Find hotels in Islamorada, FL from ฿5,133

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Our top choices for Islamorada hotels

Private beach, white sand, sun-loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1602)
"The entire resort was wonderful."
Canada
Mat
The price is ฿5,881
฿8,365 total
includes taxes & fees
6 Jan - 7 Jan 2026
Chesapeake Beach Resort
Private beach, sun-loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1278)
"Fabulous waterfront, activities, and dining as well as the staff. "
Canada
David
The price is ฿9,301
฿12,738 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cheeca Lodge & Spa
Exterior
Islander Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1002)
"The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful"
United States
Theresa
The price is ฿13,719
฿17,535 total
includes taxes & fees
9 Jan - 10 Jan 2026
Islander Resort
Exterior
Lime Tree Bay Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1109)
"Great place "
United States
Oscar
Lime Tree Bay Resort
Exterior
Amara Cay Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1267)
"Friendly staff and beautiful property !"
United States
ron
The price is ฿7,328
฿10,309 total
includes taxes & fees
4 Jan - 5 Jan 2026
Amara Cay Resort
Sun deck
Rock Reef Resort

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1072)
"Great room, friendly staff "
United States
Chengdao
Rock Reef Resort
Private beach, sun-loungers, beach towels, scuba diving
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (119)
"Beautiful chilled out hotel"
United Kingdom
Jacqueline
The price is ฿7,906
฿10,959 total
includes taxes & fees
4 Jan - 5 Jan 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Terrace/patio
Bayside Inn Key Largo

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1621)
"Great location, Relaxing friendly atmosphere. Very basic room amenities but beautiful beach, pool, experience "
United States
Rebecca
The price is ฿4,826
฿6,208 total
includes taxes & fees
4 Jan - 5 Jan 2026
Bayside Inn Key Largo
Outdoor pool, pool cabanas (surcharge), pool umbrellas
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1001)
"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."
United States
Scott
The price is ฿10,669
฿13,718 total
includes taxes & fees
19 Jan - 20 Jan 2026
Playa Largo Resort & Spa, Autograph Collection
Private beach, fishing
La Jolla Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1000)
"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
La Jolla Resort
On the beach, sun-loungers, snorkelling, kayaking
Drift Hotel

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1000)
"Always a great stay"
United States
Ashley
Drift Hotel
Marina
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1004)
"Great place"
United States
Marc
The price is ฿4,562
฿5,133 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Pelican Key Largo Cottages
Exterior
Breezy Palms Resort

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (591)
"we stayed in the beach front cottage kitchen was stocked room was clean and the views were great friendly staff "
United States
Terry
The price is ฿4,955
฿7,187 total
includes taxes & fees
11 Jan - 12 Jan 2026
Breezy Palms Resort
Outdoor pool, free pool cabanas
Sunset Inn

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1000)
"Room was clean and staff was helpful"
United States
Robert
The price is ฿4,388
฿5,286 total
includes taxes & fees
8 Jan - 9 Jan 2026
Sunset Inn
Outdoor pool, pool loungers
La Siesta Resort & Villas

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1000)
"Great stay and beautiful space"
United States
Amir
The price is ฿6,488
฿9,364 total
includes taxes & fees
6 Jan - 7 Jan 2026
La Siesta Resort & Villas
32-inch LCD TV with satellite channels, TV, iPod dock
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1000)
"One of the nicest hotels we have stayed at. Amazing staff, food, activities and property "
United States
Sara
The price is ฿12,473
฿15,747 total
includes taxes & fees
8 Jan - 9 Jan 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Exterior
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1000)
"We enjoyed are stay at Fisher Inn, room was clean and updated. The paddle board use was a nice perk! "
United States
Magaly
The price is ฿5,037
฿6,682 total
includes taxes & fees
6 Jan - 7 Jan 2026
Fisher Inn Resort & Marina
Gazebo
Sunset Cove Beach Resort

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1002)
"Always a great stay"
United States
Richard
The price is ฿6,470
฿7,279 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sunset Cove Beach Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1000)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
United States
Laura
The price is ฿4,370
฿6,005 total
includes taxes & fees
4 Jan - 5 Jan 2026
Drop Anchor
Exterior
Pines & Palms Resort

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1001)
"Staff are excellent, resort has been recently upgraded. Best describe his quaint, comfortable and cozy."
Canada
scott
Pines & Palms 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.
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Where to stay in Islamorada

Find the best Islamorada areas for the activities you enjoy most. Learn more about Islamorada
Learn more about Islamorada
Islamorada showing a beach bar

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 Islamorada County Park 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 Sunset Drive Beach.

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

Anne\'s Beach featuring general coastal views

Anne's Beach

3.8/5 (228 reviews)
Anne's Beach offers shallow, calm waters and a scenic boardwalk winding through mangroves. Enjoy the covered pavilions for picnicking or launch your paddleboard into the crystal-clear waters of the Florida Keys.
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Florida Keys Brewing Co. showing signage

Florida Keys Brewing Co.

4.6/5 (152 reviews)
The Upper Keys' first microbrewery infuses local flavours like Key lime and honey into its craft beers. Sip seasonal brews in the vibrant taproom or lush beer garden while enjoying local art and live music.
See properties

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.

See all hotels in Islamorada
Islamorada featuring a sunset and general coastal views

Top Islamorada Hotel Reviews

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Clean rooms! Great resort , fun activities , very nice and quiet area , made my anniversary with my girlfriend very special! "
Nicolas 1-night trip
Posted 3 days ago
Amara Cay Resort

More cheap stays in Islamorada

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL
The price is ฿4,562 per night from 6 Jan to 7 Jan
฿4,562
฿5,133 total
6 Jan - 7 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)

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.
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 Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort and Hadley Resort and Marina. 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?
Chesapeake Beach Resort is a top hotel for people travelling with their pets, and offers 2 outdoor pools and free WiFi for its human guests. Two other good options for you and your pet's trip include Amara Cay Resort and Islander Resort. See more pet-friendly hotel accommodations in Islamorada.
What's the best hotel to stay near the beach in Islamorada?
Chesapeake Beach Resort is a top hotel located on the beach . Other good options for your beach trip include Amara Cay Resort and Cheeca Lodge & Spa. 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 907 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.