This Islamorada property, offering the '4 Rooms W/ Queen Beds, Balcony, 3 Outdoor Pools, Free Parking & Pet Friendly' package, is conveniently located near the beach and within easy reach of the Hurricane Monument and Indian Key Historic State Park. The self-catering villa boasts four bedrooms and four bathrooms, sleeping up to sixteen guests, and features three outdoor pools, free Wi-Fi, a fitness centre, and concierge service, plus easy access to watersports such as jet skiing and kayaking.
Islamorada, FL
26/06 – 30/06
NZ$1800/nighttotal: NZ$7200 (4 )
Waterfront Elegance 1br In Islamorada! Beach, Swimming Pool, Pet-friendly!
1 3
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.
Islamorada, FL
03/08 – 05/08
NZ$1468/nighttotal: NZ$2936 (2 )
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 2 reviews
Islamorada, FL
09/10 – 12/10
NZ$766/nighttotal: NZ$2298 (3 )
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
03/08 – 05/08
NZ$1313/nighttotal: NZ$2626 (2 )
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
27/06 – 04/07
NZ$1460/nighttotal: NZ$10220 (7 )
Home Away From Home In Islamorada! Pets Allowed, Free Parking, Outdoor Pool!
1 2
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.
Islamorada, FL
24/06 – 29/06
NZ$2842/nighttotal: NZ$14210 (5 )
High Tides And Good Vibes! 2 Relaxing Units, Pet-friendly Property, Pool
2 8
hotel , Islamorada, Village of Islands
This Islamorada beachfront property, near Bud n' Mary's Dive Centre and a 2.4km walk from Indian Key Historic State Park, offers direct beach access. The 25 square metre house sleeps eight, boasting two bedrooms, two bathrooms, a swimming pool, terrace, and amenities including a balcony, TV, and concierge service.
Islamorada, FL
27/06 – 04/07
NZ$5492/nighttotal: NZ$38444 (7 )
Make Your Trip More Enjoyable! 4 Family-friendly Units, Pets Allowed, Pool
4 2
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
07/07 – 11/07
NZ$833/nighttotal: NZ$3332 (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.
Islamorada, FL
26/06 – 30/06
NZ$3245/nighttotal: NZ$12980 (4 )
Serene Moon Suite W/ Jacuzzi + Garden View @Islamorada- Moon Suite
1 3
hotel , Islamorada, Village of Islands
This aparthotel in the Matecumbe neighbourhood of Islamorada offers a private island experience, located near local breweries and the San Pedro's Historical State Park. The Elegant Moon Suite provides a 1-bedroom, 1-bathroom configuration for up to 3 guests, featuring a private indoor jacuzzi, a balcony for stargazing, complimentary breakfast, free WiFi, air conditioning, and access to kayaks, paddle boards, and bikes.
8.4 4166 reviews
Islamorada, FL
09/10 – 12/10
NZ$326/nighttotal: NZ$978 (3 )
Breezy Palms Resort
1 2
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
01/07 – 05/07
NZ$6380/nighttotal: NZ$25520 (4 )
Islander Resort Oceanside | 4 Units | 5 Mi To Windley Reef
4 7
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.
Best Islamorada, FL luxury hotels (4 and 5 stars)
Among the 193 accommodations in Islamorada, FL, here are the 4 best luxury hotels
9.4 109 reviews
Islamorada, FL
07/08 – 23/08
NZ$2628/nighttotal: NZ$42048 (16 )
The Islands Of Islamorada
2 4
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
30/07 – 06/08
NZ$720/nighttotal: NZ$5040 (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 1964 reviews
Islamorada, FL
01/07 – 05/07
NZ$2848/nighttotal: NZ$11392 (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.
8.5 1396 reviews
Islamorada, FL
03/08 – 05/08
NZ$739/nighttotal: NZ$1478 (2 )
La Siesta Resort & Villas
2 5
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
8.2 658 reviews
Islamorada, FL
03/08 – 05/08
NZ$876/nighttotal: NZ$1752 (2 )
The Ocean View Inn
2 5
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.
9.0 382 reviews
Islamorada, FL
07/07 – 11/07
NZ$705/nighttotal: NZ$2820 (4 )
Caloosa Cove Resort By Coolvacay
1 4
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.
8.8 2565 reviews
Islamorada, FL
08/09 – 06/10
NZ$284/nighttotal: NZ$7952 (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.
8.5 143 reviews
Islamorada, FL
08/09 – 06/10
NZ$453/nighttotal: NZ$12684 (28 )
Treasure Harbor
1 2
hotel , Islamorada, Village of Islands
Treasure Harbor is located in Islamorada, just 2.9 kilometres from Windley Key and 8 kilometres from Upper Matecumbe Key, offering easy access to popular attractions and a peaceful setting. The hotel is a 3-star establishment with a very good user rating. The accommodation features one bedroom and one bathroom, covering 23 square metres. Guests can enjoy free Wi-Fi, free parking, and the hotel's proximity to fishing, boating, and other water activities.
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?
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
03/08 – 05/08
NZ$1356/nighttotal: NZ$2712 (2 )
Stunning Bay View Villa In Florida Keys | Beach Getaway W/ Scenic Outdoor Pool
2 5
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.
The "Explore Islamorada | Ocean View | Free Breakfast, Parking, Pool | Pet-friendly" offer presents a hotel situated in the Matecumbe district of Islamorada, Village of Islands, providing convenient access to the History of Diving Museum and Keys History & Discovery Centre, as well as historical sites such as the Hurricane Monument and Indian Key Historic State Park. This pet-friendly lodging offers 559 sq. ft. rooms with air conditioning, internet, and daily cleaning, accommodating up to four guests in one bedroom and one bathroom, with on-site pool access and complimentary parking, and is ideally positioned for scuba diving, snorkelling, and swimming adventures.
Islamorada, FL
07/07 – 11/07
NZ$1545/nighttotal: NZ$6180 (4 )
Your Tropical Home 1br In Islamorada! Pets Allowed, Swimming Pool, Beach!
1 4
hotel , Islamorada, Village of Islands
This beachfront property in Islamorada, Village of Islands, is a short 1.6km 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 74 square metre house offers one bedroom, one bathroom, sleeps four guests and includes a private balcony, swimming pool, Wi-Fi, and concierge services.
Best Islamorada, FL hotels with a balcony
Islamorada, FL
27/06 – 04/07
NZ$2471/nighttotal: NZ$17297 (7 )
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.
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.
Islamorada, FL
30/07 – 06/08
NZ$983/nighttotal: NZ$6881 (7 )
Spacious Good-value 1br! Free Parking, Onsite Pool, Pets Allowed
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 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.
10 1 review
Islamorada, FL
08/09 – 06/10
NZ$1055/nighttotal: NZ$29540 (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.