Find Romantic Hotels in Islamorada, FL

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Check availability on Islamorada Romantic Hotels

Compare Islamorada Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1075)
"Great place to stay!! "
The price is AED 737
AED 1,077 total
includes taxes & fees
21 May - 22 May
Cheeca Lodge & Spa

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1456)
"Perfect place to stay!"
The price is AED 625
AED 909 total
includes taxes & fees
29 May - 30 May
Chesapeake Beach Resort

Large Screened Porch, Professional Cleaning, Wifi

9.4 out of 10, Exceptional, (96)
"We greatly enjoyed our time at Sea Gulls. While the condo could use a little refresh, the location and amenities were perfect for our escape from the cold. We hope to return next year."
Large Screened Porch, Professional Cleaning, Wifi

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1195)
"Pretty property and attentive nice staff. "
The price is AED 780
AED 1,122 total
includes taxes & fees
18 May - 19 May
Amara Cay Resort

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (394)
"Absolutely beautiful and the staff was incredible. Would love to go back someday."
The price is AED 1,466
AED 1,814 total
includes taxes & fees
18 May - 19 May
Casa Morada

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Beautiful landscaping,clean resort & wonderful staff."
The price is AED 1,033
AED 1,394 total
includes taxes & fees
19 May - 20 May
Islander Resort

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1000)
"Always friendly and helpful staff. Private beach area is a major plus."
The price is AED 731
AED 951 total
includes taxes & fees
18 May - 19 May
Drop Anchor

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (990)
"Very cool place!"
The price is AED 804
AED 1,107 total
includes taxes & fees
20 May - 21 May
Pines & Palms Resort

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

3.5 star property
9.0 out of 10, Wonderful, (20)
"We loved the beautiful setting and convenient to places. Ver yclean and the bed was the most comfortable. "
The price is AED 933
AED 1,294 total
includes taxes & fees
1 Jun - 2 Jun
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1003)
"Very nice place for family vacation "
The price is AED 741
AED 1,077 total
includes taxes & fees
19 May - 20 May
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 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.
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 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.