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Islamorada, FL hotels
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193 Cheap hotels in Islamorada, FL

Traveler-Approved Luxury Hotels in Islamorada, FL

A well-chosen luxury hotel in Islamorada, FL delivers the high-end experience and prime location your trip deserves.

Casa Morada - Islamorada, FL
8.4 144 reviews
Islamorada, FL
06/22 – 07/02
$502/nighttotal: $5020 (10 )

Casa Morada

1 2
hotel , Islamorada, Village of Islands
Casa Morada is a 5-star hotel located just a 10-minute walk from Upper Matecumbe Key in Islamorada, with John Pennekamp State Park and Florida Keys Aquarium Encounters also within easy reach. It has consistently received very good user ratings for its cleanliness, location, and overall experience.
The hotel offers a peaceful escape for up to 3 guests in its garden setting. Amenities include a bar, terrace, jacuzzi, free parking, and free Wi-Fi, making it a comfortable and convenient choice for travelers looking to explore the beautiful beaches and watersports of Islamorada.
Amara Cay Resort - Islamorada, FL
8.5 1965 reviews
Islamorada, FL
10/09 – 10/12
$319/nighttotal: $957 (3 )

Amara Cay Resort

1 2
hotel , Islamorada, Village of Islands
The Amara Cay Resort is a beachfront hotel located in Islamorada, Florida, just three miles from the History of Diving Museum and an eight-minute drive from Anne's Beach and Windley Key Fossil Reef Geological State Park. The hotel is a 4-star property with very good user ratings for location, cleanliness, and overall experience.
The resort features a relaxed atmosphere with a pool, Tiki Bar, and beachside hammocks. Guests can enjoy on-site amenities such as a fitness center, meeting space, bicycle rentals, and luggage storage, as well as comfortable accommodations with flat-screen TVs, work desks, and safety deposit boxes.
The Islands Of Islamorada - Islamorada, FL
9.3 108 reviews
Islamorada, FL
07/09 – 07/12
$1526/nighttotal: $4578 (3 )

The Islands Of Islamorada

2 5
hotel , Islamorada, Village of Islands
The Islands of Islamorada hotel is located in Islamorada, just a short drive from Upper Matecumbe Key and Windley Key, making it an ideal location for exploring the area's attractions. The 4-star hotel receives excellent user ratings for its location, cleanliness, and overall experience.
The hotel offers a range of accommodations, including rooms with kitchenettes, perfect for families or those who prefer to cook their own meals. Enjoy the on-site amenities, including a swimming pool, hot tub, and fitness center, as well as the convenience of free Wi-Fi and parking.
La Siesta Resort & Villas - Islamorada, FL
8.5 1396 reviews
Islamorada, FL
07/23 – 07/26
$248/nighttotal: $744 (3 )

La Siesta Resort & Villas

1 2
hotel , Islamorada, Village of Islands
La Siesta Resort & Villas is located right on the oceanfront in Islamorada, just off the Overseas Highway, offering easy access to both the beach and the highway. This 3-star hotel has received very good user ratings for its cleanliness and overall experience.
The hotel offers a variety of rooms, including suites and cottages, each equipped with cable TV and air conditioning. Guests can enjoy the on-site marina, outdoor pool, complimentary non-motorized water sports, and bicycles, along with a restaurant and bar.

Choose the Right Hotels with Swimming Pool in Islamorada, FL

Choosing a hotel in Islamorada, FL with a pool ensures you always have a refreshing swim to complement your time here.

La Jolla Resort - Islamorada, FL
8.9 3050 reviews
Islamorada, FL
07/02 – 07/05
$821/nighttotal: $2463 (3 )

La Jolla Resort

2 5
hotel , Islamorada, Village of Islands
La Jolla Resort is located in Islamorada, just a short drive from Theater of the Sea and Windley Key, offering easy access to the area's attractions. It's a 2-star hotel with very good user ratings, making it a budget-friendly option for travelers looking for a comfortable and convenient stay.
The resort provides a range of amenities and activities for guests to enjoy. It features a swimming pool, a garden, and a shared lounge, as well as free Wi-Fi and parking. Guests can also take advantage of the on-site concierge service and room service.
Casa Morada - Islamorada, FL
9.4 516 reviews
Islamorada, FL
10/09 – 10/12
$475/nighttotal: $1425 (3 )

Casa Morada

1 2
hotel , Islamorada, Village of Islands
Casa Morada is a beachfront hotel in Matecumbe, a quiet area of Islamorada within walking distance of local attractions like the Islamorada Brewery & Distillery and Keys History & Discovery Center. The hotel is rated 3.5 stars and has excellent user reviews for its location, cleanliness, and overall experience.
Casa Morada features an outdoor pool, complimentary kayaking, and a relaxing atmosphere. The hotel also offers a restaurant, bar, fitness center, room service, and parking for guests to enjoy.
Sunset Inn - Islamorada, FL
8.8 2557 reviews
Islamorada, FL
06/28 – 07/01
$349/nighttotal: $1047 (3 )

Sunset Inn

2 5
hotel , Islamorada, Village of Islands
Sunset Inn is located in Islamorada, a short walk from Upper Matecumbe Key and within a 30-minute drive of John Pennekamp State Park and Florida Keys Aquarium Encounters. The 3-star hotel has received very good user ratings for its location, cleanliness, and overall experience.
The lodging has a relaxed atmosphere and offers a variety of amenities, including a swimming pool, a garden, and a restaurant. Guests can enjoy the Florida sunshine by the pool, relax in the garden, or fire up the barbecue for a casual meal.
The Ocean View Inn - Islamorada, FL
8.2 659 reviews
Islamorada, FL
10/09 – 10/12
$239/nighttotal: $717 (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 few miles from Upper Matecumbe Key, offering easy access to the area's natural beauty and attractions. This 3-star hotel has consistently received very good user ratings for its location, cleanliness, and overall experience.
The inn features a layout that includes an outdoor swimming pool and terrace, perfect for relaxing in the Florida sunshine. Guests can enjoy on-site dining options, including a restaurant and bar, and take advantage of amenities like air conditioning, flat-screen TVs, and private bathrooms in their rooms.

Frequently Asked Questions about hotels in Islamorada, FL

  • How can travelers relax during a week in and arond Islamorada, FL?

    Islamorada is the perfect place to unwind. Spend your days fishing, kayaking, or paddleboarding in the calm waters. Take a sunset cruise or just sit back and relax on the beach. You can also pamper yourself with a spa treatment at one of the many resorts in the area.
  • What are the best hotels with a swimming pool in Islamorada, FL?

    Sunset Inn, La Jolla Resort and Pines & Palms Resort 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 standard amenities like Wi-Fi, air conditioning, and cable TV. Some hotels also have pools, hot tubs, and fitness centers. Many hotels offer a variety of room sizes and options to suit different budgets.
  • 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 May and September to October. You'll find better deals and fewer crowds during these months. Of course, if you're looking for warm weather and sunshine, the peak season from December to April is the best time to visit, but you'll pay a premium.
  • 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 great place to bring your furry friend. Many of the beaches are dog-friendly, and there are several pet-friendly restaurants and shops. You can also take your dog for a walk on the Overseas Highway or explore the Indian Key Historic State Park. Just be sure to keep your dog on a leash and pick up after them.
  • What are the best family friendly hotels in Islamorada, FL?

    The best family friendly hotels in Islamorada, FL are La Jolla Resort, Pines & Palms Resort and Chesapeake Beach Resort.

  • Which towns or cities worth a visit near Islamorada, FL?

    If you're looking to explore beyond Islamorada, you can easily take a day trip to Key Largo or Marathon. Key Largo is known for its diving and snorkeling, while Marathon is home to the Florida Keys Aquarium. You can also drive down to Key West, the southernmost point in the United States, for a taste of history and culture.
  • What are the best pet friendly hotels in Islamorada, FL?

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

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

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

Destinations nearby

Top-Rated Oceanfront Hotels in Islamorada, FL

Soak up the coastal vibe at these seaside hotels in Islamorada, FL, offering easy access to the beach and premium accommodations near the shore.

Indulge In Home Like Comfort 1br! Free Parking, Onsite Pool, Pets Allowed - Islamorada, FL
Islamorada, FL
07/24 – 07/26
$632/nighttotal: $1264 (2 )

Indulge In Home Like Comfort 1br! Free Parking, Onsite Pool, Pets Allowed

1 2
hotel , Islamorada, Village of Islands
This Islamorada beachfront home offers direct ocean views and is a short walk from Bud n' Mary's Dive Center and Indian Key Historic State Park, with Hurricane Monument and Florida Keys Brewing Co. within 2 miles.
This 800-square-foot vacation rental boasts one bedroom, one bathroom, sleeps four guests, and includes a swimming pool, fitness center, concierge service, and a balcony—all within a smoke-free environment.

Search Hotels with Parking in Islamorada, FL

Park your car and enjoy the coast, as every hotel of Islamorada, FL on this list comes with a free on-site parking spot.

Breezy Palms Resort - Islamorada, FL
8.4 4165 reviews
Islamorada, FL
07/18 – 07/22
$332/nighttotal: $1328 (4 )

Breezy Palms Resort

1 4
hotel , Islamorada, Village of Islands
Breezy Palms Resort is a beachfront hotel in Islamorada, located a short drive from Upper Matecumbe Key, Windley Key, and Pigeon Key, offering a peaceful escape from the hustle and bustle. This 3-star hotel has received very good user ratings for its cleanliness and overall experience.
The resort features a private beach, a swimming pool and terrace with ocean views, and select rooms with kitchenettes. Guests can enjoy a variety of amenities, including free parking, internet access, and the option to take advantage of the Genius discount offered by the hotel.
Everything You Need For The Perfect Vacation! 3 Convenient Units, Free Parking! - Islamorada, FL
8.0 1 review
Islamorada, FL
08/09 – 08/14
$671/nighttotal: $3355 (5 )

Everything You Need For The Perfect Vacation! 3 Convenient Units, Free Parking!

3 2
hotel , Islamorada, Village of Islands
This Islamorada vacation rental is centrally located, offering easy access to the History of Diving Museum and Keys History & Discovery Center.
The 900-square-foot, three-bedroom, three-bathroom apartment sleeps up to 12 guests and features three private balconies, a full kitchen, a heated pool with ocean views, and complimentary continental breakfast.
Caloosa Cove Resort By Coolvacay - Islamorada, FL
9.0 382 reviews
Islamorada, FL
07/18 – 07/22
$458/nighttotal: $1832 (4 )

Caloosa Cove Resort By Coolvacay

1 4
hotel , Islamorada, Village of Islands
Caloosa Cove Resort - With Full Kitchens is located in Islamorada, Florida, 6 miles from Upper Matecumbe Key and 11 miles from Theater of the Sea, making it a convenient base for exploring the area. This 3-star hotel has received very good user ratings for its cleanliness, location, and overall experience.
The resort offers spacious apartments with full kitchens, perfect for families or groups. Guests can enjoy a range of amenities including a swimming pool, tennis court, restaurant, and a private beach area with stunning ocean views.
Island Bay Resort - Islamorada, FL
9.6 512 reviews
Islamorada, FL
12/24 – 01/02
$384/nighttotal: $3456 (9 )

Island Bay Resort

1 2
hotel , Tavernier
Island Bay Resort is a beachfront aparthotel in Tavernier, Florida, offering easy access to popular attractions like Baker's Cay Resort Beach and Harry Harris Park. The resort has excellent user and location ratings.
The apartments are spacious and well-equipped with kitchenettes, flat-screen TVs, and free WiFi. Guests can enjoy amenities such as rainfall showers, coffee/tea makers, and ceiling fans. The resort also offers a garden, terrace/balcony, parking, and change of towels on request.

Our Favorite Pet-Friendly Hotels in Islamorada, FL

Your dog is as welcome as you are; every pet-friendly hotel in Islamorada, FL offers dog-friendly amenities and outdoor washing stations.

A Place You'll Surely Enjoy! 3 Comfortable Units, Onsite Pool, Free Parking - Islamorada, FL
Islamorada, FL
07/25 – 08/01
$1890/nighttotal: $13230 (7 )

A Place You'll Surely Enjoy! 3 Comfortable Units, Onsite Pool, Free Parking

3 5
hotel , Islamorada, Village of Islands

Check Out Hotels with Breakfast Included in Islamorada, FL

Choosing a hotel with breakfast included in Islamorada, FL ensures every day starts on the right note.

Coconut Palm Inn - Islamorada, FL
9.4 723 reviews
Islamorada, FL
07/23 – 07/26
$357/nighttotal: $1071 (3 )

Coconut Palm Inn

1 2
hotel , Tavernier
Coconut Cove Resort & Marina - Islamorada, FL
8.7 641 reviews
Islamorada, FL
07/18 – 07/22
$616/nighttotal: $2464 (4 )

Coconut Cove Resort & Marina

2 4
hotel , Islamorada, Village of Islands

Best Islamorada, FL hotels with air conditioning

Stunning Bay View Villa In Florida Keys | Beach Getaway W/ Scenic Outdoor Pool - Islamorada, FL
Islamorada, FL
06/28 – 07/01
$524/nighttotal: $1572 (3 )

Stunning Bay View Villa In Florida Keys | Beach Getaway W/ Scenic Outdoor Pool

2 5
hotel , Islamorada, Village of Islands
Scenic Beachside Stroll At Our Breathtaking Resort | 3 Villa W/ Living Area - Islamorada, FL
10 1 review
Islamorada, FL
10/17 – 10/26
$1301/nighttotal: $11709 (9 )

Scenic Beachside Stroll At Our Breathtaking Resort | 3 Villa W/ Living Area

6 6
hotel , Islamorada, Village of Islands
Minutes To Library Beach Park! 2 Villa W/ Living Area | Free Onsite Parking - Islamorada, FL
8.0 1 review
Islamorada, FL
07/02 – 07/05
$1895/nighttotal: $5685 (3 )

Minutes To Library Beach Park! 2 Villa W/ Living Area | Free Onsite Parking

4 5
hotel , Islamorada, Village of Islands
Charming Suite @Islamorada With Pool Access - Twilight Suite - Islamorada, FL
Islamorada, FL
06/20 – 06/27
$2506/nighttotal: $17542 (7 )

Charming Suite @Islamorada With Pool Access - Twilight Suite

1 2
hotel , Islamorada, Village of Islands

Best Islamorada, FL hotels with a balcony

Oceanfront Islamorada Stay | 3 Mi To Keys Brewing | Brewery Tour Nearby - Islamorada, FL
Islamorada, FL
07/03 – 07/05
$1356/nighttotal: $2712 (2 )

Oceanfront Islamorada Stay | 3 Mi To Keys Brewing | Brewery Tour Nearby

1 2
hotel , Islamorada, Village of Islands
Indulge In Home Like Comfort! Oceanfront, Free Parking, Pet-friendly Property - Islamorada, FL
Islamorada, FL
07/03 – 07/05
$1109/nighttotal: $2218 (2 )

Indulge In Home Like Comfort! Oceanfront, Free Parking, Pet-friendly Property

1 2
hotel , Islamorada, Village of Islands
High Tides And Good Vibes! 2 Relaxing Units, Pet-friendly Property, Pool - Islamorada, FL
Islamorada, FL
07/03 – 07/10
$1584/nighttotal: $11088 (7 )

High Tides And Good Vibes! 2 Relaxing Units, Pet-friendly Property, Pool

2 8
hotel , Islamorada, Village of Islands
Short Distance From The Well Known Sites! Free Parking, Onsite Pool - Islamorada, FL
Islamorada, FL
07/01 – 07/08
$911/nighttotal: $6377 (7 )

Short Distance From The Well Known Sites! Free Parking, Onsite Pool

1 2
hotel , Islamorada, Village of Islands
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