Coastalstay W/ Gym Onsite | 5 Mi To Annes Beach | Sunset Swimming
1 2
hotel , Islamorada, Village of Islands
The Coastalstay W/ Gym Onsite | 5 Mi To Annes Beach | Sunset Swimming is an oceanside resort located on the Overseas Highway in Islamorada's Matecumbe neighbourhood, offering direct ocean access and views, approximately 8 kilometres from Annes Beach. This accommodation provides one bedroom and one bathroom for two guests, with amenities including air conditioning, a terrace/balcony, on-site internet, a gym, a shared outdoor pool, and complimentary toiletries, with pets welcome for an additional charge.
Islamorada, FL
21/06 – 26/06
A$622/nighttotal: A$3110 (5 )
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.
Islamorada, FL
21/06 – 26/06
A$1713/nighttotal: A$8565 (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.
Islamorada, FL
02/07 – 05/07
A$5590/nighttotal: A$16770 (3 )
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
A$951/nighttotal: A$3804 (4 )
Home Away From Home In Islamorada! Pets Allowed, Free Parking, Outdoor Pool!
1 4
hotel , Islamorada, Village of Islands
This beachfront property in Matecumbe, Islamorada, 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 25-square-metre holiday home offers one bedroom, one bathroom, sleeps four guests, and includes a swimming pool, terrace, and concierge service, alongside amenities such as Wi-Fi and air conditioning.
9.4 516 reviews
Islamorada, FL
30/07 – 06/08
A$480/nighttotal: A$3360 (7 )
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.
8.0 1922 reviews
Islamorada, FL
17/10 – 26/10
A$537/nighttotal: A$4833 (9 )
Fisher Inn Resort & Marina
2 6
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
21/06 – 26/06
A$1824/nighttotal: A$9120 (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.
8.0 1 review
Islamorada, FL
19/07 – 26/07
A$1864/nighttotal: A$13048 (7 )
Minutes To Library Beach Park! 2 Villa W/ Living Area | Free Onsite Parking
4 9
hotel , Islamorada, Village of Islands
This bayside villa in Matecumbe, Islamorada, is conveniently located near the Morada Way Arts & Cultural District and Keys History & Discovery Centre. The 93 square metre property comprises two villas, each with two king-size beds and a sofa bed, accommodating up to 12 guests and boasting a private beach, pool, jacuzzi, and gourmet kitchens.
Islamorada, FL
28/06 – 01/07
A$812/nighttotal: A$2436 (3 )
Minutes To Library Beach Park! Onsite Parking & Outdoor Swimming Pool
2 5
hotel , Islamorada, Village of Islands
This one-bedroom apartment is situated in the Matecumbe district of Islamorada, within walking distance of Hurricane Monument and just 14.5 kilometres from Florida Keys Brewing Co. The apartment can accommodate up to 5 guests and comes with a fully equipped kitchen, a private balcony, and access to a shared swimming pool, jacuzzi, and garden. Guests can enjoy a range of on-site activities, including boating, biking, and a fitness centre, as well as explore the nearby beaches, restaurants, and attractions.
10 1 review
Islamorada, FL
08/09 – 06/10
A$872/nighttotal: A$24416 (28 )
The Cove, Age 21 Plus, Junior Suite, 1 King, Ocean View, Balcony
1 2
hotel , Islamorada, Village of Islands
This beachfront hotel in Islamorada, Florida Keys, offers direct beach access on a 15-acre site, close to Indian Key Historic State Park and the Theatre of the Sea. The 47-square-metre (510 sq ft) unit, sleeping two adults, features a king-size bedroom with balcony and ocean views, a living area, and a private bathroom, plus resort amenities including a pool, spa, and concierge service.
Islamorada, FL
30/07 – 06/08
A$857/nighttotal: A$5999 (7 )
Discover Islamorada's Treasures! Pets Allowed, Swimming Pool, Beach!
1 2
hotel , Islamorada, Village of Islands
This beachfront property in Islamorada, Florida Keys, 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 holiday home offers one bedroom, one bathroom, sleeps three, and includes a swimming pool, terrace, and concierge service, alongside convenient 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
8.4 144 reviews
Islamorada, FL
09/10 – 12/10
A$907/nighttotal: A$2721 (3 )
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
A$925/nighttotal: A$6475 (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.
9.3 108 reviews
Islamorada, FL
07/07 – 11/07
A$5687/nighttotal: A$22748 (4 )
The Islands Of Islamorada
6 14
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
21/06 – 26/06
A$387/nighttotal: A$1935 (5 )
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
8.9 3047 reviews
Islamorada, FL
08/09 – 06/10
A$427/nighttotal: A$11956 (28 )
La Jolla Resort
1 2
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.
8.7 1173 reviews
Islamorada, FL
18/07 – 22/07
A$796/nighttotal: A$3184 (4 )
Sands Of Islamorada
2 4
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.
9.0 382 reviews
Islamorada, FL
17/10 – 26/10
A$1061/nighttotal: A$9549 (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
A$392/nighttotal: A$1176 (3 )
Fisher Inn Resort & Marina
1 5
hotel , Islamorada, Village of Islands
Book this room in a 4* hotel. You will be based in Islamorada, Village of Islands. Services and facilities: a child space, a kitchen and an iron. Take advantage of the terrace in this hotel!
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 swimming, fishing, or kayaking in the clear waters. For something a little more active, you can go diving or snorkeling. And in the evenings, you can enjoy the sunset from your balcony or go for a romantic dinner at one of the many restaurants.
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. Some hotels also offer amenities like a swimming pool, a hot tub, and a fitness centre. You'll often find a fridge and a microwave in the rooms as well.
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 typically from May to November. You'll find the best deals and fewer crowds during this time. However, if you're looking for warm weather, you'll want to book during the peak season, which is from 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 very pet-friendly destination. Many restaurants and shops allow dogs, and there are plenty of dog-friendly beaches in the area. You can also take your furry friend for a walk on the Overseas Highway or go for a swim at the dog beach at Founders Park.
What are the best family friendly hotels in Islamorada, FL?
Which towns or cities worth a visit near Islamorada, FL?
Key Largo is just a short drive from Islamorada and is known for its beautiful beaches and excellent diving and snorkeling. You can also visit Marathon, which is home to the Seven Mile Bridge, a famous landmark in the Florida Keys. If you're looking for a bit of culture, you can visit Key West, which is the southernmost point in the United States and is known for its vibrant nightlife and unique architecture.
What are the best pet friendly hotels in Islamorada, FL?
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
01/07 – 08/07
A$2174/nighttotal: A$15218 (7 )
Lagoon W/ Pool Onsite | 6 Mi To Hurricane Mon | Historical Walk Tours
1 2
hotel , Islamorada, Village of Islands
This Islamorada lodging offers a prime waterfront position in Matecumbe, approximately 9.6 kilometres from Hurricane Monument and close to Indian Key Historic State Park. The "Lagoon W/ Pool Onsite | 6 Mi To Hurricane Mon | Historical Walk Tours" offer includes 1 bedroom, 1 bathroom, and space for 2 guests, with amenities such as air conditioning, internet, a terrace/balcony, concierge, and a shared outdoor pool, alongside daily cleaning and free parking.
Islamorada, FL
18/07 – 22/07
A$791/nighttotal: A$3164 (4 )
Indulge In Home Like Comfort 1br! Free Parking, Onsite Pool, Pets Allowed
1 4
hotel , Islamorada, Village of Islands
This beachfront property in Islamorada, Village of Islands, is conveniently located within walking distance of 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 74 square metre self-catering house offers one bedroom, one bathroom, sleeps four guests, and boasts a swimming pool, terrace, fitness centre, and concierge service, plus direct beach access.
8.0 1 review
Islamorada, FL
07/08 – 23/08
A$973/nighttotal: A$15568 (16 )
Relaxation At Its Finest In Islamorada! Free Parking, Swimming Pool!
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 25 square metre holiday home offers one bedroom, one bathroom, sleeps four guests, and includes a swimming pool, terrace, and concierge service, alongside amenities such as a coffee maker and Wi-Fi.
Best Islamorada, FL hotels with a balcony
Islamorada, FL
02/07 – 05/07
A$2151/nighttotal: A$6453 (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.
8.7 641 reviews
Islamorada, FL
28/06 – 01/07
A$605/nighttotal: A$1815 (3 )
Coconut Cove Resort & Marina
2 5
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.
Islamorada, FL
28/06 – 01/07
A$4091/nighttotal: A$12273 (3 )
Tropic Kitchen Pool Gym | 3 Mi To Keys Brewing | Brewery Tour Nearby
2 5
hotel , Islamorada, Village of Islands
This hotel offers the Tropic Kitchen Pool Gym | 3 Mi To Keys Brewing | Brewery Tour Nearby package, situated directly on Overseas Highway in Islamorada's Matecumbe neighbourhood, providing convenient access to local dining and landmarks such as the Hurricane Monument and Indian Key Historic State Park, which is approximately 2.4 kilometres away. Accommodating up to six guests in a 102 square metre apartment with two bedrooms and two bathrooms, this pet-friendly property features air conditioning, Wi-Fi, a terrace or balcony, and a kitchen, with an all-year outdoor shared pool available daily from 10:00 AM to 10:00 PM, alongside complimentary parking and on-site or nearby activities like kayaking and fishing.
Islamorada, FL
21/06 – 26/06
A$1103/nighttotal: A$5515 (5 )
Short Distance From The Well Known Sites! Free Parking, Onsite Pool
1 2
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 28-square-metre self-catering apartment sleeps four guests and boasts a private balcony, swimming pool, air conditioning, Wi-Fi, and concierge services, offering easy access to diving, fishing, and historical exploration.