Most Romantic Hotels in Islamorada

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Islamorada Romantic Hotels

Top Islamorada Romantic Hotels

Cheeca Lodge & Spa
Relax on the beach with lounge chairs, a shaded hut, and a long pier extending into the calm sea.

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1130)
"Great place "
The price is RM846
RM1,239 total
includes taxes & fees
6 Aug - 7 Aug
Cheeca Lodge & Spa
Chesapeake Beach Resort
Relax on the beach with a tranquil ocean view and comfortable sun loungers.

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1484)
"Super nice staff! Great place to stay! "
The price is RM1,043
RM1,412 total
includes taxes & fees
23 Jul - 24 Jul
Chesapeake Beach Resort
Amara Cay Resort
Relax in a serene outdoor seating area with Adirondack chairs around a central fire pit, surrounded by palm trees and ocean views.

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1231)
"Amazing stay"
The price is RM826
RM1,211 total
includes taxes & fees
10 Aug - 11 Aug
Amara Cay Resort
Casa Morada
Relax by the ocean with a tranquil view of the sunset from our poolside lounge chairs.

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (401)
"Charming hotel with beautiful views! "
The price is RM933
RM1,154 total
includes taxes & fees
23 Jul - 24 Jul
Casa Morada
Islander Resort
Relax in comfort on the beach with lounge chairs and enjoy the ocean views.

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1015)
"great place!"
The price is RM884
RM1,282 total
includes taxes & fees
4 Aug - 5 Aug
Islander Resort
Drop Anchor
Relax in a semi-circular seating area overlooking the beach, surrounded by palm trees and a thatched umbrella.

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1004)
"The property was a throw back to old motels, charming…"
The price is RM1,095
RM1,381 total
includes taxes & fees
11 Jul - 12 Jul
Drop Anchor
Pines & Palms Resort
Relax on the beach with a clear view of the ocean from a wooden pier, surrounded by palm trees and comfortable lounge chairs.

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1001)
"Great quiet spot!"
Pines & Palms Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Relax by the oceanfront pool surrounded by palm trees and lounge chairs.

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

3.5 star property
9.0 out of 10, Wonderful, (47)
"This place is a gem. It was beautiful and quiet. "
The price is RM1,225
RM1,661 total
includes taxes & fees
13 Jul - 14 Jul
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Siesta Resort & Villas
Relax by the uniquely shaped pool surrounded by palm trees and shaded by umbrellas.

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1000)
"Pool and bar area very nice and fun for our family "
The price is RM730
RM1,104 total
includes taxes & fees
15 Jul - 16 Jul
La Siesta Resort & Villas
Islander Bayside Villas and Boatslips
Restaurant

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (368)
"Excellent property. Clean, convenient and quiet."
The price is RM1,020
RM1,435 total
includes taxes & fees
10 Aug - 11 Aug
Islander Bayside Villas and Boatslips
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.

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 Everglades National Park, Bud n' Mary's Dive Center or Islamorada County Park. 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.
What's the best accommodation for a romantic getaway to Islamorada?
Cheeca Lodge & Spa is a favourite resort for couples, and features a full-service spa and a private beach. Other good options for your romantic getaway include La Siesta Resort & Villas and Amara Cay Resort.
How many romantic hotels will we be able to find in Islamorada?
Expedia has 5 romantic Islamorada hotels for you both to enjoy.
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 Everglades National Park, Bud n' Mary's Dive Center or Islamorada County Park.
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.