Find hotels in Islamorada, FL from ￥14,522

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Oct 17 - Oct 18
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Oct 18 - Oct 19
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Oct 17 - Oct 19
Next weekend
Oct 24 - Oct 26

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Compare 2,217 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5.0 star property
9.2 out of 10, Wonderful, (1232)
"Wonderful resort. Would stay again. Dinner was amazing. "
Kiera
The price is ￥20,886
￥33,641 total
includes taxes & fees
Oct 26 - Oct 27
Cheeca Lodge & Spa
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (1545)
"Wonderful property, breakfast was awesome "
Carl
The price is ￥17,678
￥28,340 total
includes taxes & fees
Oct 21 - Oct 22
Chesapeake Beach Resort
Exterior
Amara Cay Resort
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1259)
"Great hotel with a perfect location and friendly staff."
Amir
The price is ￥18,770
￥31,091 total
includes taxes & fees
Oct 21 - Oct 22
Amara Cay Resort
Exterior
Islander Resort
Islander Resort
4.0 star property
9.2 out of 10, Wonderful, (1014)
"Perfect resort for our week long honeymoon! Quiet, relaxing, plenty of activity options and great service all around. "
Chloe
The price is ￥31,930
￥46,064 total
includes taxes & fees
Oct 19 - Oct 20
Islander 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
9.0 out of 10, Wonderful, (97)
"Beautiful place to stay"
Jonathan
The price is ￥27,971
￥41,442 total
includes taxes & fees
Oct 21 - Oct 22
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior
Pines & Palms Resort
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (1003)
"Very nice place to stay "
Joan
Pines & Palms Resort
Outdoor pool, sun loungers
La Siesta Resort & Villas
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1006)
"Excellent stay with great amenities."
Maria
The price is ￥15,795
￥27,743 total
includes taxes & fees
Oct 28 - Oct 29
La Siesta Resort & Villas
Outdoor pool, free cabanas
Sunset Inn
Sunset Inn
3.0 star property
9.4 out of 10, Exceptional, (1006)
"Great place to stay!"
Heather
The price is ￥16,338
￥18,380 total
includes taxes & fees
Oct 26 - Oct 27
Sunset Inn
Exterior
Coconut Cove Resort and Marina
Coconut Cove Resort and Marina
3.0 star property
7.6 out of 10, Good, (824)
"Staff was very friendly and accommodating and the facility was clean and quiet."
Dolores
The price is ￥21,255
￥23,911 total
includes taxes & fees
Oct 19 - Oct 20
Coconut Cove Resort and Marina
Dock
Hadley Resort and Marina
Hadley Resort and Marina
3.5 star property
7.8 out of 10, Good, (1003)
"Loved the rooms very spacious. Ocean view was amazing very close to restaurants "
Andrea
The price is ￥15,417
￥22,248 total
includes taxes & fees
Oct 20 - Oct 21
Hadley Resort and Marina
Exterior
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 star property
8.0 out of 10, Very Good, (1007)
"Great experience, highly recommend staying at the Fisher Inn."
Eduardo
The price is ￥15,979
￥22,880 total
includes taxes & fees
Nov 2 - Nov 3
Fisher Inn Resort & Marina
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
Drop Anchor
3.0 star property
8.8 out of 10, Excellent, (1000)
"Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again. "
Dianna
The price is ￥25,256
￥33,672 total
includes taxes & fees
Oct 29 - Oct 30
Drop Anchor
Exterior
Breezy Palms Resort
Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (545)
"Spacious rooms and location was great for what we needed. "
Daniel
The price is ￥11,555
￥18,392 total
includes taxes & fees
Oct 23 - Oct 24
Breezy Palms Resort
Beach nearby, white sand, sun loungers, beach umbrellas
Casa Morada
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (410)
"The marina was clean and convenient."
Gil
Casa Morada
Private beach, fishing
La Jolla Resort
La Jolla Resort
2.5 star property
9.0 out of 10, Wonderful, (1006)
"The location is great..nice beach and dock area..room was very nice.. will definitely plan to return for a longer stay"
Ronnie
La Jolla Resort
Sundeck
Rock Reef Resort
Rock Reef Resort
2.5 star property
9.2 out of 10, Wonderful, (1039)
"Beautiful pool and beach areas "
John
Rock Reef Resort
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada
The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
Craig
The price is ￥82,643
￥101,257 total
includes taxes & fees
Oct 19 - Oct 20
The Islands of Islamorada
Terrace/patio
Bayside Inn Key Largo
Bayside Inn Key Largo
3.0 star property
8.6 out of 10, Excellent, (1585)
"The staff was so nice and I loved the little beach/ pool area!"
Cassandra
The price is ￥16,378
￥22,182 total
includes taxes & fees
Oct 19 - Oct 20
Bayside Inn Key Largo
Restaurant
Bayside Villas by Islander Resort
Bayside Villas by Islander Resort
3.5 star property
8.8 out of 10, Excellent, (391)
"Great place to stay"
Gregory
The price is ￥27,588
￥41,180 total
includes taxes & fees
Oct 26 - Oct 27
Bayside Villas by Islander Resort
Exterior
Ragged Edge Resort & Marina
Ragged Edge Resort & Marina
2.5 star property
9.4 out of 10, Exceptional, (194)
"We enjoyed our stay very much and have already recommended this hotel to friends. Thanks for accommodating our check in and check out. "
Angie
Ragged Edge Resort & Marina
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:Oct 24 - Oct 26

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 (66 reviews)
10% off
Price is ￥229,898
￥533,838 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 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 featuring a bridge

Anne's Beach

3.8/5 (228 reviews)
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.
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Islamorada_BudnMarysDiveCenter_6069243-0004

Bud n' Mary's Dive Center

4.4/5 (265 reviews)
Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this relaxing area.
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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 beach and tropical scenes

Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Love this place. Great beach/pool. Lovely room with great bathroom. Unbelievable view of the sunrise over the water from our balcony "
Vickie 4-night trip
Posted 3 days ago
Chesapeake Beach Resort

More cheap stays in Islamorada

Creekside Inn Islamorada

Creekside Inn Islamorada

90611 Old Highway, Tavernier, FL
The price is ￥26,693 per night from Oct 19 to Oct 20
￥26,693
￥30,029 total
Oct 19 - Oct 20
includes taxes & fees
7.8/10 Good! (1,007 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?
BeachFront Paradise/By The Glam Homes: This highly rated vacation home rental in Islamorada offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a microwave, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind. Other favorite homes for rent in Islamorada are Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage. and Oceanfront 165ft Beach-Dock-Pool-4K sq.ft 4 bed-5 bath - 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 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 903 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 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 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 903 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 Islamorada County Park, Anne's Beach, and Fiesta Key. 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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