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Our top choices for Islamorada hotels

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, (1007)
Situated near Jimmy Johnson's Big Chill, these beachfront cottages offer a serene marina and private beach. Enjoy kayaking, rowing, or canoeing adventures with free WiFi and parking. Clean rooms with microwaves and refrigerators enhance your Key Largo escape.
"Great place"
United States
Marc
The price is ￥22,514
￥25,329 total
includes taxes & fees
Jan 6 - Jan 7
The Pelican Key Largo Cottages
On the beach, sun loungers, snorkeling, kayaking
Drift Hotel

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1006)
Situated in Key Largo with easy access to Jimmy Johnson's Big Chill, this beach hotel offers complimentary WiFi, parking, bike rentals, and water activities including kayaking and snorkeling. Enjoy the terrace and garden while exploring nearby Pigeon Key.
"Always a great stay"
United States
Ashley
Drift Hotel
Sundeck
Rock Reef Resort

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1079)
Relax at this coastal retreat with a private beach just minutes from John Pennekamp Coral Reef State Park. Guests can paddle through scenic waters with onsite kayaking or lounge by the outdoor pool. Free WiFi and parking enhance your Keys getaway.
"Cute hotel a great location for our trip through the Keys.. the room was clean and comfortable and the staff was friendly and helpful.. "
United States
Donna
Rock Reef Resort
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, (1620)
Drift into bliss at this tranquil Islamorada oceanfront retreat featuring 2 outdoor pools and a full-service marina. Complimentary breakfast, bike rentals, and spectacular sunset views create an idyllic Florida Keys getaway near diving attractions.
"The entire resort was wonderful."
Canada
Mat
The price is ￥27,279
￥39,511 total
includes taxes & fees
Jan 28 - Jan 29
Chesapeake Beach 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, (1126)
Escape to this tropical resort with a private beach and complimentary kayaking along Florida's stunning coastline. 3 outdoor pools, tennis courts, and free bike rentals create endless recreation opportunities. Florida Boy restaurant serves American cuisine throughout the day.
"Great sunsets, convenient restaurant next door, great staff."
United States
Kris
Lime Tree Bay Resort
Aerial view
Dove Creek Resort & Marina, Trademark Collection by Wyndham

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, (1006)
Experience Key Largo at this waterfront gem with a marina, outdoor pool, and hot tub. Explore John Pennekamp Coral Reef State Park nearby, or relax in the garden after a day of adventure. Includes free breakfast, WiFi, parking, and bicycles for local exploration.
"Amazing hotel and staff! Highly recommend "
United States
Alisa
The price is ￥21,141
￥28,757 total
includes taxes & fees
Jan 13 - Jan 14
Dove Creek Resort & Marina, Trademark Collection by Wyndham
25-inch flat-screen TV with digital channels, TV
Treasure Harbor

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (121)
Experience waterfront comfort at this Florida Keys gem with an outdoor pool. Located near Rain Barrel Village and hiking trails, the hotel offers free WiFi and parking. Premium bedding ensures relaxation after a day of snorkeling adventures.
"Great spot! Will be back someday hopefully. "
Canada
Diane
Treasure Harbor
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, (1647)
Unwind at this peaceful bayfront retreat with a private beach, kayaks, and paddleboards. Just minutes from John Pennekamp Coral Reef State Park, guests enjoy the outdoor pool, 24-hour fitness center, and excellent fishing opportunities from the dock.
"Location on the water and restaurant next door made our one night stay on the island fantastic!"
Canada
Csilla
The price is ￥24,938
￥31,976 total
includes taxes & fees
Jan 6 - Jan 7
Bayside Inn Key Largo
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, (1009)
"I enjoyed staying here, very cute hotel on the beach "
United States
Emi
The price is ￥31,970
￥35,967 total
includes taxes & fees
Jan 29 - Jan 30
Sunset Cove Beach Resort
Private beach, fishing
La Jolla Resort

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1000)
Experience coastal charm at this oceanside hotel with private beach access. Enjoy the outdoor pool after a day of hiking nearby trails. Convenient to Islamorada Brewery and Keys History Center, with clean rooms and attentive staff to enhance your Florida Keys getaway.
"Great stay. Friendly staff, great accommodations, very nice complex. "
United States
Shela
La Jolla Resort
Exterior
Seafarer Key Largo

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (138)
"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 ￥24,122
￥29,343 total
includes taxes & fees
Jan 8 - Jan 9
Seafarer Key Largo
BBQ/picnic area
Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very Good, (1017)
This beachfront retreat in Tavernier features a private shoreline, waterfront dining at Island Grill Restaurant, and 2 outdoor tennis courts. After snorkeling nearby, unwind at the poolside bar or relax in accommodations with full kitchens.
"It is best..very nice place..very clean... beautiful place with ocean view"
United States
nazliya
The price is ￥27,021
￥33,221 total
includes taxes & fees
Jan 11 - Jan 12
Ocean Pointe Suites at Key Largo
Water view
Creekside Inn

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1008)
Situated on the bay, this Keys motel offers 2 outdoor pools and marina access for water enthusiasts. Enjoy rowing, canoeing, and scuba diving onsite, plus clean rooms with refrigerators and microwaves. Florida Keys Dive Center and Mangrove Marina are nearby.
"It is an awesome experience with wonderful views, the location is a big advantage for this hotel"
United States
Vamsi kalyan
The price is ￥23,855
￥26,836 total
includes taxes & fees
Jan 7 - Jan 8
Creekside Inn
Exterior
Ragged Edge Resort & Marina

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.4 out of 10, Exceptional, (213)
Set in Islamorada with marina access, this resort offers free bicycle rentals for exploring nearby Rain Barrel Village. After a day of hiking trails, cool off in the outdoor pool or relax on the terrace as helpful staff cater to your needs.
"The room was impeccable. The staff was very friendly and helpful"
United States
Kathryn
Ragged Edge Resort & Marina
Exterior
Breezy Palms Resort

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (603)
Immerse yourself in Islamorada with this beachfront aparthotel featuring a marina and outdoor pool. Clean accommodations with kitchens and free WiFi await, while Bud n' Mary's Dive Center and Hurricane Monument lie nearby.
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
United States
Lisa
The price is ￥22,684
￥33,651 total
includes taxes & fees
Jan 6 - Jan 7
Breezy Palms 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, (1005)
This waterfront hotel offers an outdoor pool, complimentary kayaking, and free bike rentals to explore nearby attractions. Located near Windley Key Fossil Reef Geological State Park, guests appreciate the clean rooms and exceptional staff service.
"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 ￥25,129
￥33,758 total
includes taxes & fees
Jan 7 - Jan 8
Drop Anchor
Property grounds
Atlantic Bay Resort

Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (718)
Waterfront escape with a private beach, marina, and complimentary kayaks and bikes. The outdoor pool provides refreshing relaxation after exploring nearby Mangrove Marina. Rooms include convenient refrigerators and microwaves for extended stays.
"Great location with friendly staff"
United States
enrique
The price is ￥26,551
￥33,007 total
includes taxes & fees
Jan 8 - Jan 9
Atlantic Bay Resort
Exterior
Amara Cay Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1273)
"Rooms were clean, restaurant food was excellent, and service was friendly."
United States
Jose
The price is ￥33,254
￥48,881 total
includes taxes & fees
Jan 12 - Jan 13
Amara Cay Resort
Outdoor pool, free cabanas
Sunset Inn

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1003)
Explore the Florida Keys from this waterfront hotel with free bikes. The outdoor pool creates a perfect oasis after visiting nearby Islamorada Brewery & Distillery. Friendly staff and complimentary parking enhance the relaxed island experience.
"Good beds, clean room close to Loreleis for sunset dinner. Easy location for Islamorada activities"
United States
Celeste
The price is ￥22,917
￥27,546 total
includes taxes & fees
Jan 8 - Jan 9
Sunset Inn
Exterior
Islander Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1007)
"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 ￥53,431
￥70,697 total
includes taxes & fees
Jan 11 - Jan 12
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.
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Great weekend hotel deals in Islamorada, FL

Showing deals for:Jan 16 - Jan 18

Image gallery for The Islands of Islamorada

2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

The Islands of Islamorada

4.0 star property
Islamorada
9.8/10Exceptional (70 reviews)
10% off
Price is ￥340,045
￥782,396 total
includes taxes & fees
The Islands of Islamorada
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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
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

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

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 flavors 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 snorkeling 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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Room was spotless. Great breakfast. Amazing view of the sunrise. "
Shankar B 1-night trip
Posted 2 days ago
Chesapeake Beach 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 ￥22,514 per night from Jan 6 to Jan 7
￥22,514
￥25,329 total
Jan 6 - Jan 7
includes taxes & fees
8.8/10 Excellent! (1,005 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 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 Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort and Hadley Resort and Marina. 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 Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort. 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 913 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 913 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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