Find hotels in Islamorada, FL from ¥30,610

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Our top choices for Islamorada hotels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,623 reviews)
"The hotel is in a perfect location, and offers so much on premise"
United States
Nancy
The price is ¥28,655
¥41,119 total
includes taxes & fees
Jan 28 - Jan 29
Chesapeake Beach Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,286 reviews)
"Breakfast was fantastic "
Canada
Craig
The price is ¥38,539
¥54,903 total
includes taxes & fees
Jan 29 - Jan 30
Cheeca Lodge & Spa

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,005 reviews)
"Hotel and grounds were beautiful. Restaurant and bar offered friendly service. Breakfast was very good. "
United States
Deborah
The price is ¥48,455
¥65,169 total
includes taxes & fees
Jan 13 - Jan 14
Islander Resort

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,073 reviews)
"Would stay here again!"
United States
James
Rock Reef Resort

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,130 reviews)
"Great sunsets, convenient restaurant next door, great staff."
United States
Kris
Lime Tree Bay Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,260 reviews)
"Rooms were clean, restaurant food was excellent, and service was friendly."
United States
Jose
The price is ¥32,637
¥48,262 total
includes taxes & fees
Jan 22 - Jan 23
Amara Cay Resort

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,653 reviews)
"Location on the water and restaurant next door made our one night stay on the island fantastic!"
Canada
Csilla
The price is ¥25,418
¥32,518 total
includes taxes & fees
Jan 15 - Jan 16
Bayside Inn Key Largo

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,004 reviews)
"Yes my family had a great stay and will absolutely be returning in the future. "
United States
Sarah
Drift Hotel

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,001 reviews)
"We had a wonderful stay! Our room was spotless and well-maintained, and the staff was friendly, helpful, and made us feel welcome. Would definitely stay here again!"
United States
Elena
The Pelican Key Largo Cottages

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1,000 reviews)
"Courteous staff, clean, many extra like hot chocolate bar, s’mores station and coffee station. Nice stay!"
United States
Kelley
The price is ¥70,893
¥88,458 total
includes taxes & fees
Jan 11 - Jan 12
Playa Largo Resort & Spa, Autograph Collection

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, (124 reviews)
"Beautiful chilled out hotel"
United Kingdom
Jacqueline
The price is ¥46,544
¥62,777 total
includes taxes & fees
Jan 21 - Jan 22
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1,004 reviews)
"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
La Jolla Resort

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (606 reviews)
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
United States
Lisa
The price is ¥23,491
¥34,561 total
includes taxes & fees
Jan 14 - Jan 15
Breezy Palms Resort

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,001 reviews)
"Good beds, clean room close to Loreleis for sunset dinner. Easy location for Islamorada activities"
United States
Celeste
The price is ¥25,640
¥30,610 total
includes taxes & fees
Jan 15 - Jan 16
Sunset Inn

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, (1,005 reviews)
"One of the nicest hotels we have stayed at. Amazing staff, food, activities and property "
United States
Sara
The price is ¥64,326
¥81,017 total
includes taxes & fees
Jan 22 - Jan 23
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,001 reviews)
"I enjoyed staying here, very cute hotel on the beach "
United States
Emi
The price is ¥27,300
¥30,712 total
includes taxes & fees
Jan 11 - Jan 12
Sunset Cove Beach Resort

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.6 out of 10, Good, (1,003 reviews)
"Amazing hotel and staff! Highly recommend "
United States
Alisa
The price is ¥21,205
¥28,830 total
includes taxes & fees
Jan 25 - Jan 26
Dove Creek Resort & Marina, Trademark Collection by Wyndham

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,003 reviews)
"Great accommodations, very peaceful setting "
United States
Susan
The price is ¥29,453
¥44,609 total
includes taxes & fees
Jan 12 - Jan 13
La Siesta Resort & Villas

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (139 reviews)
"We loved this spot - nice room, extremely kind and helpful staff and great beach access. We would definetly stay here again!!"
United States
Susie
The price is ¥19,234
¥23,859 total
includes taxes & fees
Jan 11 - Jan 12
Seafarer Key Largo

Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (300 reviews)
"Room is great and this place is beautiful!"
United States
James M
Kona Kai Resort and Gallery - Adults Only
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.

Great weekend hotel deals in Islamorada, FL

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Where to stay in Islamorada

Find the best Islamorada areas and neighborhoods 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

Venetian Shores might not have many top sights, but Founders Park and Windley Key Fossil Reef Geological State Park are two attractions nearby that you can check out.

Lower Matecumbe Beach

Though Lower Matecumbe Beach might not have many top sights, you can venture to the surrounding area to see attractions like Anne's Beach and Sunset Drive Beach.

Seabreeze Trailer Park

If you're looking for some top things to see and do in Seabreeze Trailer Park and surrounding area, you can visit 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 snorkeling 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

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 traveler 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 vacation home rentals in Islamorada?
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada: This highly rated vacation home rental in Islamorada offers an outdoor pool, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Other favorite homes for rent in Islamorada are Oceanfront 4-BR w/ private 31' Boat Slip Included, Pool & Beach, gourmet kitchen 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! You'll find that most hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Islamorada.
Where can I learn more about changing or cancelling my trip to Islamorada?
For more details about picking new dates or cancelling your trip to Islamorada, click here.
What's the best budget-friendly accommodation in Islamorada?
Based on reviews, Chesapeake Beach Resort is a popular hotel for our travelers who want a more economical choice, and features free breakfast and free WiFi. View all budget hotels in Islamorada.
What's the best place to stay for a family vacation to 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 good options for your family trip include Hadley Resort and Marina and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort. Attractions in the area like John Pennekamp Coral Reef State Park and Jacob's Aquatic Center are also fun for kids 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 stay. See all available hotels listed as LGBTQ-friendly in Islamorada.
What's the best pet-friendly place to stay in Islamorada?
Chesapeake Beach Resort is a top hotel for people traveling with their pets, and offers 2 outdoor pools and free WiFi for its human guests. Other good options for you and your pet include Amara Cay Resort and La Siesta Resort & Villas. See more pet-friendly hotel accommodations in Islamorada.
Where is the best place to stay close to Florida Keys Brewing Co.?
One of the top choices for your stay is Cheeca Lodge & Spa, located next to Florida Keys Brewing Co., and this 4-star resort offers 3 outdoor pools and a full-service spa. Islander Resort and Islander Bayside Villas and Boatslips are a couple of other good options close by.
What's the best place to stay near the beach in Islamorada?
Chesapeake Beach Resort is a top hotel located on the beach. Other good options to stay near the beach include Amara Cay Resort and Cheeca Lodge & Spa. See more stays near the beach in Islamorada.
What's the best high-end place to stay in Islamorada?
Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Islamorada.
How much can I expect to pay for the resort fee in Islamorada?
You'll find about 9 properties that charge a resort fee from the 916 hotels and other properties in Islamorada. The per accommodation resort fee averages USD 27.13 per night.
What are some accommodations with pools in Islamorada?
Chesapeake Beach Resort is a top hotel with 2 outdoor pools, a private beach, and free breakfast. A couple of other options with an onsite pool include Drop Anchor and Bayside Villas by Islander Resort. 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 center. Treat yourself to a facial, body scrub, or detox wrap at the onsite spa. In-room massages are also available. See all spa hotels in Islamorada.
What is the best hotel near Miami International Airport (MIA)?
Miami International Airport Hotel is a popular 3-star hotel featuring a restaurant and free WiFi. It's located a short 0.1 mi (0.1 km) from Miami Intl. Airport. Other accommodations within close proximity to the airport include Ramada by Wyndham Miami Springs/Miami International Airport and Comfort Suites Miami Airport North.
What's it like staying in Islamorada?
Travelers 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 916 hotels and other accommodations to choose from. Find out more about Islamorada.
What is there to see 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. Check out what more to see and do in Expedia's Islamorada guide.
What's the seasonal weather like in Islamorada?
The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.

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