Find Romantic Hotels in Islamorada, FL

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Pick from 19 Islamorada Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Cheeca Lodge & Spa
Pool
Cheeca Lodge & Spa
5.0 star property
9.0 out of 10, Wonderful, (1018)
"Spectacular resort. Been before, will return again. Fly into Key West and drive up."
The price is SAR 667
SAR 992 total
includes taxes & fees
1 Dec 2024 - 2 Dec 2024
Cheeca Lodge & Spa
Chesapeake Beach Resort
Beach
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1380)
"Es un hotel maravilloso de relax y para descansar en familia."
The price is SAR 567
SAR 849 total
includes taxes & fees
17 Nov 2024 - 18 Nov 2024
Chesapeake Beach Resort
Large Screened Porch, Professional Cleaning, Wifi
The Seagulls condo (front entrance)
Large Screened Porch, Professional Cleaning, Wifi
9.4 out of 10, Exceptional, (93)
"We very much enjoyed the condo. We had a beautiful view from our balcony which was very relaxing. The condo and grounds were very well kept. The kitchen was well stocked and the owner provided everything we needed. Jeanette responded immediately to our inquiry. We met some very lovely people during our stay and we are happy we chose the Seagull for our vacation."
Large Screened Porch, Professional Cleaning, Wifi
Amara Cay Resort
Outdoor pool
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1228)
"Loved it! We had a beautiful view of the water. The rooms were large and clean. I would recommend if staying in Islamorada. "
The price is SAR 631
SAR 945 total
includes taxes & fees
17 Nov 2024 - 18 Nov 2024
Amara Cay Resort
Casa Morada
Aerial view
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (369)
"Wonderful property."
The price is SAR 1,428
SAR 1,862 total
includes taxes & fees
17 Nov 2024 - 18 Nov 2024
Casa Morada
Islander Resort
Pool
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1015)
"Wonderful 2 day girls trip. Everything was amazing!"
The price is SAR 699
SAR 976 total
includes taxes & fees
1 Dec 2024 - 2 Dec 2024
Islander Resort
Drop Anchor
Exterior
Drop Anchor
3.0 star property
8.8 out of 10, Excellent, (1004)
"Is a beutifull place to relax ."
The price is SAR 1,153
SAR 1,402 total
includes taxes & fees
12 Nov 2024 - 13 Nov 2024
Drop Anchor
Pines & Palms Resort
Aerial view
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (974)
"Place was under heavy construction, when booking stay know one mentioned the whole resort is under reconstruction. Besides the construction the location was beautiful setting "
Pines & Palms Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Lobby lounge
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3.0 star property
8.0 out of 10, Very Good, (1006)
"The entire staff was very friendly "
The price is SAR 1,401
SAR 1,777 total
includes taxes & fees
18 Nov 2024 - 19 Nov 2024
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Siesta Resort & Villas
Surfing/boogie boarding
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1010)
"Loved my stay here and will definitely come back! My room had some things that need repaired or updated (like broken blinds and cracks/water damage on the wall under the windows) but barely noticeable really compared to how great everything else was! I had a bottom floor room with a sliding door that goes out to a seating area and ocean view! The ladies at the front desk were super friendly too! The only thing that irked me was on check-out day the cleaning lady was sitting outside my sliding...
The price is SAR 645
SAR 953 total
includes taxes & fees
12 Nov 2024 - 13 Nov 2024
La Siesta Resort & Villas
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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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 Everglades National Park, Bud n’ Mary’s Dive Center, or Islamorada County 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.
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 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 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.