Search 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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Islamorada

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

Chesapeake Beach Resort

3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1583)
"Excellent hotel"
United States
ALEXANDER
The price is NZ$415
includes taxes & fees
11 Dec - 12 Dec
Chesapeake Beach Resort
Private beach, sun-loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1270)
"It was awesome, great service, staff members are helpful, clean and tidy room with excellent views!"
United States
Sami
The price is NZ$611
includes taxes & fees
18 Dec - 19 Dec
Cheeca Lodge & Spa
Exterior
Amara Cay Resort

Amara Cay Resort

4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1258)
"Great location right on the ocean "
United States
GREG
The price is NZ$484
includes taxes & fees
14 Dec - 15 Dec
Amara Cay Resort
Exterior
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 star property
Islamorada
8.2 out of 10, Very good, (1004)
"Great experience, highly recommend staying at the Fisher Inn."
United States
Eduardo
The price is NZ$283
includes taxes & fees
18 Dec - 19 Dec
Fisher Inn Resort & Marina
Exterior
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

3.0 star property
Islamorada
9.0 out of 10, Wonderful, (149)
"Great place to stay! Clean, great location and great customer service. Very easy to check in, front desk was so sweet! Highly recommended!!! Had a great experience overall"
United States
Elaysi
The price is NZ$246
includes taxes & fees
11 Dec - 12 Dec
Coconut Cove Resort and Marina
Dock
Hadley Resort and Marina

Hadley Resort and Marina

3.5 star property
Matecumbe
7.6 out of 10, Good, (1007)
"Friendly staff and clean room."
United States
Jennifer
The price is NZ$326
includes taxes & fees
11 Dec - 12 Dec
Hadley Resort and Marina
Exterior
Pines & Palms Resort

Pines & Palms Resort

3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1000)
"Very nice place to stay "
United States
Joan
Pines & Palms 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

3.5 star property
Islamorada
9.0 out of 10, Wonderful, (114)
"Beautiful place to stay"
United States
Jonathan
The price is NZ$527
includes taxes & fees
15 Dec - 16 Dec
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior
Islander Resort

Islander Resort

4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1002)
"This resort is beautiful and the rooms are decorated so tastefully. I highly recommend The Islander Resort for family fun and couples get aways alike. "
United States
Suzanne
The price is NZ$1,270
includes taxes & fees
22 Dec - 23 Dec
Islander Resort
Outdoor pool, pool loungers
La Siesta Resort & Villas

La Siesta Resort & Villas

4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1001)
"Great stay and beautiful space"
United States
Amir
The price is NZ$410
includes taxes & fees
16 Dec - 17 Dec
La Siesta Resort & Villas
Outdoor pool, free pool cabanas
Sunset Inn

Sunset Inn

3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1001)
"Great place to stay!"
United States
Heather
The price is NZ$253
includes taxes & fees
15 Dec - 16 Dec
Sunset Inn
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor

Drop Anchor

3.0 star property
Islamorada
8.8 out of 10, Excellent, (1002)
"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 NZ$373
includes taxes & fees
9 Dec - 10 Dec
Drop Anchor
Exterior
Breezy Palms Resort

Breezy Palms Resort

2.5 star property
Matecumbe
8.8 out of 10, Excellent, (583)
"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 NZ$277
includes taxes & fees
9 Dec - 10 Dec
Breezy Palms Resort
Exterior
Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 star property
Long Key
9.2 out of 10, Wonderful, (1106)
"Spectacular place and highly recommended stay"
United States
Isis maylen
Lime Tree Bay Resort
Private beach, fishing
La Jolla Resort

La Jolla Resort

2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1001)
"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
La Jolla Resort
Private beach, white sand
Matecumbe Resort

Matecumbe Resort

2.0 star property
Matecumbe
8.8 out of 10, Excellent, (84)
"Safe covered parking and stocked kitchen"
United States
Bonnie
The price is NZ$349
includes taxes & fees
4 Jan - 5 Jan 2026
Matecumbe Resort
Sun deck
Rock Reef Resort

Rock Reef Resort

2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1067)
"Everything clean, friendly staff"
United States
Arlene
Rock Reef Resort
Terrace/patio
Bayside Inn Key Largo

Bayside Inn Key Largo

3.0 star property
Key Largo
8.6 out of 10, Excellent, (1621)
"Friendly staff, clean room beautiful views from the private beach."
United States
Wanda
The price is NZ$295
includes taxes & fees
18 Dec - 19 Dec
Bayside Inn Key Largo
Beach nearby, white sand, sun-loungers, beach umbrellas
Casa Morada

Casa Morada

3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (412)
"always a pleasant stay."
United States
robert
The price is NZ$853
includes taxes & fees
14 Dec - 15 Dec
Casa Morada
Marina
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

2.0 star property
Key Largo
8.8 out of 10, Excellent, (1003)
"The beach area was wonderful"
United States
Sonya
The price is NZ$214
includes taxes & fees
9 Dec - 10 Dec
The Pelican Key Largo Cottages
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.
View all properties

Great weekend hotel deals in Islamorada, FL

Showing deals for:19 Dec - 21 Dec

Image gallery for Casa Morada

Beach nearby, white sand, sun-loungers, beach umbrellas

Casa Morada

3.5 star property
Islamorada
9.4/10Exceptional (412 reviews)
17% off
Price is NZ$2,133
for 2 nights, 1 room
NZ$1,066 per night
includes taxes & fees
Casa Morada
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Our guide on 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 Founders Park and Windley Key Fossil Reef Geological State 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

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.
See properties
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

Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Comfortable stay. Great location. "
Anand 2-night trip
Posted 9 hours ago
Hadley Resort and Marina

More cheap accommodation in Islamorada

Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
The price is NZ$314 per night from 11 Dec to 12 Dec
NZ$314
11 Dec - 12 Dec
includes taxes & fees
7.8/10 Good! (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.
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 Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7 and Bungalow #3 - 2 Bed/1 Bath & Pool in Islamorada. 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 a private beach and a restaurant 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 908 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