Islamorada Hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Islamorada hotels

Chesapeake Beach Resort

3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1582)
"Great breakfast very well kept grounds"
United States
James
The price is €185
includes taxes & fees
24 Nov - 25 Nov
Chesapeake Beach Resort

Cheeca Lodge & Spa

5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1272)
"Everything about our stay was amazing and exceeded our expectations in every way!!"
United States
Mary Frances
The price is €311
includes taxes & fees
1 Dec - 2 Dec
Cheeca Lodge & Spa

Amara Cay Resort

4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1266)
"Great place and great staff"
United States
Christian
The price is €208
includes taxes & fees
30 Nov - 1 Dec
Amara Cay Resort

Pines & Palms Resort

3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1002)
"Great staff and excellent customer service. Absolute beautiful place with great amenities."
Canada
Jesse
The price is €184
includes taxes & fees
2 Dec - 3 Dec
Pines & Palms Resort

Coconut Cove Resort and Marina

3.0 star property
Islamorada
9.0 out of 10, Wonderful, (141)
"Quiet and relaxing. Great place"
United States
Edward
The price is €148
includes taxes & fees
23 Nov - 24 Nov
Coconut Cove Resort and Marina

Islander Resort

4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1009)
"The room and amenities were great and it was quiet.. just what we needed"
United States
Sandra
The price is €296
includes taxes & fees
4 Dec - 5 Dec
Islander Resort

Fisher Inn Resort & Marina

3.5 star property
Islamorada
8.2 out of 10, Very good, (1009)
"Great experience, highly recommend staying at the Fisher Inn."
United States
Eduardo
The price is €101
includes taxes & fees
18 Dec - 19 Dec
Fisher Inn Resort & Marina

La Siesta Resort & Villas

4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1000)
"Excellent stay with great amenities."
United States
Maria
The price is €202
includes taxes & fees
30 Nov - 1 Dec
La Siesta Resort & Villas

Hadley Resort and Marina

3.5 star property
Matecumbe
7.8 out of 10, Good, (1001)
"Azaya at the front desk was GREAT!! Boat launch on property free for guests. Perfect location comfy rooms! "
United States
Jeff
The price is €133
includes taxes & fees
30 Nov - 1 Dec
Hadley Resort and Marina

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 star property
Islamorada
9.0 out of 10, Wonderful, (111)
"Beautiful place to stay"
United States
Jonathan
The price is €256
includes taxes & fees
30 Nov - 1 Dec
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Sunset Inn

3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1003)
"Great place to stay!"
United States
Heather
The price is €119
includes taxes & fees
25 Nov - 26 Nov
Sunset Inn

Breezy Palms Resort

2.5 star property
Matecumbe
8.8 out of 10, Excellent, (572)
"Best hotel for the price"
United States
luzdari
The price is €125
includes taxes & fees
1 Dec - 2 Dec
Breezy Palms Resort

Drop Anchor

3.0 star property
Islamorada
8.8 out of 10, Excellent, (1001)
"Beautiful property and the staff was amazing."
United States
John
The price is €112
includes taxes & fees
23 Nov - 24 Nov
Drop Anchor

Lime Tree Bay Resort

3.5 star property
Long Key
9.2 out of 10, Wonderful, (1102)
"Excellent stay! "
United States
Joshua
Lime Tree Bay Resort

La Jolla Resort

2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1000)
"Great place to stay lovely staff Easy to find "
United Kingdom
diane
The price is €99
includes taxes & fees
18 Dec - 19 Dec
La Jolla Resort

Casa Morada

3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (411)
"Really great stay, super romantic "
United States
Alexander
The price is €464
includes taxes & fees
3 Dec - 4 Dec
Casa Morada

Bayside Inn Key Largo

3.0 star property
Key Largo
8.6 out of 10, Excellent, (1608)
"Great location and helpful staff !"
United States
Nikki
The price is €136
includes taxes & fees
30 Nov - 1 Dec
Bayside Inn Key Largo

The Pelican Key Largo Cottages

2.0 star property
Key Largo
8.8 out of 10, Excellent, (1008)
"We were delighted with everything The Pelican said it was. The staff was friendly and courteous throughout the property. THE VIEWS were stunning! "
United States
Ramiro
The price is €107
includes taxes & fees
30 Nov - 1 Dec
The Pelican Key Largo Cottages

Rock Reef Resort

2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1063)
"Everything was perfect. Very clean great staff beautiful place to relax ."
United States
Miguel
The price is €102
includes taxes & fees
30 Nov - 1 Dec
Rock Reef Resort

Bayside Villas by Islander Resort

3.5 star property
Matecumbe
8.8 out of 10, Excellent, (399)
"Great place to stay"
United States
Gregory
The price is €288
includes taxes & fees
11 Dec - 12 Dec
Bayside Villas by Islander Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Showing deals for:5 Dec - 7 Dec
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Islamorada

Find the best Islamorada areas for the activities you enjoy most. Learn more about Islamorada
Learn more about Islamorada

Matecumbe

If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Florida Keys Brewing Co. are top sights worth seeing.

Venetian Shores

Though Venetian Shores may not have many top sights, you can venture to the surrounding area to see attractions like Rain Barrel Village and Founders Park.

Lower Matecumbe Beach

While Lower Matecumbe Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Anne's Beach and Fiesta Key.

Seabreeze Trailer Park

While there might not be top attractions in Seabreeze Trailer Park, you can explore the larger area and discover places like Founders Park and Islamorada County Park.

Stay near popular Islamorada attractions

Learn more about Islamorada

The turquoise waters between the Keys offer world-class fishing that even beginners can enjoy with knowledgeable local guides. Spend mornings snorkelling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

Islamorada featuring a sunset and general coastal views

Top Islamorada Hotel Reviews

More cheap stays in Islamorada

Find out more about Islamorada

Top reasons to visit Islamorada

  • Stunning Beaches: Islamorada boasts beautiful beaches with crystal-clear waters, perfect for relaxation and water activities.
  • Outdoor Adventures: Enjoy a variety of outdoor pursuits, from fishing and diving to exploring national parks.
  • Charming Accommodations: Experience boutique oceanfront resorts and welcoming hotels with easy beach access.
  • Dining Delights: Savour delicious meals at local restaurants like the Abaco Inn, offering fresh seafood and local cuisine.
  • Scenic Views: Marvel at breathtaking Atlantic Ocean vistas and stunning sunsets throughout your stay.

Find the best attractions in Islamorada

Islamorada is an ideal destination for families seeking outdoor and beach vacations. With a variety of points of interest such as marinas, stunning beaches, and national parks, visitors can indulge in adventure and relaxation. The attractions in and around Islamorada promise an unforgettable experience for those yearning for an outdoor escape by the sea.

  • Anne's Beach: Enjoy the stunning sandy shores and tranquil waters at Anne's Beach, a perfect spot for relaxation and sunbathing. The beach features picturesque boardwalks and shaded areas, enhancing its laid-back vibe, ideal for a serene day by the sea.
  • Bud n' Mary's Dive Center: Dive into adventure at Bud n' Mary's Dive Center, where outdoor enthusiasts can explore vibrant coral reefs and diverse marine life. This marina offers a variety of water sports and fishing opportunities, making it a hub for adventure seekers and beach lovers alike.
  • Islamorada County Park: This urban park is a family-friendly destination with ample green space for picnics, sports, and outdoor fun. Enjoy walking trails, playgrounds, and scenic views, making it a perfect spot to unwind and connect with nature amidst the city atmosphere.

The nearest major airports for your trip to Islamorada

When planning your visit to Islamorada, Florida, you can fly into Marathon, FL (MTH-Florida Keys Marathon), situated 48.3km away. The airport is conveniently accessible from several nearby hotels. Isla Bella Beach Resort & Spa, a 4.5-star hotel, is located 6.4km from the airport, while Tranquility Bay Beachfront Hotel and Resort, rated 4 stars, is merely 4.8km away. Hawks Cay Resort, also a 4-star establishment, is located 16.1km from the airport. These hotels offer a comfortable stay and easy access to Marathon Airport, enhancing your travel experience in the beautiful Florida Keys.

Frequently asked questions

Where is the best place for a stay in Islamorada?
The Caribbean Resort is ranked highly by Expedia customers. This hotel offers a marina and an outdoor pool. Other top choices based on traveller reviews include Ragged Edge Resort & Marina and Sunset Inn. See all available top hotels, or vacation rentals in Islamorada.
What are some of the best holiday rentals that Islamorada has to offer?
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada: This highly rated holiday home rental in Islamorada offers an outdoor pool, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Other favourite homes for rent in Islamorada are Islamorada Boaters Paradise with 70' Dock and private beach access.. and Paradise in Venetian Shores Pool / SPA - Heater / Chiller & Commercial Ice Maker. See all vacation rentals in Islamorada.
If I need to cancel my hotel reservation in Islamorada, will I receive a refund?
Yes, the majority of room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Islamorada.
What's the best place to stay on a budget in Islamorada?
Based on reviews, Chesapeake Beach Resort is a popular hotel for our travellers who want a more economical choice, and features free breakfast and free Wi-Fi. View all budget hotels in Islamorada.
What's the best family accommodation in Islamorada?
Cheeca Lodge & Spa is a resort with 3 outdoor pools and a private beach, and it's a top choice on Expedia for families. Other options for your child-friendly holiday include Amara Cay Resort and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort. Also, attractions in the area such as John Pennekamp Coral Reef State Park and Jacob's Aquatic Center are fun for children of all ages. Find more child-friendly accommodations in Islamorada.
What's the best LGBTQ-friendly accommodation in Islamorada?
Hadley Resort and Marina is a top LGBTQ-friendly hotel that features a marina and a private beach. Fisher Inn Resort & Marina is another good option for your holiday. See all available hotels listed as LGBTQ-friendly in Islamorada.
What's the best dog-friendly place to stay in Islamorada?
Amara Cay Resort is a top dog-friendly resort, and offers 2 restaurants and a private beach for its human guests. Two other good options for you and your pet's trip include Chesapeake Beach Resort and Islander Resort. See more pet-friendly hotel accommodations in Islamorada.
What's the best hotel to stay near the beach in Islamorada?
Cheeca Lodge & Spa is a top resort located on the beach . Other good options for your beach trip include Amara Cay Resort and Chesapeake Beach Resort. See more stays near the beach in Islamorada.
What's the best luxury hotel in Islamorada?
Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Islamorada.
What are some accommodation options with pools in Islamorada?
Chesapeake Beach Resort is a top hotel with 2 outdoor swimming pools, a private beach and free breakfast. A couple of other options that offer an on-site pool include Bayside Villas by Islander Resort and Drop Anchor. View all hotels with pools in Islamorada.
What is the best spa hotel in Islamorada?
Cheeca Lodge & Spa is a top beachfront spa hotel featuring 3 pools, 3 restaurants, a golf course and a 24-hour fitness centre. Treat yourself to a facial, body scrub or detox wrap at the on-site spa. In-room massages are also available. See all spa hotels in Islamorada.
What's it like to stay in Islamorada?
Travellers to Islamorada give high marks for the seaside, entertainment choices and seafood restaurants. This relaxing city also attracts tourists with its opera houses. A top sight in the city is Everglades National Park. In Islamorada, there are 868 hotels and other accommodation options to choose from. Find out more about Islamorada.
What are the top places to visit in Islamorada?
Cultural venues include History of Diving Museum and MoradaWay Arts & Cultural District. The seaside and sunsets highlight the natural beauty with places to discover including Everglades National Park, Founders Park and Anne's Beach. Fishing is just one of the top activities, while Bud n' Mary's Dive Center and Robbie's of Islamorada are sights to visit. Take a look at what more there is to see and do in Expedia's Islamorada guide.
What's the weather like in Islamorada?
The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.

Explore a world of travel with Expedia