 Mi To Robbies | Fishing & Boat Trips
2 5
hotel , Islamorada, Village of Islands
The Islander Resort, offering 2 units with the "Islander Resort | 2 Units | 6 Mi To Robbies | Fishing & Boat Trips" offer, is an oceanside establishment located on the Overseas Highway in Islamorada's Matecumbe neighbourhood, providing direct access to local beaches and attractions such as the Theater of the Sea marine park, approximately 9.6 kilometres away. This holiday let accommodates up to 8 guests across two 33.4 square metre rooms, each featuring a private bathroom, and provides access to a shared outdoor pool, complimentary parking, and daily cleaning services, with pets welcome for an additional fee.
Islamorada, FL
02/07 – 05/07
SG$2607/nighttotal: SG$7821 (3 )
Relax And Recharge! 2 Comfortable Units, Free Parking, Onsite Swimming Pool
2 5
hotel , Islamorada, Village of Islands
This beachfront property in Matecumbe, Islamorada, is situated near Bud n' Mary's Dive Center and Indian Key Historic State Park (within a 2.4km walk), and less than 3.2km from the Hurricane Monument and Florida Keys Brewing Co. This two-bedroom, two-bathroom holiday home offers 25 square metres of living space, accommodating up to eight guests and boasting a swimming pool, terrace, and concierge service, alongside amenities such as a coffee maker and access to limited housekeeping.
Islamorada, FL
09/07 – 12/07
SG$1480/nighttotal: SG$4440 (3 )
Come Create Memories W/ 1br Fun Adventures At This Paradise! Outdoor Pool!
1 5
hotel , Islamorada, Village of Islands
This oceanfront apartment in Matecumbe, Islamorada, boasts stunning Alligator Reef Lighthouse views and is situated close to Anne's Beach, the Theatre of the Sea, and the History of Diving Museum, with a golf course within 3.2 kilometres. The 76-square-metre suite offers one bedroom, one bathroom, sleeps six guests, and includes a private balcony, swimming pool access, daily housekeeping, and on-site water sports facilities (charges apply).
9.6 26 reviews
Islamorada, FL
18/07 – 22/07
SG$756/nighttotal: SG$3024 (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
22/06 – 02/07
SG$1632/nighttotal: SG$16320 (10 )
Oceanstay W/ Pool Access | 2 Mi To Founders Pk | Bike & Picnic Outdoors
1 2
hotel , Islamorada, Village of Islands
This Islamorada lodging, located in Matecumbe, offers direct beach access and ocean views, with the Hurricane Monument and Indian Key Historic State Park within walking distance. The Oceanstay W/ Pool Access offers 1-bedroom accommodation for up to four guests, featuring air conditioning, a balcony, and internet, with a shared outdoor pool available daily and complimentary toiletries provided in the 37 square metre rooms.
Islamorada, FL
16/10 – 18/10
SG$4526/nighttotal: SG$9052 (2 )
Islander Resort Oceanside | 4 Units | 5 Mi To Windley Reef
4 12
hotel , Islamorada, Village of Islands
The Islander Resort Oceanside, part of the "Islander Resort Oceanside | 4 Units | 5 Mi To Windley Reef" offer, is a hotel located in the Matecumbe neighbourhood of Islamorada, Village of Islands, providing direct ocean access and situated approximately 8 kilometres from the Florida Keys National Marine Sanctuary, with the Keys History & Discovery Centre and History of Diving Museum within walking distance. This accommodation sleeps up to 16 guests across 4 bedrooms and 4 bathrooms, and features on-site dining, complimentary parking, an outdoor shared pool, and is pet-friendly with internet and air conditioning provided.
Islamorada, FL
03/07 – 05/07
SG$1463/nighttotal: SG$2926 (2 )
Peaceful Retreat In Islamorada! Pet-friendly, Swimming Pool, Free Parking!
1 2
hotel , Islamorada, Village of Islands
This beachfront property in Matecumbe, Islamorada, is situated a short 2.4km walk from Bud n' Mary's Dive Center and Indian Key Historic State Park, and under 3.2km from the Hurricane Monument and Florida Keys Brewing Co. This 35 square metre house offers one bedroom, one bathroom, sleeps four guests, and includes a swimming pool, terrace, and concierge service, with direct beach access.
Islamorada, FL
08/09 – 06/10
SG$1336/nighttotal: SG$37408 (28 )
Reefview W/ Onsite Gym | 7 Mi To San Pedro Pk | Dive & Explore Waters
1 4
hotel , Islamorada, Village of Islands
The Reefview W/ Onsite Gym | 7 Mi To San Pedro Pk | Dive & Explore Waters is an oceanside resort located in Islamorada's Matecumbe neighbourhood, offering direct access to local beaches and water activities, and situated 11 kilometres from San Pedro Park. This accommodation provides 400 sq ft rooms with one bedroom and one bathroom, accommodating up to four guests, and features include air conditioning, Wi-Fi, a terrace/balcony, an outdoor shared pool, and pet-friendly options are available for an additional charge.
8.4 4165 reviews
Islamorada, FL
09/07 – 12/07
SG$913/nighttotal: SG$2739 (3 )
Breezy Palms Resort
2 5
hotel , Islamorada, Village of Islands
Breezy Palms Resort is situated in Islamorada, Village of Islands, just a short drive from Upper Matecumbe Key, Windley Key and Pigeon Key. This 3-star hotel has received very good user ratings for its location, cleanliness and overall experience. The resort offers a range of amenities and features, including a private beach, an outdoor pool and terrace, and a kitchenette in select rooms. Guests can enjoy activities like swimming, sunbathing, and exploring the nearby attractions.
Islamorada, FL
22/06 – 02/07
SG$2595/nighttotal: SG$25950 (10 )
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
1 2
hotel , Islamorada, Village of Islands
This aparthotel, situated in the Matecumbe neighbourhood of Islamorada, Village of Islands, is 250 metres from the Hurricane Monument and Indian Key Historic State Park, with Windley Key Fossil Reef Geological State Park and Founders Park also nearby. This one-bedroom suite accommodates up to three guests and includes a private terrace with dining for two, complimentary breakfast, WiFi, air conditioning, and access to kayaks, paddle boards, and bicycles.
Islamorada, FL
18/07 – 22/07
SG$631/nighttotal: SG$2524 (4 )
Comfort And Relaxation! Free Parking, Minutes To History Of Diving Museum
1 4
hotel , Islamorada, Village of Islands
This beachfront property in Islamorada, Village of Islands, 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 25 square metre self-catering apartment offers one bedroom, one bathroom, sleeps four guests, and includes a swimming pool, terrace, air conditioning, Wi-Fi, and concierge services.
Best Islamorada, FL luxury hotels (4 and 5 stars)
Among the 193 accommodations in Islamorada, FL, here are the 4 best luxury hotels
9.3 108 reviews
Islamorada, FL
19/07 – 26/07
SG$2758/nighttotal: SG$19306 (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.
8.5 1965 reviews
Islamorada, FL
28/06 – 01/07
SG$432/nighttotal: SG$1296 (3 )
Amara Cay Resort
1 5
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.
Islamorada, FL
20/06 – 27/06
SG$514/nighttotal: SG$3598 (7 )
Casa Morada
1 2
hotel , Islamorada, Village of Islands
Hotel room listing in a luxury hotel. This accommodation is located in Islamorada, Village of Islands. Facilities and services include a garden, a fridge and a swimming pool. This hotel in Islamorada, Village of Islands also has air conditioning!
8.5 1396 reviews
Islamorada, FL
22/06 – 02/07
SG$380/nighttotal: SG$3800 (10 )
La Siesta Resort & Villas
1 2
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.
Best Islamorada, FL hotels with a pool
Among the 193 accommodations in Islamorada, FL, here are the 4 best hotels with a pool
9.2 220 reviews
Islamorada, FL
20/06 – 27/06
SG$506/nighttotal: SG$3542 (7 )
Topsider Resort
1 6
hotel , Islamorada, Village of Islands
Topsider Resort by Capital Vacations is situated in Islamorada, just 11km from Upper Matecumbe Key and 16km from Windley Key, offering a peaceful escape in the heart of the Florida Keys. The aparthotel has consistently received excellent ratings for location, cleanliness, and overall user experience. Each two-bedroom apartment spans 74 square metres and features a private balcony, a fully equipped kitchen with a dishwasher, and a private bathroom with a hot tub. Guests can enjoy a range of amenities including a swimming pool, a jacuzzi, a sauna, a spa, a tennis court, and direct beach access.
9.4 723 reviews
Islamorada, FL
09/07 – 12/07
SG$1796/nighttotal: SG$5388 (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.
8.0 1 review
Islamorada, FL
08/09 – 06/10
SG$884/nighttotal: SG$24752 (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.
8.0 1922 reviews
Islamorada, FL
28/06 – 01/07
SG$525/nighttotal: SG$1575 (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.
Frequently asked questions about hotels in Islamorada, FL
What are the top landmarks to see in and around Islamorada, FL?
Islamorada is known for its beautiful beaches, so you'll want to check out Anne's Beach and the Islamorada Founders Park. You can also visit the History of Islamorada Museum and the Windley Key Fossil Reef Geological State Park.
What are the best hotels with a swimming pool in Islamorada, FL?
What are the most affordable attractions in and around Islamorada, FL?
For affordable fun, you can walk or bike the Overseas Highway, check out the free events at the Islamorada Community Park, or go fishing at the Islamorada Fishing Village.
What are the most popular 2, 3 and 4-star hotels in Islamorada, FL?
How can travelers relax during a week in and arond Islamorada, FL?
Islamorada is perfect for a relaxing vacation. You can spend your days swimming, sunbathing, and kayaking in the clear waters. If you want something more active, you can go paddleboarding, diving, or fishing.
What are the best luxury hotels in Islamorada, FL?
What amenities can travelers expect in hotel rooms in Islamorada, FL?
Most hotels in Islamorada offer standard amenities like air conditioning, a TV, and a private bathroom. Some hotels may also have a pool, a hot tub, and a restaurant.
What are the best family friendly 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 shoulder seasons, from April to May and September to October. You'll get better deals and fewer crowds than during peak season.
What are the best pet friendly hotels in Islamorada, FL?
What are some pet-friendly activities in and around Islamorada, FL?
Many of the beaches in Islamorada are dog-friendly, so you can take your furry friend for a walk on the sand. You can also find pet-friendly restaurants and cafes in town.
What are the best hotels with jacuzzi in Islamorada, FL?
Which towns or cities worth a visit near Islamorada, FL?
If you're looking to explore beyond Islamorada, you can visit Key Largo, which is about 30 minutes away. There's also Marathon, which is about 45 minutes away and known for its great fishing.
Destinations nearby
Best Islamorada, FL hotels with air conditioning
8.8 2557 reviews
Islamorada, FL
08/09 – 06/10
SG$212/nighttotal: SG$5936 (28 )
Sunset Inn
1 4
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
03/07 – 05/07
SG$2386/nighttotal: SG$4772 (2 )
Islander Resort Stay | 7 Mi To San Pedro Pk | Dive & Explore Waters
1 2
hotel , Islamorada, Village of Islands
The Islander Resort is located in Matecumbe, Islamorada, offering direct beach access and proximity to landmarks such as the Hurricane Monument and Indian Key Historic State Park, with San Pedro Park approximately 11 kilometres away. This accommodation provides 370 square feet of space, accommodates up to four guests in one bedroom with one bathroom, and features air conditioning, Wi-Fi, a terrace or balcony, and access to a shared outdoor pool, with pets allowed for an additional charge.
Islamorada, FL
22/06 – 02/07
SG$1608/nighttotal: SG$16080 (10 )
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
1 2
hotel , Islamorada, Village of Islands
Casa Morada's largest suite, in Islamorada's Matecumbe district, offers a tranquil escape near the Hurricane Monument and Indian Key Historic State Park, the exact distances to which are unspecified. This one-bedroom, one-bathroom apartment sleeps three, boasting a private terrace, indoor jacuzzi, king-size bed, free Wi-Fi, complimentary breakfast, and free on-site parking, close to local breweries.
8.2 659 reviews
Islamorada, FL
09/08 – 14/08
SG$308/nighttotal: SG$1540 (5 )
The Ocean View Inn
1 2
hotel , Islamorada, Village of Islands
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.
Best Islamorada, FL hotels with a balcony
Islamorada, FL
03/07 – 05/07
SG$1743/nighttotal: SG$3486 (2 )
Oceanfront Islamorada Stay | 3 Mi To Keys Brewing | Brewery Tour Nearby
1 2
hotel , Islamorada, Village of Islands
The Oceanfront Islamorada Stay, located in the Matecumbe neighbourhood on the Overseas Highway, offers direct beach access and is approximately 4.8 kilometres from Florida Keys Brewing Co. and within easy reach of Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park. This one-bedroom, one-bathroom resort unit accommodates up to four guests and features air conditioning, internet, a terrace, and complimentary toiletries, with a shared outdoor pool available daily from 10:00 AM to 10:00 PM.
Islamorada, FL
08/09 – 06/10
SG$1728/nighttotal: SG$48384 (28 )
Coastal Kitchen Pool Gym | 5 Mi To Annes Beach | Swim & Relax On Shore
1 4
hotel , Islamorada, Village of Islands
This oceanside resort in Matecumbe, Islamorada, offers direct beachfront access on the Atlantic Ocean and is located 8 kilometres from Annes Beach, with Keys History & Discovery Center and History of Diving Museum within walking distance. The "Coastal Kitchen Pool Gym" offer provides a 99.4 square metre accommodation for up to four guests, featuring one bedroom, one bathroom, a kitchen, and access to a shared outdoor pool, with complimentary parking available.
Islamorada, FL
18/07 – 22/07
SG$1180/nighttotal: SG$4720 (4 )
Waterfront Elegance 1br In Islamorada! Beach, Swimming Pool, Pet-friendly!
1 4
hotel , Islamorada, Village of Islands
This beachfront property in Islamorada, Village of Islands, is a short walk from Bud n' Mary's Dive Center and Indian Key Historic State Park, and within 3.2km of the Hurricane Monument and Florida Keys Brewing Co. This 74 square metre holiday home offers one bedroom, one bathroom, sleeps four, and includes a private balcony, swimming pool, and concierge service, with limited housekeeping.
This beachfront apartment in Islamorada, Florida Keys, offers direct beach access and is a short drive from the History of Diving Museum and Indian Key Historic State Park. The 33-square-metre (355-square-foot) self-catering unit sleeps four, featuring one bedroom, one bathroom, a private balcony with ocean views, a swimming pool, and free parking; pets are welcome for an additional fee.