Islamorada Hotels

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Top 10 trending Islamorada hotels

Chesapeake Beach Resort

3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1575)
"Great breakfast very well kept grounds"
United States
James
The price is P8,359
P12,726 total
includes taxes & fees
Nov 18 - Nov 19
Chesapeake Beach Resort

Cheeca Lodge & Spa

5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1270)
"It was absolutely beautiful and the staff was always super nice!"
United States
Mary
The price is P13,187
P18,822 total
includes taxes & fees
Nov 30 - Dec 1
Cheeca Lodge & Spa

Pines & Palms Resort

3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1000)
"Great staff and excellent customer service. Absolute beautiful place with great amenities."
Canada
Jesse
Pines & Palms Resort

Amara Cay Resort

4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1254)
"The rooms were clean, staff was friendly and helpful, food was delicious, the property was beautiful and loved how there was connections to the other resorts through van transportation or the Rum runner boat! Would definitely stay again! "
United States
Lucia
The price is P9,128
P14,190 total
includes taxes & fees
Nov 30 - Dec 1
Amara Cay Resort

Islander Resort

4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1005)
"The room and amenities were great and it was quiet.. just what we needed"
United States
Sandra
The price is P26,882
P34,228 total
includes taxes & fees
Nov 25 - Nov 26
Islander Resort

Coconut Cove Resort and Marina

3.0 star property
Islamorada
9.0 out of 10, Wonderful, (140)
"Really great facility, very relaxing "
United States
ken
The price is P8,451
P9,507 total
includes taxes & fees
Nov 18 - Nov 19
Coconut Cove Resort and Marina

La Siesta Resort & Villas

4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1002)
"Excellent stay with great amenities."
United States
Maria
The price is P8,730
P13,741 total
includes taxes & fees
Nov 30 - Dec 1
La Siesta Resort & Villas

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 P6,059
P8,743 total
includes taxes & fees
Dec 18 - Dec 19
Fisher Inn Resort & Marina

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

3.5 star property
Islamorada
9.0 out of 10, Wonderful, (109)
"Beautiful place to stay"
United States
Jonathan
The price is P13,001
P18,546 total
includes taxes & fees
Nov 20 - Nov 21
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Hadley Resort and Marina

3.5 star property
Matecumbe
7.8 out of 10, Good, (1003)
"The view from the dock was breathtaking and the staff was super nice and accommodating "
United States
Bethany
The price is P6,059
P8,743 total
includes taxes & fees
Nov 18 - Nov 19
Hadley Resort and Marina

Sunset Inn

3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1002)
"Great place to stay!"
United States
Heather
The price is P7,088
P8,639 total
includes taxes & fees
Nov 24 - Nov 25
Sunset Inn

Breezy Palms Resort

2.5 star property
Matecumbe
8.8 out of 10, Excellent, (567)
"Best hotel for the price"
United States
luzdari
The price is P3,894
P7,442 total
includes taxes & fees
Nov 18 - Nov 19
Breezy Palms Resort

Drop Anchor

3.0 star property
Islamorada
8.8 out of 10, Excellent, (1001)
"Beautiful property and the staff was amazing."
United States
John
The price is P16,796
P20,963 total
includes taxes & fees
Dec 17 - Dec 18
Drop Anchor

Casa Morada

3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (410)
"Really great stay, super romantic "
United States
Alexander
The price is P25,977
P32,147 total
includes taxes & fees
Nov 18 - Nov 19
Casa Morada

La Jolla Resort

2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1003)
"Great place to stay lovely staff Easy to find "
United Kingdom
diane
La Jolla Resort

Matecumbe Resort

2.0 star property
Matecumbe
8.8 out of 10, Excellent, (83)
"Safe covered parking and stocked kitchen"
United States
Bonnie
The price is P7,388
P8,311 total
includes taxes & fees
Nov 18 - Nov 19
Matecumbe Resort

Lime Tree Bay Resort

3.5 star property
Long Key
9.2 out of 10, Wonderful, (1091)
"Excellent stay! "
United States
Joshua
Lime Tree Bay Resort

Bayside Inn Key Largo

3.0 star property
Key Largo
8.6 out of 10, Excellent, (1606)
"Great location and helpful staff !"
United States
Nikki
The price is P7,618
P10,047 total
includes taxes & fees
Nov 20 - Nov 21
Bayside Inn Key Largo

The Pelican Key Largo Cottages

2.0 star property
Key Largo
8.8 out of 10, Excellent, (1002)
"Good value. Very friendly staff. Quick walk to snooks waterfront restaurant too "
Canada
Chris
The price is P6,187
P6,960 total
includes taxes & fees
Nov 18 - Nov 19
The Pelican Key Largo Cottages

Rock Reef Resort

2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1059)
"Everything clean, friendly staff"
United States
Arlene
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.
Showing deals for:Nov 28 - Nov 30
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Where to stay in Islamorada

Find the best Islamorada areas and neighborhoods for the activities you enjoy most.

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 Rain Barrel Village 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 Fiesta Key.

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 Sunset Inn and Islander Resort. See all available top hotels, or 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.
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?
Amara Cay Resort is a top dog-friendly resort, and offers 2 restaurants and a private beach for its human guests. Other good options for you and your pet include Chesapeake Beach Resort and Islander Resort. See more pet-friendly hotel accommodations in Islamorada.
What's the best place to stay near the beach in Islamorada?
Cheeca Lodge & Spa is a top resort located on the beach. Other good options to stay near the beach include Amara Cay Resort and Chesapeake Beach 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 908 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'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 908 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, 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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