Islamorada Hotels

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Aug 16 - Aug 17
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Aug 17 - Aug 18
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Aug 22 - Aug 24
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Aug 29 - Aug 31

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Top 10 trending Islamorada hotels

Sunset Cove Beach Resort
Gazebo

Sunset Cove Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Perfect little getaway"
The price is P8,880
P9,990 total
includes taxes & fees
Aug 18 - Aug 19
Sunset Cove Beach Resort
Drift Hotel
On the beach, sun loungers, snorkeling, kayaking

Drift Hotel

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Nice place to stay. With affordable rates "
Drift Hotel
Seafarer Key Largo
Exterior

Seafarer Key Largo

2.0 star property
9.4 out of 10, Exceptional, (104)
"This is a great place to stay! The beach front area is beautiful and relaxing and the view is spectacular. The breakfast is also delicious. "
The price is P5,702
P7,217 total
includes taxes & fees
Aug 17 - Aug 18
Seafarer Key Largo
Rock Reef Resort
Sundeck

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great facility...laid back."
Rock Reef Resort
Kona Kai Resort and Gallery - Adults Only
Exterior

Kona Kai Resort and Gallery - Adults Only

2.5 star property
9.8 out of 10, Exceptional, (251)
"I truly enjoyed this resort. Extremely friendly staff, beautiful room and the view on the water is grwat"
Kona Kai Resort and Gallery - Adults Only
Bayside Inn Key Largo
Terrace/patio

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1548)
"Nice hotel for the price "
The price is P6,735
P9,004 total
includes taxes & fees
Sep 8 - Sep 9
Bayside Inn Key Largo
Chesapeake Beach Resort
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1495)
"Great place to stay, safe and quiet"
The price is P8,621
P12,910 total
includes taxes & fees
Aug 17 - Aug 18
Chesapeake Beach Resort
Ragged Edge Resort & Marina
Exterior

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
Creekside Inn Islamorada
Water view

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very Good, (1000)
"Loved staying here, amazing friendly staff, great location, would surely stay here again"
The price is P7,121
P8,012 total
includes taxes & fees
Aug 26 - Aug 27
Creekside Inn Islamorada
Islander Resort
Exterior

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1002)
" Great location, beautiful hotel!"
The price is P11,872
P17,209 total
includes taxes & fees
Sep 2 - Sep 3
Islander Resort
Cheeca Lodge & Spa
Private beach, sun loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1146)
"Been coming to the keys for 29 years, absolutely the best place we have ever stayed. Staff, rooms, food were second to none. "
The price is P9,075
P14,062 total
includes taxes & fees
Aug 17 - Aug 18
Cheeca Lodge & Spa
The Pelican Key Largo Cottages
Marina

The Pelican Key Largo Cottages

2.0 star property
8.8 out of 10, Excellent, (1000)
"Beautiful beachfront, gorgeous views, convenient snorkeling, delicious food, kind and helpful staff, we're already planning to come back "
The price is P5,540
P6,232 total
includes taxes & fees
Aug 27 - Aug 28
The Pelican Key Largo Cottages
Lime Tree Bay Resort
Exterior

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1089)
"Great place, beautiful apartment! "
Lime Tree Bay Resort
Drop Anchor
Beach/ocean view

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1001)
"Beautiful and quiet place!"
Drop Anchor
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Aerial view

Dove Creek Resort & Marina, Trademark Collection by Wyndham

3.0 star property
7.6 out of 10, Good, (1002)
"Loved staying in this hotel"
The price is P5,288
P7,759 total
includes taxes & fees
Aug 24 - Aug 25
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Bahia Bay Resort
Terrace/patio

Bahia Bay Resort

2.5 star property
8.8 out of 10, Excellent, (115)
"Nice place for relaxing and enjoy with family and friends..!"
Bahia Bay Resort
La Jolla Resort
Private beach, fishing

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!"
The price is P4,457
P6,620 total
includes taxes & fees
Sep 3 - Sep 4
La Jolla Resort
Coconut Bay Resort Key Largo
Outdoor pool, pool umbrellas, sun loungers

Coconut Bay Resort Key Largo

2.0 star property
9.4 out of 10, Exceptional, (186)
"This was a beautiful family owned property with a private beach! They served homemade scones and coffee every day from a little food truck right on the property. Great service, refreshing pool, and kayaks/paddleboards for fun adventures in the ocean. "
The price is P9,418
P10,595 total
includes taxes & fees
Sep 15 - Sep 16
Coconut Bay Resort Key Largo
Atlantic Bay Resort
Property grounds

Atlantic Bay Resort

3.0 star property
9.4 out of 10, Exceptional, (691)
"Great spot and a hidden gem!"
The price is P8,091
P10,244 total
includes taxes & fees
Sep 1 - Sep 2
Atlantic Bay Resort
Pines & Palms Resort
Exterior

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
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:Aug 29 - Aug 31

Image gallery for Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3 outdoor pools, a heated pool, pool umbrellas, sun loungers

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

3.5 star property
Islamorada
9.0/10Wonderful (57 reviews)
5% off
Price is P37,631
P92,247 total
includes taxes & fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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Where to stay in Islamorada

Find the best Islamorada areas and neighborhoods for the activities you enjoy most.
Islamorada showing a beach bar
Matecumbe map

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 map

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 map

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 map

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.

Near an Attraction

Robbie’s of Islamorada

Robbie’s of Islamorada

Explore the waterfront in Islamorada with a trip to Robbie’s of Islamorada.

See properties in Robbie’s of Islamorada
Islamorada Brewery & Distillery

Islamorada Brewery & Distillery

You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.

See properties in Islamorada Brewery & Distillery

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 which includes tropical scenes and a sandy beach

Top Islamorada Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Wonderful time. Will be back very soon. "
Collette 4-night trip
Posted 1 day ago
Cheeca Lodge & Spa

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.

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 place to stay for a couple going to Islamorada?

Cheeca Lodge & Spa is a favorite resort for couples, and features a full-service spa and a private beach. Other good choices for your romantic getaway include La Siesta Resort & Villas and Amara Cay Resort. See all romantic hotels 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.