Hotels in Islamorada, FL

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Islamorada, FL hotels
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284 Cheap hotels in Islamorada, FL

Best Islamorada, FL luxury hotels (4 and 5 stars)

Among the 284 accommodations in Islamorada, FL, here are the 4 best luxury hotels

Amara Cay Resort - Islamorada, FL
8.5 1968 reviews

Amara Cay Resort

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.
La Siesta Resort & Villas - Islamorada, FL
8.5 1401 reviews

La Siesta Resort & Villas

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.
The Islands Of Islamorada - Islamorada, FL
9.3 119 reviews

The Islands Of Islamorada

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.
Casa Morada - Islamorada, FL
7.8 156 reviews

Casa Morada

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 284 accommodations in Islamorada, FL, here are the 4 best hotels with a pool

La Jolla Resort - Islamorada, FL
9.0 2875 reviews

La Jolla Resort

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.
Treasure Harbor - Islamorada, FL
8.4 151 reviews

Treasure Harbor

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.
Caloosa Cove Resort By Coolvacay - Islamorada, FL
9.0 230 reviews

Caloosa Cove Resort By Coolvacay

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.
Fisher Inn Resort & Marina - Islamorada, FL
8.2 26 reviews

Fisher Inn Resort & Marina

hotel, Islamorada, Village of Islands
Hotel room listing in a 4* hotel with a good rating of 82% based on 26 reviews. This accommodation is located in Islamorada, Village of Islands.
Services and facilities: an iron, a kitchen and a ping pong table. This hotel in Islamorada, Village of Islands has a swimming pool!

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?

    Pines & Palms Resort, Cheeca Lodge & Spa and Sunset Inn are among 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?

    Among 2, 3 and 4-star hotels in Islamorada, FL, Sunset Inn, La Jolla Resort and Sands Of Islamorada are the most popular ones.

  • 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?

    Amara Cay Resort, La Siesta Resort & Villas and The Islands Of Islamorada are among 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?

    The best family friendly hotels in Islamorada, FL are Pines & Palms Resort, Cheeca Lodge & Spa and La Jolla Resort.

  • 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?

    The best pet friendly hotels in Islamorada, FL are Pines & Palms Resort, Sunset Inn and Chesapeake Beach Resort.

  • What are the best hotels with jacuzzi in Islamorada, FL?

    Cheeca Lodge & Spa, Chesapeake Beach Resort and Sands Of Islamorada are the best hotels with a jacuzzi in Islamorada, FL.

Popular destinations

Best Islamorada, FL hotels with air conditioning

Islamorada Getaway | 2 Family Ready Bayfront Villa W/ Spacious Living Area - Islamorada, FL
No reviews

Islamorada Getaway | 2 Family Ready Bayfront Villa W/ Spacious Living Area

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.
Your Blissful Haven In Islamorada! Beach, Swimming Pool, Pets Allowed! - Islamorada, FL
No reviews

Your Blissful Haven In Islamorada! Beach, Swimming Pool, Pets Allowed!

hotel, Islamorada, Village of Islands
This beachfront property in Islamorada, Village of Islands, offers direct access to Matecumbe Key's sands, a short walk from Bud n' Mary's Dive Center and Indian Key Historic State Park, and within 3.2km of Hurricane Monument and Florida Keys Brewing Co.
This 32-square-metre apartment features one bedroom, one bathroom, sleeps four guests, and includes a private balcony, swimming pool, and concierge service, alongside essential amenities.
2 Relaxing Bayfront Villa W/ Private Patio | Scenic Bayside Resort - Islamorada, FL
No reviews

2 Relaxing Bayfront Villa W/ Private Patio | Scenic Bayside Resort

hotel, Islamorada, Village of Islands
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.
Ideal Mix Of Comfort And Value 1br! Onsite Pool, Free Parking, Pets Allowed - Islamorada, FL
No reviews

Ideal Mix Of Comfort And Value 1br! Onsite Pool, Free Parking, Pets Allowed

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.

Best Islamorada, FL hotels with a balcony

2 Queen Beds Room W/ Balcony, Outdoor Pool, Free Parking & Pets Allowed - Islamorada, FL
10 1 review

2 Queen Beds Room W/ Balcony, Outdoor Pool, Free Parking & Pets Allowed

hotel, Islamorada, Village of Islands
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.
Spacious Good-value 1br! Free Parking, Onsite Pool, Pets Allowed - Islamorada, FL
No reviews

Spacious Good-value 1br! Free Parking, Onsite Pool, Pets Allowed

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.
Fun Under The Sun! Beachfront, W/ Pool Onsite, Free Parking | Pets Allowed - Islamorada, FL
No reviews

Fun Under The Sun! Beachfront, W/ Pool Onsite, Free Parking | Pets Allowed

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.
Peaceful Mornings In Islamorada! Swimming Pool, Beach, Pet-friendly! - Islamorada, FL
No reviews

Peaceful Mornings In Islamorada! Swimming Pool, Beach, Pet-friendly!

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 3.2km of the Hurricane Monument and Florida Keys Brewing Co.
This 32-square-metre apartment offers one bedroom, one bathroom, sleeps four guests, and includes a private balcony, swimming pool, fitness centre, and concierge services.
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