A beach with white lounge chairs, a covered pavilion, and palm trees.

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Check prices for these dates

Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

Our top choices for Islamorada resorts

Balcony

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,450 reviews)
"Excellent hotel to spend good time with friends and family, just amazing."
United States
RAIBEL
The price is 3.876.682 ₫
6.263.964 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Cheeca Lodge & Spa
View from room

2. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,317 reviews)
"amazing clean stay."
United States
MICHAEL
The price is 4.021.733 ₫
6.427.145 ₫ total
includes taxes & fees
24 Sept - 25 Sept
Amara Cay Resort
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

3. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,508 reviews)
"Location, amenities, staff was amazing, breakfast was incredible."
United States
milayda
The price is 2.791.445 ₫
4.311.186 ₫ total
includes taxes & fees
24 Sept - 25 Sept
Lime Tree Bay Resort
Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, laptop workspace, iron/ironing board

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (276 reviews)
"Beautiful place Great beds Lots of dining options"
Canada
Eslita
The price is 5.182.786 ₫
7.733.331 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Private beach, white sand

5. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (163 reviews)
"Worth the money."
United States
paul
The price is 3.231.436 ₫
3.635.366 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Matecumbe Resort
2 restaurants; breakfast, lunch and dinner served

6. 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, (1,190 reviews)
"Beautiful hotel"
United States
Milagros
The price is 6.165.746 ₫
8.370.836 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Exterior

7. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,009 reviews)
"Clean room excellent staff good location recommend"
United States
Tania
The price is 6.842.734 ₫
9.132.447 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Playa Largo Resort & Spa, Autograph Collection
3 outdoor pools, pool cabanas (surcharge), pool umbrellas

8. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.0 out of 10, Very good, (233 reviews)
"Amazing service. It was an unexpected experience."
United States
Gabriela
The price is 9.860.822 ₫
12.703.419 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Villas At Hawks Cay 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.
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Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"Very quiet and peaceful stay. Amazing water and beach views from the balcony."
Michelle 4-night trip
Posted 7 hours ago
Chesapeake Beach Resort

Find out more about Islamorada

Islamorada Resorts information

Number of reviews
2,861
Accommodation
9 Resorts
Lowest Price
3.635.366 ₫
Highest Price
12.703.419 ₫

Frequently asked questions

What can I expect from a resort holiday in Islamorada?
Longing for a relaxing getaway? Treat yourself to the comforts of a resort, where you can find everything you want for your trip—from convenient dining options to activities and entertainment. Choose from 25 resorts in Islamorada and discover the one that's best for you, whether you envision yourself sitting down to fine dining or heading to the spa for a deep-tissue massage.
How many resorts can I expect to find in Islamorada?
Choose from Expedia's 25 resort hotels in Islamorada, where you'll find a selection of great restaurants, beautiful guest rooms and more.
What can I do in Islamorada?
Travellers come to Islamorada to try fishing and other popular water activities, and also speak highly of the entertainment choices. Enjoy some time by the water at Anne's Beach, or discover the shopping possibilities at Rain Barrel Village. Additional attractions in the area include Bud n' Mary's Dive Center and Robbie's of Islamorada.
What's the seasonal weather in Islamorada?
The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.
What's the best way to get to and around Islamorada?
Fly into Marathon, FL (MTH-Florida Keys Marathon), which is located 30 mi (48.2 km) from the heart of the city. If you'd like to venture out around the area, you may want a rental car for your journey.