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.
Islamorada, FL
08/09 – 06/10
£294/nighttotal: £8232 (28 )
Tropical Islamorada Experience | Free Breakfast, Pool, Parking | Pet-friendly
1 2
hotel , Islamorada, Village of Islands
This hotel is located by the sea in the Matecumbe neighbourhood of Islamorada, Village of Islands, offering proximity to landmarks such as Hurricane Monument and Indian Key Historic State Park, and is also conveniently near Islamorada Brewery & Distillery and Florida Keys Brewing Co. The Tropical Islamorada Experience offers spacious 559 sq. ft. rooms for up to two guests, featuring air conditioning, free Wi-Fi, daily cleaning, and complimentary parking, with the added benefit of being pet-friendly for dogs under 25 kg for an extra charge, and providing easy access to scuba diving, snorkelling, and swimming.
Islamorada, FL
02/07 – 05/07
£1522/nighttotal: £4566 (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
07/08 – 23/08
£459/nighttotal: £7344 (16 )
2 Queen Beds Room W/patio, Outdoor Pool, Free Parking & Pet Friendly
1 4
hotel , Islamorada, Village of Islands
This beachfront hotel in Islamorada's Matecumbe district, near Indian Key Historic State Park and the Hurricane Monument, offers the '2 Queen Beds Room W/patio, Outdoor Pool, Free Parking & Pet Friendly' option. The one-bedroom lodging, sleeping up to four guests, features a patio, free Wi-Fi, an on-site fitness centre, and is close to watersports activities such as jet skiing and scuba diving at Bud n' Mary's Dive Center.
Islamorada, FL
28/06 – 01/07
£897/nighttotal: £2691 (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
17/10 – 26/10
£1717/nighttotal: £15453 (9 )
Islamorada Getaway | 2 Family Ready Bayfront Villa W/ Spacious Living Area
4 6
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.
Islamorada, FL
07/08 – 23/08
£441/nighttotal: £7056 (16 )
Ocean Escape | 2 Mi To Founders Pk | Bike Coastal Paths
1 4
hotel , Islamorada, Village of Islands
The Ocean Escape resort is located in Matecumbe, Islamorada, offering direct beach access and is within 3.2 kilometres of Florida Keys Brewing Company and Robbie’s Marina, with nearby access to Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park. This hotel accommodation provides 33.4 square metre rooms with complimentary toiletries and TV, accommodating up to four guests with one bedroom and one bathroom, and features a year-round shared outdoor pool, air conditioning, internet, and allows pets for an additional charge.
9.0 382 reviews
Islamorada, FL
28/06 – 01/07
£270/nighttotal: £810 (3 )
Caloosa Cove Resort By Coolvacay
1 5
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
07/08 – 23/08
£787/nighttotal: £12592 (16 )
Island Oasis Stay | 1 King Bed | Near Islamorada Beaches
1 4
hotel , Islamorada, Village of Islands
The "Island Oasis Stay | 1 King Bed | Near Islamorada Beaches" accommodation is located oceanside in Matecumbe, Islamorada, with direct beach access and within 2 kilometres of Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park. This 33 square metre hotel room accommodates up to four guests and features a king bed, air conditioning, a balcony, internet, and a shared outdoor pool accessible daily, with pets welcome for an additional charge.
Islamorada, FL
30/07 – 06/08
£452/nighttotal: £3164 (7 )
The Cove, Age 21 Plus, Guest Room, 1 King, Ocean View, Balcony
1 2
hotel , Islamorada, Village of Islands
This Islamorada hotel, offering the '1 King Room W/ Balcony, 3 Outdoor Pools & Free Parking' package, enjoys a convenient location near Islamorada's beaches and is within easy reach of the Islamorada Brewery & Distillery and Florida Keys Brewing Co. The one-bedroom lodging boasts a king-size bed, private balcony, access to three outdoor pools, free Wi-Fi, and on-site fitness facilities; it sleeps two guests and includes in-room amenities such as a refrigerator and coffee maker.
9.4 723 reviews
Islamorada, FL
01/07 – 08/07
£372/nighttotal: £2604 (7 )
Coconut Palm Inn
1 2
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.
Islamorada, FL
01/07 – 08/07
£435/nighttotal: £3045 (7 )
Comfort And Relaxation! Balcony, Free Parking, Pool, Pet-friendly Property
1 2
hotel , Islamorada, Village of Islands
This Islamorada beachfront property is a short 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 75 square metre house offers one bedroom, one bathroom, sleeps three guests, and includes a swimming pool, terrace, and concierge service, with direct beach access to Matecumbe Key.
Top-Rated 5-Star Hotels in Islamorada, FL
There is a lot to be said for a well-chosen luxury hotel in Islamorada, FL, offering wonderful rooms, attentive service and a location worth the trip.
8.4 144 reviews
Islamorada, FL
01/07 – 08/07
£370/nighttotal: £2590 (7 )
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
21/06 – 26/06
£144/nighttotal: £720 (5 )
Amara Cay Resort
1 2
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
30/07 – 06/08
£207/nighttotal: £1449 (7 )
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.
Compare Hotels with a Swimming Pool in Islamorada, FL
Every hotel near the water in Islamorada, FL includes a swimming pool, so a refreshing dip to complement a day by the sea is always an option.
8.2 659 reviews
Islamorada, FL
18/07 – 22/07
£364/nighttotal: £1456 (4 )
The Ocean View Inn
2 4
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.
Islamorada, FL
28/06 – 01/07
£206/nighttotal: £618 (3 )
Fisher Inn Resort & Marina
1 5
hotel , Islamorada, Village of Islands
Hotel room listing in a 4* hotel. You will be based in Islamorada, Village of Islands. Facilities and services include a barbecue, air conditioning and a meeting room. This hotel also has a terrace!
8.7 1173 reviews
Islamorada, FL
30/07 – 06/08
£213/nighttotal: £1491 (7 )
Sands Of Islamorada
1 2
hotel , Islamorada, Village of Islands
The Sands Of Islamorada hotel is located in the Village of Islands, just four miles from Theater of the Sea and two miles from Indian Key Historic State Park. This two-star hotel has very good user ratings. The accommodation offers a range of rooms, some of which include a kitchenette, balcony and sofa bed. Guests can enjoy a swimming pool, hot tub, garden and free parking, as well as boat dock access for exploring the waters of Islamorada.
8.7 641 reviews
Islamorada, FL
18/07 – 22/07
£460/nighttotal: £1840 (4 )
Coconut Cove Resort & Marina
2 4
hotel , Islamorada, Village of Islands
Coconut Cove Resort & Marina is a 2-star hotel in Islamorada, Village of Islands, located a 9-minute walk from Windley Key and a 7-minute walk from Theater of the Sea. This resort offers rooms with balconies and sea views, some featuring kitchens, alongside a swimming pool, fitness centre, and free WiFi, with buffet or continental breakfast options and proximity to fishing and cycling.
Frequently asked questions about hotels in Islamorada, FL
How can travelers relax during a week in and arond Islamorada, FL?
Islamorada is a perfect place to unwind. You can spend your days fishing, kayaking, or paddleboarding. For a truly relaxing experience, book a spa treatment at one of the many resorts in the area. You can also simply relax on the beach and enjoy the beautiful sunsets.
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, Wi-Fi, and TVs. Many also have swimming pools, fitness centres, and restaurants. Some hotels even have private balconies or patios with views of the ocean.
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 generally from May to November. You'll find lower prices and fewer crowds during these months. However, if you're looking for warmer weather, you'll want to book during the peak season, which is December to April.
What are the best luxury hotels in Islamorada, FL?
What are some pet-friendly activities in and around Islamorada, FL?
Islamorada is a great place to bring your furry friend. There are many dog-friendly beaches, like Anne's Beach and the beach at the Islander Resort. You can also take your dog for a walk on the Islamorada Footbridge or visit the Indian Key Historic State Park, which is also pet-friendly.
What are the best family friendly hotels in Islamorada, FL?
Which towns or cities worth a visit near Islamorada, FL?
If you're looking for a day trip, you can head to Key Largo, which is about 30 minutes north of Islamorada. There you can visit the John Pennekamp Coral Reef State Park or go snorkeling at Christ of the Abyss. Marathon is another great option, about 30 minutes south of Islamorada. You can explore the Florida Keys Aquarium Encounters or visit the Theater of the Sea.
What are the best pet friendly hotels in Islamorada, FL?
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.
Best Islamorada, FL hotels with air conditioning
Islamorada, FL
17/10 – 26/10
£680/nighttotal: £6120 (9 )
Stunning Bay View Villa In Florida Keys | Beach Getaway W/ Scenic Outdoor Pool
2 6
hotel , Islamorada, Village of Islands
This apartment is located in Matecumbe, a neighbourhood in Islamorada, Village of Islands, directly on the beach and within easy reach of Florida Keys Brewing Co., Bud n' Mary's Dive Center, Indian Key Historic State Park, and San Pedro Underwater Archaeological Preserve State Park. This one-bedroom apartment is 97 square metres and can comfortably accommodate up to five guests. It offers a range of amenities, including a swimming pool, Jacuzzi, garden, concierge service, parking, internet access, and a fully equipped kitchen.
9.6 4 reviews
Islamorada, FL
08/09 – 06/10
£1400/nighttotal: £39200 (28 )
Bayside Tranquility: 3 Relaxing Villa W/ Spacious Living Area & Kitchen
6 2
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.
9.2 13 reviews
Islamorada, FL
09/10 – 12/10
£380/nighttotal: £1140 (3 )
Ocean View Guest Room, 1 King, Balcony | Pool
1 2
hotel , Islamorada, Village of Islands
This oceanfront apartment in Islamorada, Florida Keys, offers direct beach access and is situated close to Indian Key Historic State Park and Theatre of the Sea. The 33-square-metre (355-square-foot) self-catering unit sleeps two, features a king-size bed, private balcony with ocean views, and includes a resort fee of $49 per night (plus tax) covering amenities such as a swimming pool and daily housekeeping.
Islamorada, FL
19/07 – 26/07
£1420/nighttotal: £9940 (7 )
Short Distance From The Well Known Sites! 3 Family-friendly Units, Free Parking
3 9
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.
Guest-Favourite Hotels with a Balcony in Islamorada, FL
Having the water and coastal scenery in view from your own private balcony is a detail that elevates any stay in Islamorada, FL.
Islamorada, FL
01/07 – 08/07
£684/nighttotal: £4788 (7 )
Indulge In Home Like Comfort! Oceanfront, Free Parking, Pet-friendly Property
1 2
hotel , Islamorada, Village of Islands
Islamorada, FL
30/07 – 06/08
£450/nighttotal: £3150 (7 )
Your Charming Stay In Islamorada! Beach, Swimming Pool, Pets Allowed!
1 2
hotel , Islamorada, Village of Islands
Islamorada, FL
01/07 – 08/07
£1062/nighttotal: £7434 (7 )
Islander Resort Stay | 7 Mi To San Pedro Pk | Dive & Explore Waters
1 2
hotel , Islamorada, Village of Islands
Islamorada, FL
21/06 – 26/06
£326/nighttotal: £1630 (5 )
Comfort And Relaxation! Free Parking, Minutes To History Of Diving Museum
1 2
hotel , Islamorada, Village of Islands
Top Hotels for Families in Islamorada, FL
Getting the hotel right makes all the difference on a family trip to Islamorada, FL, with lifeguarded beaches and room to spread out at every option.
8.9 3047 reviews
Islamorada, FL
18/07 – 22/07
£511/nighttotal: £2044 (4 )
La Jolla Resort
2 4
hotel , Islamorada, Village of Islands
8.0 1922 reviews
Islamorada, FL
07/08 – 23/08
£204/nighttotal: £3264 (16 )
Fisher Inn Resort & Marina
1 4
hotel , Islamorada, Village of Islands
8.4 4165 reviews
Islamorada, FL
28/06 – 01/07
£356/nighttotal: £1068 (3 )
Breezy Palms Resort
2 5
hotel , Islamorada, Village of Islands
Best Pet-Friendly Hotels in Islamorada, FL
Stay at a dog-friendly hotel in Islamorada, FL, perfectly placed for coastal strolls and sandy paw adventures.
9.6 26 reviews
Islamorada, FL
28/06 – 01/07
£327/nighttotal: £981 (3 )
Waterfront Escape: Bayfront Accommodation W/ Kitchen, Onsite Pool, Free Parking
2 5
hotel , Islamorada, Village of Islands
Choose the Right Hotel with Parking in Islamorada, FL
Parking is sorted from the start as every hotel near the water in Islamorada, FL includes free on-site parking for your stay.
Islamorada, FL
28/06 – 01/07
£261/nighttotal: £783 (3 )
Drop Anchor
1 5
hotel , Islamorada, Village of Islands
8.8 2565 reviews
Islamorada, FL
28/06 – 01/07
£260/nighttotal: £780 (3 )
Sunset Inn
2 5
hotel , Islamorada, Village of Islands
9.4 516 reviews
Islamorada, FL
21/06 – 26/06
£317/nighttotal: £1585 (5 )
Casa Morada
1 2
hotel , Islamorada, Village of Islands
8.5 141 reviews
Islamorada, FL
18/07 – 22/07
£370/nighttotal: £1480 (4 )
Treasure Harbor
2 4
hotel , Islamorada, Village of Islands
Search Hotels with Spa Facilities in Islamorada, FL
Spa and spa bath access come as standard at every hotel near the water in Islamorada, FL because waterside wellness should never be an afterthought.
Islamorada, FL
08/09 – 06/10
£294/nighttotal: £8232 (28 )
Tropical Islamorada Experience | Free Breakfast, Pool, Parking | Pet-friendly