Find hotels in Islamorada, FL from ¥20,556

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Our top choices for Islamorada hotels

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,292 reviews)
"Had a great time, this location was wonderful"
United States
John
The price is ¥20,576
¥30,315 total
includes taxes & fees
Jun 28 - Jun 29
Lime Tree Bay Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,736 reviews)
"Very attentive service great breakfast and beautiful room."
United States
Patrick
The price is ¥29,797
¥42,502 total
includes taxes & fees
Jun 9 - Jun 10
Chesapeake Beach Resort

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,002 reviews)
"Fun place lots to do."
United States
James
The price is ¥31,148
¥36,837 total
includes taxes & fees
Jun 25 - Jun 26
Drift Hotel

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,141 reviews)
"Nice relaxing resort"
United States
Benjamin jacob
The price is ¥25,734
¥28,951 total
includes taxes & fees
Jun 28 - Jun 29
Rock Reef Resort

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location, clean comfortable and very cute grounds!"
United States
Virginia
The price is ¥24,654
¥27,736 total
includes taxes & fees
Jun 25 - Jun 26
Sunset Cove Beach Resort

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,006 reviews)
"Great place, clean room and great location."
United States
Gary
The price is ¥18,272
¥20,556 total
includes taxes & fees
Jun 28 - Jun 29
The Pelican Key Largo Cottages

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,749 reviews)
"Clean, friendly staff, great price"
United States
joseph
The price is ¥21,864
¥28,588 total
includes taxes & fees
Jun 24 - Jun 25
Bayside Inn Key Largo

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,009 reviews)
"Great view and beach area. Great location."
United States
Wendy
The price is ¥22,792
¥30,837 total
includes taxes & fees
Jun 16 - Jun 17
Fisher Inn Resort & Marina

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.8 out of 10, Good, (1,004 reviews)
"My stay was super nice the place is very quiet and peaceful I spend a good time with my family"
United States
Rolando
The price is ¥21,409
¥29,148 total
includes taxes & fees
Jun 7 - Jun 8
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,023 reviews)
"The resort is truly a tropical paradise."
United States
TAXAID
The price is ¥33,862
¥48,846 total
includes taxes & fees
Jun 8 - Jun 9
Islander Resort

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,287 reviews)
"Good place to stay, very friendly staff and great breakfast!"
United Kingdom
Christos
The price is ¥43,018
¥60,071 total
includes taxes & fees
Jun 7 - Jun 8
Amara Cay Resort

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,010 reviews)
"Great place to stay. Staff very friendly and professional. Rooms super clean and great parking."
United States
Carlos
The price is ¥24,139
¥27,157 total
includes taxes & fees
Jun 16 - Jun 17
Creekside Inn

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,079 reviews)
"The room was very clean, the staff was very friendly. We would stay again"
United States
Cheryll
The price is ¥46,372
¥60,971 total
includes taxes & fees
Jun 16 - Jun 17
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Bahia Bay Resort

Bahia Bay Resort
2.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (175 reviews)
"Amazing stay! Im so happy we found this cute romantic little spot"
United States
Laura
The price is ¥26,020
¥29,273 total
includes taxes & fees
Jun 5 - Jun 6
Bahia Bay Resort

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (191 reviews)
"Perfect spot- laid back, relaxing, and well maintained. Staff extremely friendly and helpful. Would definitely stay again."
United States
Becky
The price is ¥22,038
¥27,038 total
includes taxes & fees
Jun 29 - Jun 30
Seafarer Key Largo

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,313 reviews)
"great place to be"
United States
oswaldo j
The price is ¥43,297
¥60,384 total
includes taxes & fees
Jun 18 - Jun 19
Cheeca Lodge & Spa

Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (323 reviews)
"Love this spot"
United States
Lorraine
The price is ¥27,092
¥34,959 total
includes taxes & fees
Jun 10 - Jun 11
Kona Kai Resort and Gallery - Adults Only

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1,005 reviews)
"Can recommend the location, good breakfast, nice restaurants"
Germany
Hanspeter
The price is ¥63,700
¥80,464 total
includes taxes & fees
Jun 7 - Jun 8
Playa Largo Resort & Spa, Autograph Collection

Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (777 reviews)
"Cute place very clean and lovely staff."
Canada
Juanita
The price is ¥28,967
¥35,781 total
includes taxes & fees
Jun 4 - Jun 5
Atlantic Bay Resort

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,005 reviews)
"Our room was comfortable and clean. The grounds and pool were really nice. The entire staff were awesome. It was really cool having the kayaks on the property. We had a great stay."
United States
ronald
The price is ¥27,496
¥36,507 total
includes taxes & fees
Jun 10 - Jun 11
Drop Anchor
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.

Vacation Rentals in 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

Matecumbe

Matecumbe captures the essence of the Florida Keys with its laid-back charm and coastal beauty. Anne's Beach and Sunset Drive Beach offer pristine shorelines perfect for relaxing or swimming. Visitors can explore marine life at Bud n' Mary's Dive Center or feed tarpon at Robbie's of Islamorada. This resort community balances tourism with authentic Keys lifestyle. Florida Keys Brewing Co. provides local craft beers after a day of snorkeling crystal-clear waters. The Hurricane Monument and MoradaWay Arts District showcase the area's rich history and creative spirit. Waterfront paths offer stunning views of both Atlantic Ocean and Florida Bay.

Lower Matecumbe Beach

Lower Matecumbe Beach offers a serene Florida Keys escape where powder-soft sand meets crystal-clear turquoise waters. The pristine Atlantic shoreline invites visitors to unwind while scenic overlooks provide spectacular coastal vistas. Sunset Drive Beach and Anne's Beach showcase the area's natural beauty. This tranquil neighborhood balances tourism with authentic Keys living. Waterfront seafood restaurants serve fresh catches while boutique shops sell tropical souvenirs. Luxury resorts and intimate bed-and-breakfasts provide comfortable bases for exploring nearby mangrove preserves by kayak or snorkeling the calm, shallow waters.

Venetian Shores

Venetian Shores in Islamorada offers a luxurious waterfront escape with direct access to the Atlantic Ocean and Florida Bay. Private canal-front properties feature personal docks where you can launch your boat for a day of fishing or island exploration. This upscale residential area provides the perfect base for travelers seeking exclusive waterfront vacation rentals. The peaceful neighborhood streets lead to high-end homes with private pools and tropical landscaping. Though lacking shops or restaurants within its boundaries, Venetian Shores sits just minutes from Founders Park and local attractions like the History of Diving Museum. Water activities dominate the experience in this serene Keys community.

Seabreeze Trailer Park

This affordable Keys hideaway puts you right on the beautiful shores of Islamorada. Seabreeze Trailer Park offers a laid-back alternative to pricey resorts while still delivering stunning ocean views. Fish, swim, or snorkel just steps from your door. The nearby Founders Park and Florida Keys Dive Center provide plenty of outdoor recreation options. Windley Key Fossil Reef Geological State Park offers fascinating natural history just a short drive away. Palm-lined paths and gentle waves create the perfect backdrop for authentic Florida Keys living.

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.

Top Islamorada Hotel Reviews

More cheap stays in Islamorada

Frequently asked questions

Where is the best place for a stay in Islamorada?
Based on our traveler data, Chesapeake Beach Resort is one of the top choices for your stay. This hotel offers a marina and 2 outdoor pools. Other good choices for your stay include Cheeca Lodge & Spa and Islander Resort. See all available top hotels, or vacation rentals in Islamorada.
What are some of the best vacation home rentals in Islamorada?
Next available - August 2026 - Oceanfront - Heated Pool - Dock: This highly rated vacation home rental in Islamorada is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a rooftop terrace, a private yard, and a selection of games so you can immerse yourself in your vacation. Another good choice for your trip to Islamorada is Bungalow #4 - 2 Bed/1 Bath & Pool in 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 Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort and Fisher Inn Resort & Marina. 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 Islander Resort and Amara Cay 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?
Cheeca Lodge & Spa is a top resort located on the beach. Other good options to stay near the beach include Chesapeake Beach Resort and Islander 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 885 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. A top sight in the city is Everglades National Park. In Islamorada, there are 885 hotels and other accommodations to choose from. Find out more about Islamorada.
What is there to see in Islamorada?
The seaside and sunsets highlight the natural beauty with places to discover including Everglades National 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. A couple of additional sights to add to your agenda are Fiesta Key and Islamorada Brewery & Distillery. 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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