Islamorada Hotels

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Aug 4 - Aug 5
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Top 10 trending Islamorada hotels

Chesapeake Beach Resort
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1490)
"The hotel is wonderful "
The price is P8,786
P13,156 total
includes taxes & fees
Aug 10 - Aug 11
Chesapeake Beach Resort
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1238)
"Great hotel a family room "
The price is P9,776
P14,859 total
includes taxes & fees
Sep 1 - Sep 2
Amara Cay 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, (1145)
"Great chill location. "
The price is P11,575
P16,948 total
includes taxes & fees
Aug 6 - Aug 7
Cheeca Lodge & Spa
Islander Resort
Exterior

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1015)
"Beautiful location loved the rooms and restaurants were excellent "
The price is P12,098
P17,536 total
includes taxes & fees
Aug 11 - Aug 12
Islander Resort
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
9.0 out of 10, Wonderful, (53)
"This place is a gem. It was beautiful and quiet. "
The price is P10,333
P15,485 total
includes taxes & fees
Aug 19 - Aug 20
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Siesta Resort & Villas
Outdoor pool, sun loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1004)
"Fantastic staff working there. Incredibly friendly and helpful. Very clean rooms and loved being able to take the water taxi to the 2 other resorts "
The price is P8,598
P13,534 total
includes taxes & fees
Sep 1 - Sep 2
La Siesta Resort & Villas
Fisher Inn Resort & Marina
Exterior

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very Good, (1006)
"For the price, it is great to spend a weekend and enjoy the Islamorada sandbar."
The price is P6,631
P9,357 total
includes taxes & fees
Aug 12 - Aug 13
Fisher Inn Resort & Marina
Coconut Cove Resort and Marina
Exterior

Coconut Cove Resort and Marina

3.0 star property
7.6 out of 10, Good, (811)
"Really liked the property and staff was very informative and kind. Also love the 24 hour pool access!"
The price is P8,323
P9,364 total
includes taxes & fees
Sep 2 - Sep 3
Coconut Cove Resort and Marina
Hadley Resort and Marina
Dock

Hadley Resort and Marina

3.5 star property
7.8 out of 10, Good, (1004)
"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 P6,491
P9,200 total
includes taxes & fees
Aug 19 - Aug 20
Hadley Resort and Marina
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (501)
"Best kept secret, love staying here,!"
The price is P4,974
P8,611 total
includes taxes & fees
Aug 19 - Aug 20
Breezy Palms Resort
Sunset Inn
Outdoor pool, free cabanas

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1000)
"The motel, was affordable, clean, and safe."
The price is P6,976
P8,502 total
includes taxes & fees
Aug 26 - Aug 27
Sunset Inn
Drop Anchor
Beach/ocean view

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1006)
"This was our second stay in a month. Great location, beautiful property on the water. We love it here and cant wait to go back."
Drop Anchor
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
9.8 out of 10, Exceptional, (65)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is P31,699
P38,868 total
includes taxes & fees
Aug 6 - Aug 7
The Islands of Islamorada
Matecumbe Resort
Private beach, white sand

Matecumbe Resort

2.0 star property
8.8 out of 10, Excellent, (65)
"Beautiful resort! All the amenities were great and it was centrally located."
The price is P8,666
P9,750 total
includes taxes & fees
Aug 11 - Aug 12
Matecumbe Resort
Pines & Palms Resort
Exterior

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1000)
"Wonderful stay. Amazing desk staff upon arrival. "
The price is P11,575
P16,228 total
includes taxes & fees
Aug 21 - Aug 22
Pines & Palms Resort
Bayside Inn Key Largo
Terrace/patio

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1549)
"Nice hotel for the price "
The price is P6,863
P9,175 total
includes taxes & fees
Aug 24 - Aug 25
Bayside Inn Key Largo
Ragged Edge Resort & Marina
Exterior

Ragged Edge Resort & Marina

2.5 star property
9.4 out of 10, Exceptional, (189)
"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
Treasure Harbor
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

3.0 star property
9.0 out of 10, Wonderful, (93)
"Unique House boat experience, friendly staff. "
The price is P5,234
P14,068 total
includes taxes & fees
Sep 2 - Sep 3
Treasure Harbor
Lime Tree Bay Resort
Exterior

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1091)
"It was a lovely property. Comfortable beds & clean."
Lime Tree Bay Resort
Casa Morada
Beach nearby, white sand, sun loungers, beach umbrellas

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (406)
"The marina was clean and convenient."
The price is P14,076
P17,419 total
includes taxes & fees
Aug 5 - Aug 6
Casa Morada
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 15 - Aug 17

Image gallery for Islander Bayside Villas and Boatslips

Restaurant

Islander Bayside Villas and Boatslips

3.5 star property
Islamorada
8.8/10Excellent (378 reviews)
10% off
Price is P25,964
P66,272 total
includes taxes & fees
Islander Bayside Villas and Boatslips
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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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"The room was a little hot but overall everything was good "
Adrian 2-night trip
Posted 6 hours ago
Chesapeake Beach Resort

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 about the best place to stay close to Bud n' Mary's Dive Center?

One of the top choices for your stay is Amara Cay Resort, located next to Bud n' Mary's Dive Center, and this 3.5-star hotel offers a private beach and 2 restaurants. La Siesta Resort & Marina and Pines & Palms Resort are a couple of other good and close options.

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.

What's the best boutique accommodation in Islamorada?

Amara Cay Resort is a favorite 3.5-star hotel with Expedia travelers looking for a stylish accommodation, featuring a private beach and 2 restaurants. Casa Morada and Drop Anchor are other boutique-style choices.

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 911 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 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 911 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, Founders Park, and Anne's Beach. 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.