Romantic Hotels in Islamorada, Florida

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Check availability on Islamorada Romantic Hotels

Tonight
Jul 27 - Jul 28
Tomorrow
Jul 28 - Jul 29
Next weekend
Aug 1 - Aug 3
In two weeks
Aug 8 - Aug 10

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, (1142)
"Great chill location. "
The price is P11,369
P16,646 total
includes taxes & fees
Jul 30 - Jul 31
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, (1492)
"Super nice staff! Great place to stay! "
The price is P10,800
P15,364 total
includes taxes & fees
Aug 4 - Aug 5
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, (1245)
"Amazing stay"
The price is P9,988
P15,029 total
includes taxes & fees
Aug 10 - Aug 11
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, (405)
"Charming hotel with beautiful views! "
The price is P13,825
P17,109 total
includes taxes & fees
Jul 29 - Jul 30
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, (1022)
"Beautiful location loved the rooms and restaurants were excellent "
The price is P11,883
P17,225 total
includes taxes & fees
Aug 11 - Aug 12
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, (1002)
"This was our second stay in a month. Great location, beautiful property on the water. We love it here and cant wait to go back."
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, (1002)
"Clean, nice beach and pool area we had a great time. Highly recommend it."
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, (51)
"This place is a gem. It was beautiful and quiet. "
The price is P10,149
P15,210 total
includes taxes & fees
Aug 19 - Aug 20
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, (1008)
"We really enjoyed our stay. The staff was very nice, the grounds were kept clean. Our house was perfect. Will definitely be back!"
The price is P9,216
P14,161 total
includes taxes & fees
Aug 10 - Aug 11
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, (374)
"The villas were nice and relaxing but the association with the islander resort made to stay great. "
The price is P12,340
P17,739 total
includes taxes & fees
Aug 10 - Aug 11
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.

Top Islamorada Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Amazing. Truly nothing else compares. Staff is incredible. "
Katrina 1-night trip
Posted 1 day 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, Islamorada County Park, or Founders Park. 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.
What's the best accommodation for couples in Islamorada?
Cheeca Lodge & Spa is a favorite resort for couples, and features a full-service spa and a private beach. Other good options for a romantic stay include La Siesta Resort & Villas and Amara Cay Resort.
How many romantic hotels are there 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, 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, Islamorada County Park, or Founders 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 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.