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

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Check availability on Islamorada Romantic Hotels

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Islamorada romantic hotels

A beach with palm trees and lounge chairs.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Richard
AED 555
AED 831 total
includes taxes & fees
13 Oct - 14 Oct
Chesapeake Beach Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.
A beachfront property with a white building, a balcony with a white railing, and palm trees.
A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

2. La Jolla Resort

La Jolla Resort
Matecumbe
United States
Brett
AED 383
AED 534 total
includes taxes & fees
18 Oct - 19 Oct
La Jolla Resort
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A tropical resort with a swimming pool, palm trees, and a waterfall.
A bar area with a thatched roof, wooden chairs, and a view of the ocean.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Morgan
AED 614
AED 959 total
includes taxes & fees
21 Oct - 22 Oct
Cheeca Lodge & Spa
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.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.
A beach with palm trees, a dock, and lounge chairs.

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Danielle
AED 477
AED 805 total
includes taxes & fees
20 Oct - 21 Oct
Amara Cay Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A bar area with a wooden counter, bar stools, and potted plants.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.
A wooden pier leading to a beach with palm trees and a row of beach huts.

5. Islander Resort

Islander Resort
Matecumbe
United States
Steven
AED 882
AED 1,261 total
includes taxes & fees
18 Oct - 19 Oct
Islander Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.
A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.
A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.

6. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
Gavin
AED 376
AED 481 total
includes taxes & fees
21 Oct - 22 Oct
Breezy Palms Resort
A beach with rows of sun loungers and palm trees.
A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.
Three Adirondack chairs facing a sunset over a body of water.
A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.

7. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
United States
Nathalie
AED 487
AED 548 total
includes taxes & fees
18 Oct - 19 Oct
Ragged Edge Resort & Marina
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.
A pool area with a view of the ocean, surrounded by palm trees and a clear sky.
A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.
A beach with palm trees, lounge chairs, and a view of the ocean.

8. Rock Reef Resort

Rock Reef Resort
Rock Harbor
United States
Tia
AED 280
AED 315 total
includes taxes & fees
25 Oct - 26 Oct
Rock Reef Resort
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.
A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.
A resort with thatched-roof structures, palm trees, and a sandy beach area.
A beach with palm trees, a thatched-roof hut, and lounge chairs.

9. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Hailey Ritch and Patrick
AED 547
AED 616 total
includes taxes & fees
26 Oct - 27 Oct
Coconut Cove Resort and Marina
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.
A tree with string lights, a wooden bench, and a building in the background.
A modern living room with a sofa, a glass coffee table, a TV, and a sliding door leading to a bedroom.
A modern living room with a dark brown sofa, a coffee table, and a blue lamp. There is a kitchen area with a microwave and a coffee machine. A painting of a beach scene is on the wall.

10. Drift Hotel

Drift Hotel
Key Largo
United States
kelly
AED 358
AED 444 total
includes taxes & fees
21 Oct - 22 Oct
Drift Hotel
View all properties

Top Islamorada Hotel Reviews

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"This was a lovely hotel in a good location. Rooms were clean the staff was lovely! The only thing I would say was the water pressure wasn’t great and not very hot either. Breakfast was good."
Kristy 3-night trip
Posted 1 day ago
Fisher Inn Resort & Marina
Drop Anchor

Drop Anchor

10/10 Excellent
"Very clean property. Rooms well maintained and quiet."
Kelly 4-night trip
Posted 3 days ago
Drop Anchor
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Very clean resort. The pool was fabulous. The tiki bar was great. Stall friendly and helpful. Truly enjoyed my stay!"
Maureen 2-night trip
Posted 4 days ago
Amara Cay Resort
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Amazing gym, really cool pool with waterfall, beautiful view of the sunrise on a small beach. Overall was super nice."
Heidi 2-night trip
Posted 6 days ago
Coconut Cove Resort and Marina

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.