Find hotels in Islamorada, FL from ¥11,300

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Compare 2,178 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1497)
"Excellent location on the ocean and everything was really perfect. will stay there again"
The price is ¥16,566
¥26,902 total
includes taxes & fees
Sep 16 - Sep 17
Chesapeake Beach Resort

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1158)
"amazing stay"
The price is ¥21,305
¥33,887 total
includes taxes & fees
Aug 28 - Aug 29
Cheeca Lodge & Spa

Amara Cay Resort

4.0 star property
9.0 out of 10, Wonderful, (1237)
"Always an amazing place to stay "
The price is ¥24,697
¥37,538 total
includes taxes & fees
Sep 1 - Sep 2
Amara Cay Resort

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1002)
"The resort is perfect!!"
The price is ¥29,388
¥42,981 total
includes taxes & fees
Sep 21 - Sep 22
Islander Resort

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

3.5 star property
9.0 out of 10, Wonderful, (63)
"Great resort, excellent staff and customer service, I'll definitely coming back "
The price is ¥27,353
¥40,526 total
includes taxes & fees
Aug 26 - Aug 27
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1008)
"perfect family hotel with a keys flare."
The price is ¥17,595
¥29,549 total
includes taxes & fees
Sep 10 - Sep 11
La Siesta Resort & Villas

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very Good, (1000)
"Beautiful water and attentive staff."
The price is ¥14,414
¥21,010 total
includes taxes & fees
Sep 14 - Sep 15
Fisher Inn Resort & Marina

Coconut Cove Resort and Marina

3.0 star property
7.6 out of 10, Good, (815)
"Staff were very nice and welcoming. Nice pool and view. Room was nice clean and comfortable. Definitely would stay again "
The price is ¥16,178
¥18,200 total
includes taxes & fees
Aug 25 - Aug 26
Coconut Cove Resort and Marina

Hadley Resort and Marina

3.5 star property
7.8 out of 10, Good, (1002)
"We stayed in the “Villas” on our 2nd stay and it was comfortable at a very affordable price. This is an older hotel and villa we had was clean and the furniture was in good condition. "
The price is ¥14,414
¥21,010 total
includes taxes & fees
Aug 24 - Aug 25
Hadley Resort and Marina

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1000)
"The motel, was affordable, clean, and safe."
The price is ¥15,083
¥18,621 total
includes taxes & fees
Aug 27 - Aug 28
Sunset Inn

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (513)
"Best kept secret, love staying here,!"
The price is ¥11,300
¥20,330 total
includes taxes & fees
Sep 15 - Sep 16
Breezy Palms Resort

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1002)
"The hotel is very quiet and that are we need for relax "
Drop Anchor

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1000)
"Clean, nice beach and pool area we had a great time. Highly recommend it."
Pines & Palms Resort

Ragged Edge Resort & Marina

2.5 star property
9.4 out of 10, Exceptional, (190)
"We enjoyed our stay very much and have already recommended this hotel to friends. Thanks for accommodating our check in and check out. "
Ragged Edge Resort & Marina

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is ¥80,817
¥99,020 total
includes taxes & fees
Sep 3 - Sep 4
The Islands of Islamorada

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"I love staying here! Old Florida charm and convenient to great restaurants!"
La Jolla Resort

Treasure Harbor

3.0 star property
8.8 out of 10, Excellent, (102)
"Unique House boat experience, friendly staff. "
The price is ¥13,224
¥35,542 total
includes taxes & fees
Sep 3 - Sep 4
Treasure Harbor

Matecumbe Resort

2.0 star property
8.8 out of 10, Excellent, (71)
"Rooms where clean, cool, and comfortable. I will visit again."
The price is ¥17,059
¥19,191 total
includes taxes & fees
Aug 24 - Aug 25
Matecumbe Resort

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1552)
"Great place to stay! Enjoyed our time there"
The price is ¥16,751
¥22,519 total
includes taxes & fees
Sep 3 - Sep 4
Bayside Inn Key Largo

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1010)
"It was a very quite and a relaxing stay."
Rock Reef 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.

Great weekend hotel deals in Islamorada, FL

Showing deals for:Sep 5 - Sep 7
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Check out family-friendly hotels in Islamorada

Resorts in Islamorada you'll enjoy

Hotels with an ocean view in Islamorada may fit your trip

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.

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

6 out of top 10 points of interest in this area

If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Anne's Beach are top sights worth seeing.

Venetian Shores

Venetian Shores might not have many top sights, but Islamorada County Park and Founders 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
Anne\'s Beach featuring a bridge

Anne's Beach

If a restful vacation is part of your travel plans, Anne's Beach might be the perfect place to seek out during your trip to Islamorada.

Florida Keys Brewing Co.
Florida Keys Brewing Co. showing signage

Florida Keys Brewing Co.

You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.

Learn more about Islamorada

This idyllic island community is one of the most luxurious in the Florida Keys and is a great destination for scuba diving and game fishing.

Islamorada featuring a beach and tropical scenes

Top Islamorada Hotel 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 Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal and Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 8.9.25. 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 Amara Cay Resort 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 Islander 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 Cheeca Lodge & Spa and Amara Cay Resort. 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 905 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 Islander Bayside Villas and Boatslips and Sands of Islamorada. 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. In Islamorada, there are 905 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. Landmarks like Matecumbe United Methodist Church and Hurricane Monument might be worth a visit. The seaside and sunsets highlight the natural beauty with places to discover including Islamorada County Park, Anne's Beach, and Fiesta Key. 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.