Relax And Recharge! 2 Comfortable Units, Free Parking, Onsite Swimming Pool
2 8
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
17/10 – 26/10
2323 €/nighttotal: 20907 € (9 )
Beachside Access | 3 Mi To Diving Museum | Snorkel & Learn Dive
2 6
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.
8.8 2565 reviews
Islamorada, FL
08/09 – 06/10
143 €/nighttotal: 4004 € (28 )
Sunset Inn
1 2
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.
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
08/09 – 06/10
476 €/nighttotal: 13328 € (28 )
Fun Under The Sun! Beachfront, W/ Pool Onsite, Free Parking | Pets Allowed
1 2
hotel , Islamorada, Village of Islands
This beachfront studio apartment in Matecumbe, Islamorada, offers convenient access to the Keys History & Discovery Centre and Morada Way Arts & Cultural District, precise distances unspecified. The 34-square-metre self-catering unit sleeps two, includes a terrace, daily cleaning, a pool, and complimentary toiletries, plus nearby cycling opportunities.
Islamorada, FL
18/07 – 22/07
481 €/nighttotal: 1924 € (4 )
Spacious Good-value 1br! Free Parking, Onsite Pool, Pets Allowed
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 Company. This 74 square metre house offers one bedroom, one bathroom, sleeps four guests, and includes a swimming pool, terrace, and concierge service, along with direct beach access.
This four-bedroom house is located in Matecumbe, a neighbourhood in Islamorada, situated near theme parks and directly on the beach. The house is just a short drive from the popular attractions of Islamorada, offering easy access to the area's natural beauty. The 194 square metre house comfortably sleeps 10 guests and offers a spacious living area, a fully equipped kitchen with a dishwasher, and a private patio. Guests can enjoy a range of on-site amenities, including a swimming pool, a jacuzzi, and a garden, as well as access to a variety of water sports activities.
8.0 1922 reviews
Islamorada, FL
19/07 – 26/07
613 €/nighttotal: 4291 € (7 )
Fisher Inn Resort & Marina
3 9
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.
Islamorada, FL
28/06 – 01/07
796 €/nighttotal: 2388 € (3 )
2 Rooms W/ Balcony, Courtyard View, Outdoor Pool, Free Parking & Pet Friendly
2 5
hotel , Islamorada, Village of Islands
This beachfront hotel in Islamorada's Matecumbe district offers the '2 Rooms W/ Balcony, Courtyard View, Outdoor Pool, Free Parking & Pet Friendly' package and is conveniently located near the Morada Way Arts & Cultural District and Indian Key Historic State Park, distances to which are not specified. The two-bedroom, two-bathroom lodging boasts a balcony in each room with ocean views, accommodating up to eight guests and including amenities such as free Wi-Fi, a fitness centre, and on-site parking; nearby water sports options include jet skiing, kayaking, and scuba diving.
Islamorada, FL
01/07 – 08/07
1050 €/nighttotal: 7350 € (7 )
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.
9.6 512 reviews
Islamorada, FL
30/07 – 06/08
306 €/nighttotal: 2142 € (7 )
Island Bay Resort
1 2
hotel , Tavernier
Island Bay Resort is located in Key Largo, Florida, just a short drive from Harry Harris Park Beach and Pigeon Key, offering easy access to the area's natural beauty. This 3-star hotel consistently receives excellent reviews from guests for its cleanliness, location, and overall experience. The resort offers a range of rooms, including those with kitchenettes, perfect for couples or small families. Guests can enjoy a variety of amenities, such as a sun terrace, barbecue facilities, and direct beach access, making it ideal for a relaxing 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.
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
24/06 – 29/06
1982 €/nighttotal: 9910 € (5 )
The Islands Of Islamorada
3 8
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.
8.4 144 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 1396 reviews
Islamorada, FL
24/06 – 29/06
2084 €/nighttotal: 10420 € (5 )
La Siesta Resort & Villas
5 8
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.
8.5 1965 reviews
Islamorada, FL
01/07 – 05/07
1432 €/nighttotal: 5728 € (4 )
Amara Cay Resort
3 7
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.
Best Islamorada, FL hotels with a pool
Among the 193 accommodations in Islamorada, FL, here are the 4 best hotels with a pool
9.4 516 reviews
Islamorada, FL
21/06 – 26/06
370 €/nighttotal: 1850 € (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.
9.4 723 reviews
Islamorada, FL
07/08 – 23/08
462 €/nighttotal: 7392 € (16 )
Coconut Palm Inn
1 4
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.
9.0 382 reviews
Islamorada, FL
17/10 – 26/10
645 €/nighttotal: 5805 € (9 )
Caloosa Cove Resort By Coolvacay
2 6
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.
Islamorada, FL
28/06 – 01/07
303 €/nighttotal: 909 € (3 )
Drop Anchor
1 5
hotel , Islamorada, Village of Islands
Hotel room in a 3* hotel. You will stay in Islamorada, Village of Islands. Facilities and services: air conditioning, an iron and a swimming pool. Take advantage of the Free Parking with this accommodation in Islamorada, Village of Islands!
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?
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
28/06 – 01/07
1040 €/nighttotal: 3120 € (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).
Islamorada, FL
30/07 – 06/08
432 €/nighttotal: 3024 € (7 )
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.
Islamorada, FL
28/06 – 01/07
1813 €/nighttotal: 5439 € (3 )
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.
Best Islamorada, FL hotels with a balcony
Islamorada, FL
08/09 – 06/10
503 €/nighttotal: 14084 € (28 )
Bay Escape Kitchen Pool Gym | 3 Mi To Keys Brewing | Local Beer Tastings
1 2
hotel , Islamorada, Village of Islands
This Islamorada beach house, situated a short walk from the Keys History & Discovery Centre and Islamorada Brewery & Distillery, offers direct beach access and is within 2.4km of Matecumbe United Methodist Church and Florida Keys Brewing Co. The 34 square metre property comprises one bedroom, one bathroom, sleeps two guests, and includes amenities such as a swimming pool, air conditioning, parking, and basic kitchen facilities.
Islamorada, FL
21/06 – 26/06
1041 €/nighttotal: 5205 € (5 )
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.
9.0 4 reviews
Islamorada, FL
09/10 – 12/10
761 €/nighttotal: 2283 € (3 )
Enjoy Sunset Views From Your Villa With Pool & Beach Access In Fl
2 2
hotel , Islamorada, Village of Islands
This floating accommodation is situated in the Matecumbe district of Islamorada, just a short walk from Hurricane Monument and a 9-minute stroll from Florida Keys Brewing Co. The area is known for its relaxed atmosphere and proximity to the beautiful Florida Keys scenery. The boat offers 97 square metres of space, comfortably accommodating up to 5 guests. It features a well-equipped kitchen, a private bathroom, a spacious living area, and access to a shared swimming pool, garden, and fitness centre.
Islamorada, FL
21/06 – 26/06
1109 €/nighttotal: 5545 € (5 )
Sunset Stay | 3 Mi To Diving Museum | Explore Marine Life
1 2
hotel , Islamorada, Village of Islands
The "Sunset Stay" offer at this Islamorada hotel provides direct ocean views from the Matecumbe neighbourhood, placing guests approximately 4.8 kilometres from the History of Diving Museum and close to the Theater of the Sea. This 34 square metre accommodation for two includes air conditioning, complimentary toiletries, a television, and offers access to a shared outdoor pool, free parking, and allows a maximum of two pets for an additional charge.