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

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Check availability on Islamorada Romantic Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Islamorada romantic hotels

A beach with palm trees and lounge chairs.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,808 reviews)
"Great location"
United States
Dianne
The price is AED 521
AED 793 total
includes taxes & fees
3 Nov - 4 Nov
Chesapeake Beach Resort
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,489 reviews)
"Beautiful resort"
United States
Patricia
The price is AED 596
AED 939 total
includes taxes & fees
1 Nov - 2 Nov
Cheeca Lodge & Spa
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

3. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,154 reviews)
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
United States
DEBORAH
The price is AED 688
AED 1,042 total
includes taxes & fees
15 Nov - 16 Nov
Islander Resort
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

4. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,326 reviews)
"Pool side bar On the ocean Very clean and friendly"
United States
Ronald
The price is AED 617
AED 963 total
includes taxes & fees
15 Nov - 16 Nov
Amara Cay Resort
A bedroom with a wooden bed, a nightstand, a lamp, and a view of the outdoors through large windows.

5. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,006 reviews)
"Excellent location"
United States
kelly
The price is AED 300
AED 379 total
includes taxes & fees
29 Oct - 30 Oct
Drift Hotel
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

6. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,197 reviews)
"We loved the lagoon out back with free kayak use the room was nice with the extra large bed, microwave and refrigerator the staff was warm and friendly!"
United States
DONALD
The price is AED 306
AED 344 total
includes taxes & fees
28 Oct - 29 Oct
Rock Reef Resort
A beach with palm trees, a thatched-roof structure, and kayaks.

7. 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, (363 reviews)
"We will make this an annual trip. A great place. Thank you for making it a great stay"
United States
Billy
The price is AED 356
AED 504 total
includes taxes & fees
28 Oct - 29 Oct
Kona Kai Resort and Gallery - Adults Only
Terrace/patio

8. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,553 reviews)
"Very nice place the view and sunsets are amazing there is also a restaurant on the property that has great food and drinks we would definitely stay again"
United States
Christopher Michael
The price is AED 424
AED 643 total
includes taxes & fees
28 Oct - 29 Oct
Lime Tree Bay Resort
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

9. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,004 reviews)
"Very clean very quiet Close to nice restaurants and bars"
United States
Jose
The price is AED 512
AED 695 total
includes taxes & fees
28 Oct - 29 Oct
Fisher Inn Resort & Marina
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

10. 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, (300 reviews)
"Great place to stay!"
United States
Liosbel
The price is AED 879
AED 1,257 total
includes taxes & fees
2 Nov - 3 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio 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

Islander Resort

Islander Resort

10/10 Excellent
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
DEBORAH 3-night trip
Posted 6 hours ago
Islander Resort

Frequently asked questions

Searching for romantic hotels in Islamorada?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also love Islamorada for its top seafood restaurants, fishing, and beautiful ocean views. You might consider checking out some of the nearby sights and attractions such as Bud n' Mary's Dive Center, Robbie's of Islamorada, or Anne's Beach. If you'd like to stay close to a particular destination, you can sort by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Islamorada?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures 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.
What is there to do in Islamorada?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Islamorada. Couples looking for a little of everything will enjoy Islamorada for its opera houses, theater scene, and fishing. If you want to spend a day exploring, you might consider a stop at Bud n' Mary's Dive Center, Robbie's of Islamorada, or Anne's Beach.
What's the best way to get to Islamorada and around town during my romantic getaway?
This information about transportation options in Islamorada might help your romantic trip get off to a smooth start: Make your way to Islamorada with a flight to Marathon, FL (MTH-Florida Keys Marathon), which is the closest major airport located 30 mi (48.2 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.