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.

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
Aerial view
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (353)
"Loved this little quiet hidden property."
The price is AED 1,186
AED 1,587 total
includes taxes & fees
28 May - 29 May
Casa Morada
Aerial view
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (955)
"Beautiful place to get away with your family"
The price is AED 584
AED 817 total
includes taxes & fees
3 Jun - 4 Jun
Pines & Palms Resort
Pool
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1006)
"Rooms are very quiet. We had two small children and we were worried we would hear neighbors or we would bother them but you couldn’t hear anything in next room. Hotel was fully book3d "
The price is AED 1,172
AED 1,537 total
includes taxes & fees
27 May - 28 May
Cheeca Lodge & Spa
Beach
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1326)
"Great Place, very friendly staff and hosts. Free breakfast sin sunrise room was great. Clean rooms and pools and beaches. Cleaning services were prompt and good, Hotel was quiet and clean. But upon checkout we noticed a 40$ daily service charge per day for Resort Fees. A little surprised, because that was in addition to the hotel daily charge and Tax"
The price is AED 841
AED 1,093 total
includes taxes & fees
29 May - 30 May
Chesapeake Beach Resort
Pool
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1002)
"The property was amazing! We loved our stay. The only concern is that the pools need work. Lots of small tiles missing."
The price is AED 879
AED 1,169 total
includes taxes & fees
30 May - 31 May
Islander Resort
Exterior
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1002)
"The view and nice area to sit and watch. "
The price is AED 683
AED 881 total
includes taxes & fees
27 May - 28 May
Drop Anchor
Exterior
Islander Bayside Villas and Boatslips
3.5 star property
9.0 out of 10, Wonderful, (336)
"I have never encountered a staff so helpful and pleasant Thank you"
The price is AED 996
AED 1,298 total
includes taxes & fees
29 May - 30 May
Islander Bayside Villas and Boatslips
Outdoor pool
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1243)
"The layout is perfect. Very clean and spacious rooms"
The price is AED 1,141
AED 1,447 total
includes taxes & fees
12 Jun - 13 Jun
Amara Cay Resort
Surfing/boogie boarding
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1001)
"Beautiful property with amazing ocean views great pool area"
The price is AED 1,208
AED 1,562 total
includes taxes & fees
2 Jun - 3 Jun
La Siesta Resort & Villas
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See all available properties in Islamorada
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 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.

Recent reviews of Islamorada hotels
Expedia verified reviews

Casa Morada

Casa Morada

5/5 Excellent
"Loved this little quiet hidden property."
A verified traveler stayed at Casa Morada
Posted 2 days ago
Casa Morada