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

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Check availability on Islamorada Romantic Hotels

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 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, (1,802 reviews)
"Nice beach walkable property Great breakfast made to order"
United States
kent brian
The price is ₹13,318
₹20,324 total
includes taxes & fees
3 Nov - 4 Nov
Chesapeake Beach Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

2. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,156 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 ₹22,030
₹31,726 total
includes taxes & fees
1 Nov - 2 Nov
Islander Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

3. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
The price is ₹15,221
₹19,795 total
includes taxes & fees
8 Nov - 9 Nov
La Jolla Resort
A bathroom with a large bathtub, a view of the sea, and a pier with boats.

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,487 reviews)
"Beautiful resort"
United States
Patricia
The price is ₹15,270
₹24,144 total
includes taxes & fees
1 Nov - 2 Nov
Cheeca Lodge & Spa
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

5. 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, (305 reviews)
"Great place to stay!"
United States
Liosbel
The price is ₹19,675
₹29,078 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.

6. 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 ₹21,765
₹31,429 total
includes taxes & fees
1 Nov - 2 Nov
Bayside Villas by Islander Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.

7. 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 ₹13,588
₹18,386 total
includes taxes & fees
15 Nov - 16 Nov
Hadley Resort and Marina
A beach with rows of sun loungers and palm trees.

8. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (277 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is ₹10,802
₹12,152 total
includes taxes & fees
1 Nov - 2 Nov
Ragged Edge Resort & Marina
Terrace/patio

9. 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 ₹10,972
₹16,630 total
includes taxes & fees
4 Nov - 5 Nov
Lime Tree Bay Resort
A beach with lounge chairs, palm trees, and a view of the water.

10. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (833 reviews)
"Excellent Stay!"
United States
Annette
The price is ₹14,829
₹18,819 total
includes taxes & fees
3 Nov - 4 Nov
Atlantic Bay Resort
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

11. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,196 reviews)
"cute nice place in an incredible spot. Will visit there again for sure."
United States
keith
The price is ₹8,574
₹9,646 total
includes taxes & fees
15 Nov - 16 Nov
Rock Reef Resort
Beach chairs and a thatched umbrella in a sunny outdoor area with a building in the background.

12. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (263 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 ₹10,848
₹13,544 total
includes taxes & fees
1 Nov - 2 Nov
Seafarer Key Largo
A balcony with a view of the sea, a beach, and a thatched hut.

13. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,002 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
The price is ₹11,537
₹12,979 total
includes taxes & fees
29 Nov - 30 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.

14. 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 ₹17,746
₹19,964 total
includes taxes & fees
1 Nov - 2 Nov
The Ocean View Inn & Pub
A bedroom with a wooden bed, a nightstand, a lamp, and a view of the outdoors through large windows.

15. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,002 reviews)
"Excellent location"
United States
kelly
The price is ₹7,763
₹9,801 total
includes taxes & fees
3 Nov - 4 Nov
Drift Hotel
A beach with a thatched-roof hut, lounge chairs, and a swimming area.

16. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,002 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
The price is ₹9,480
₹10,665 total
includes taxes & fees
22 Nov - 23 Nov
The Pelican Key Largo Cottages
An aerial view of a resort with a large pool, palm trees, and a beach.

17. 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 ₹24,973
₹33,330 total
includes taxes & fees
29 Nov - 30 Nov
Playa Largo Resort & Spa, Autograph Collection
A pool area with palm trees and a building with a white roof.

18. Bahia Bay Resort

Bahia Bay Resort
2.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (205 reviews)
"This is our best kept secret! We love it here! We have stayed multiple times and will be back!!"
United States
Patricia
The price is ₹31,006
₹34,882 total
includes taxes & fees
3 Nov - 4 Nov
Bahia Bay Resort
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

19. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (180 reviews)
"Had a very enjoyable stay at Hemingway House. The place was spotless! All staff were very friendly and helpful. Would highly recommend staying here!"
United States
Diane
The price is ₹11,879
₹26,717 total
includes taxes & fees
2 Nov - 3 Nov
Treasure Harbor
A covered outdoor area with a wooden deck, palm trees, and a view of the beach.

20. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (777 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is ₹6,563
₹12,306 total
includes taxes & fees
3 Nov - 4 Nov
Breezy Palms 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

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

8/10 Good
"We were disappointed in a few things, one being the comfort- the couch in our room was so uncomfortable we couldn’t sit for long at all- it was also dirty with stains- fir the cost if the room, spending some money on a new, comfortable couch with washable cushion covers wouldn’t be too much to ask- plus the resort outdoor furniture was very uncomfortable- the pieces were nice & pretty but could definitely use cushions- we used our bed pillows for our outdoor Adirondack chairs on our balcony. The other disappointment was that there were only 3 kayaks, one was broken and only one of the other two had a back- again, wouldn’t take much to have more available. The staff was wonderful though!!!"
Kelley 4-night trip
Posted 2 days ago
Fisher Inn Resort & Marina

Frequently asked questions

Searching for romantic hotels in Islamorada?
If you and your partner need some romantic time away, 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're interested in staying near a particular destination, you can sort by neighbourhood or distance to top landmarks, 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, take a look at these details about year-round temperatures 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 is there to do in Islamorada?
There's nothing better than experiencing 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, theatre scene and fishing. If you want to spend a day exploring, you might consider stopping 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 getaway go off without a hitch: 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 centre. If you'd like to venture out around the area, consider renting a car to explore more sights.

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