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

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Check availability on Islamorada Romantic Hotels

Our top choices for Islamorada romantic hotels

A beachfront hotel with multiple-story buildings, a pool, and palm trees.

1. The Islands of Islamorada

The Islands of Islamorada
5.0 star property
Matecumbe
9.6 out of 10, Exceptional, (83 reviews)
"We had an AMAZING stay! The staff was wonderful, providing excellent customer service and providing local recommendations for activities and dining. The property is pristine and gorgeous. My only critique would be a lack of on property food options. We will definitely be back."
United States
Catherine
The price is AED 2,360
AED 2,923 total
includes taxes & fees
18 Nov - 19 Nov
The Islands of Islamorada
A beach with palm trees and lounge chairs.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,812 reviews)
"Location is amazing make sure to book a balcony with a view"
United States
Olga Vasiliy
The price is AED 566
AED 843 total
includes taxes & fees
19 Nov - 20 Nov
Chesapeake Beach Resort
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, (1,165 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 658
AED 1,009 total
includes taxes & fees
15 Nov - 16 Nov
Islander Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

4. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
The price is AED 489
AED 653 total
includes taxes & fees
18 Nov - 19 Nov
La Jolla Resort
Exterior

5. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (467 reviews)
"Very helpful staff and great location"
United States
David
The price is AED 674
AED 800 total
includes taxes & fees
16 Nov - 17 Nov
Casa Morada
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

6. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,516 reviews)
"Clean room, friendly staff and food was good."
United States
Nicholas
The price is AED 666
AED 1,018 total
includes taxes & fees
15 Nov - 16 Nov
Cheeca Lodge & Spa
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

7. 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, (311 reviews)
"Great place to stay!"
United States
Liosbel
The price is AED 761
AED 1,125 total
includes taxes & fees
29 Nov - 30 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beachside lounge with a wooden deck, thatched roof, and tropical plants.

8. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (468 reviews)
"Had a blast in the keys! This property gave us every reason to stay on property! Fishing provided! Bait provided! Games, bikes, excellent staff and the vibes are worth every booking moment! Definitely coming back! FYI: we stay in the townhomes and still had access to all of the amenities! Book your stay! Let’s go!"
United States
Brian
The price is AED 1,008
AED 1,403 total
includes taxes & fees
17 Nov - 18 Nov
Bayside Villas by Islander Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.

9. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
"Can’t wait to stay again in the spring. Amazing property."
United States
Jason
The price is AED 493
AED 674 total
includes taxes & fees
29 Nov - 30 Nov
Hadley Resort and Marina
Three Adirondack chairs facing a sunset over a body of water.

10. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (279 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is AED 480
AED 540 total
includes taxes & fees
18 Nov - 19 Nov
Ragged Edge Resort & Marina
A wooden deck with white railings, outdoor seating, and a view of the sea with palm trees.

11. Coconut Palm Inn

Coconut Palm Inn
3.0 star property
Tavernier
9.6 out of 10, Exceptional, (561 reviews)
"Beautiful place hidden in Tavenier Great staff and the best sunset in the keys"
United States
ED
The price is AED 1,021
AED 1,294 total
includes taxes & fees
11 Nov - 12 Nov
Coconut Palm Inn
Terrace/patio

12. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,589 reviews)
"We stayed for 4 nights, place was great. Clean and relaxing."
United States
John
The price is AED 455
AED 677 total
includes taxes & fees
18 Nov - 19 Nov
Lime Tree Bay Resort
A beach with lounge chairs, palm trees, and a view of the water.

13. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (836 reviews)
"Excellent Stay!"
United States
Annette
The price is AED 547
AED 698 total
includes taxes & fees
1 Dec - 2 Dec
Atlantic Bay Resort
A covered outdoor area with a view of a beach and palm trees.

14. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,211 reviews)
"cute nice place in an incredible spot. Will visit there again for sure."
United States
keith
The price is AED 332
AED 373 total
includes taxes & fees
17 Nov - 18 Nov
Rock Reef Resort
A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.

15. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (268 reviews)
"This may be my favorite place I've stayed in the Keys! So quaint and the location and breakfast were amazing. We kayaked to the mangroves, ate at the wonderful restaurant across the street (Ballyhoos), and thoroughly enjoyed the beach area"
United States
Brittany
The price is AED 363
AED 459 total
includes taxes & fees
15 Nov - 16 Nov
Seafarer Key Largo
Room

16. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,004 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
The price is AED 446
AED 502 total
includes taxes & fees
11 Nov - 12 Nov
Sunset Cove Beach Resort
A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.

17. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (34 reviews)
"Very friendly staff"
United States
Maria
The price is AED 684
AED 770 total
includes taxes & fees
16 Nov - 17 Nov
The Ocean View Inn & Pub
A beach with palm trees, a dock, and a boat named "STYX".

18. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,011 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
The price is AED 367
AED 413 total
includes taxes & fees
30 Nov - 1 Dec
The Pelican Key Largo Cottages
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

19. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,007 reviews)
"Awesome location, and friendly staff. Recommended"
United States
Maurien
The price is AED 410
AED 503 total
includes taxes & fees
11 Nov - 12 Nov
Drift Hotel
An aerial view of a resort with a large pool, palm trees, and a beach.

20. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,002 reviews)
"Everything was amazing!!! Beautiful hotel and great location."
United States
Jorge
The price is AED 966
AED 1,289 total
includes taxes & fees
29 Nov - 30 Nov
Playa Largo Resort & Spa, Autograph Collection
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

8/10 Good
"Great hotel to relax right on the water no stress environment. Definitely be back"
Claire 2-night trip
Posted 4 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.