Islander Resort Stay | 7 Mi To San Pedro Pk | Dive & Explore Waters
1 4
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.
8.8 2557 reviews
Islamorada, FL
23/07 – 26/07
NZ$384/nighttotal: NZ$1152 (3 )
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.
Islamorada, FL
25/07 – 01/08
NZ$4120/nighttotal: NZ$28840 (7 )
Make Your Trip More Enjoyable! 4 Family-friendly Units, Pets Allowed, Pool
4 5
hotel , Islamorada, Village of Islands
This beachfront property in Matecumbe, Islamorada, offers direct beach access and is a short walk (under 2.4km) from Bud n' Mary's Dive Center and Indian Key Historic State Park, with Hurricane Monument and Florida Keys Brewing Co. within 3.2km. This four-bedroom, four-bathroom house sleeps sixteen guests, boasts a 25 square metre floor area, and includes amenities such as a swimming pool, terrace, and concierge service.
Islamorada, FL
18/07 – 22/07
NZ$2908/nighttotal: NZ$11632 (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.
Islamorada, FL
25/07 – 01/08
NZ$1763/nighttotal: NZ$12341 (7 )
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.
8.2 659 reviews
Islamorada, FL
09/10 – 12/10
NZ$412/nighttotal: NZ$1236 (3 )
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.
Islamorada, FL
03/07 – 05/07
NZ$1997/nighttotal: NZ$3994 (2 )
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.
9.0 382 reviews
Islamorada, FL
09/08 – 14/08
NZ$602/nighttotal: NZ$3010 (5 )
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.
Islamorada, FL
16/10 – 18/10
NZ$4378/nighttotal: NZ$8756 (2 )
Your Idyllic Getaway Awaits! Breathtaking Beachfront, Outdoor Pool | 3 Units
6 12
hotel , Islamorada, Village of Islands
This beachfront property in Matecumbe, Islamorada, offers direct access to the beach and is situated near Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park. This six-bedroom, six-bathroom villa boasts 265 square metres of living space, comprising three two-bedroom villas each sleeping up to five guests, and includes a swimming pool, Jacuzzi, and private parking; on-site amenities include BBQ facilities, a fishing pier, and boat slips for rent.
Islamorada, FL
28/06 – 01/07
NZ$1311/nighttotal: NZ$3933 (3 )
Relaxing Bay Front Villa Ideal For Romantic Couple Beach Getaway | Free Park
2 5
hotel , Islamorada, Village of Islands
This beachfront villa is situated in Matecumbe, a neighbourhood in Islamorada, directly on the beach, close to theme parks and within easy reach of Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park. The villa is ideal for families or groups of friends seeking a relaxing getaway, offering direct access to the stunning beaches of Islamorada. The villa is 97 square metres in size and can accommodate up to 5 guests. This holiday home features a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a garden, and a concierge service. Guests can enjoy a range of amenities, including water sports activities, a picnic area, BBQ facilities, and a fishing pier.
Islamorada, FL
28/06 – 01/07
NZ$4678/nighttotal: NZ$14034 (3 )
Indulge In Home Like Comfort! 4 Pleasant Units, Free Parking, Onsite Pool
4 5
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.
Islamorada, FL
24/12 – 02/01
NZ$1523/nighttotal: NZ$13707 (9 )
Best Place To Unwind! Free Parking, Pet-friendly Property, Onsite Pool
1 2
hotel , Islamorada, Village of Islands
This beachfront property in Matecumbe, Islamorada, is a 15-minute 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 one-bedroom, one-bathroom house offers 25 square metres of space, sleeping up to four guests, and boasts a swimming pool, terrace, and concierge service, plus amenities including 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
09/07 – 12/07
NZ$2624/nighttotal: NZ$7872 (3 )
The Islands Of Islamorada
2 5
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 1396 reviews
Islamorada, FL
22/06 – 02/07
NZ$508/nighttotal: NZ$5080 (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.
Islamorada, FL
20/06 – 27/06
NZ$688/nighttotal: NZ$4816 (7 )
Casa Morada
1 2
hotel , Islamorada, Village of Islands
Book a room in a 5 star hotel. Your accommodation will be located in Islamorada, Village of Islands. Facilities and services: air conditioning, a jacuzzi and free parking.
8.4 144 reviews
Islamorada, FL
21/06 – 26/06
NZ$689/nighttotal: NZ$3445 (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.
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
30/07 – 06/08
NZ$518/nighttotal: NZ$3626 (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.
8.7 641 reviews
Islamorada, FL
09/10 – 12/10
NZ$398/nighttotal: NZ$1194 (3 )
Coconut Cove Resort & Marina
1 2
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.
8.5 1965 reviews
Islamorada, FL
18/07 – 22/07
NZ$560/nighttotal: NZ$2240 (4 )
Amara Cay Resort
1 4
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.
9.2 220 reviews
Islamorada, FL
20/06 – 27/06
NZ$750/nighttotal: NZ$5250 (7 )
Topsider Resort
1 2
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.
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 kayaking or paddleboarding through the calm waters of the Florida Keys. Or if you prefer to relax on the beach, Islamorada has plenty of beautiful beaches to choose from. You can also book a sunset cruise and enjoy the stunning views of the ocean.
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 basic amenities like air conditioning, a TV, and a private bathroom. Many also have a swimming pool and a restaurant on-site. Some hotels even offer beach access, so you can step straight out of your room and onto the sand.
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 shoulder seasons, from April to June or September to November. You'll find the best deals and fewer crowds during these months. If you're looking for a more affordable option, consider staying in a motel or a vacation rental.
What are the best luxury hotels in Islamorada, FL?
What are some pet-friendly activities in and around Islamorada, FL?
Islamorada is a very pet-friendly destination. You can bring your furry friend to Anne's Beach, which is dog-friendly. There are also plenty of restaurants and shops that welcome pets. For a fun day out, consider taking a boat tour with your dog. Many tour operators allow pets on board.
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 change of scenery, you can take a day trip to Key Largo, which is about 30 minutes away. Key Largo is home to the John Pennekamp Coral Reef State Park, a great place to go snorkeling or diving. You can also visit Marathon, which is known for its beautiful beaches and its dolphin watching tours.
What are the best pet friendly hotels in Islamorada, FL?
3 Units | 3 Mi To Diving Museum | Snorkel & Learn Dive
3 5
hotel , Islamorada, Village of Islands
This beachfront property in Islamorada, Village of Islands, is a short walk (under 1.6km) from the Keys History & Discovery Centre and Islamorada Brewery & Distillery, with Matecumbe United Methodist Church and Florida Keys Brewing Co. within a 2.4km radius. This three-bedroom, three-bathroom house offers 34 square metres of living space, sleeping up to 12 guests and including amenities such as a swimming pool, air conditioning, and parking; limited housekeeping is provided.
8.7 1172 reviews
Islamorada, FL
09/07 – 12/07
NZ$1113/nighttotal: NZ$3339 (3 )
Sands Of Islamorada
2 5
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.
Islamorada, FL
18/07 – 22/07
NZ$920/nighttotal: NZ$3680 (4 )
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
02/07 – 05/07
NZ$3488/nighttotal: NZ$10464 (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.
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.
Islamorada, FL
28/06 – 01/07
NZ$3605/nighttotal: NZ$10815 (3 )
A Place You'll Surely Enjoy! 3 Comfortable Units, Onsite Pool, Free Parking
3 5
hotel , Islamorada, Village of Islands
This Islamorada beachfront property, near Bud n' Mary's Dive Center and Indian Key Historic State Park (within a 2.4km walk), offers direct beach access and is less than 3.2km from the Hurricane Monument and Florida Keys Brewing Co. The 25 square metre house sleeps twelve guests across three bedrooms and three bathrooms, boasting a swimming pool, terrace, fitness centre, concierge service, and internet access.
9.0 4 reviews
Islamorada, FL
18/07 – 22/07
NZ$1087/nighttotal: NZ$4348 (4 )
Enjoy Sunset Views From Your Villa With Pool & Beach Access In Fl
2 4
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.
This beachfront property in Islamorada, Florida Keys, is situated a short walk (less than 2km) from Bud n' Mary's Dive Center and Indian Key Historic State Park, with Hurricane Monument and Florida Keys Brewing Co. within 3km. This 49 square metre, one-bedroom, one-bathroom apartment sleeps four guests and offers a swimming pool, terrace, fitness centre, concierge service, and internet access, all within a smoke-free environment.