Find Romantic Hotels in Islamorada, FL

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

Large Screened Porch, Professional Cleaning, Wifi
On the beach
Large Screened Porch, Professional Cleaning, Wifi
9.4 out of 10, Exceptional, 93 reviews
"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
Casa Morada
Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, 355 reviews
"Good quiet location in Islamorada - just the job"
The price is $291
$403 total
includes taxes & fees
Jun 3 - Jun 4
Casa Morada
Pines & Palms Resort
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, 958 reviews
"Amazing all around"
The price is $143
$208 total
includes taxes & fees
Jun 12 - Jun 13
Pines & Palms Resort
Cheeca Lodge & Spa
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, 1,008 reviews
"This hotel was like paradise. So beautiful "
The price is $249
$348 total
includes taxes & fees
Jun 4 - Jun 5
Cheeca Lodge & Spa
Chesapeake Beach Resort
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, 1,333 reviews
"We really enjoyed it, staff was very nice and property was nice and clean. It has 2 pools and beach access. We would definitely come back!"
The price is $259
$331 total
includes taxes & fees
Jun 3 - Jun 4
Chesapeake Beach Resort
Islander Resort
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, 1,005 reviews
"Everything amazing except a/c was not working and room was very hot, did not get good sleep due to this other than this problem, it was really nice"
The price is $207
$288 total
includes taxes & fees
Jun 9 - Jun 10
Islander Resort
Drop Anchor
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, 1,003 reviews
"I loved the coziness of this small resort. We were in town on business, but wanted to stay an extra night to enjoy the Keys. This was the perfect little get away."
The price is $153
$207 total
includes taxes & fees
Jun 2 - Jun 3
Drop Anchor
Islander Bayside Villas and Boatslips
Outdoor pool, pool umbrellas, sun loungers
Islander Bayside Villas and Boatslips
3.5 star property
9.0 out of 10, Wonderful, 337 reviews
"I recently had the pleasure of staying at this hotel and I must say, it was an exceptional experience from start to finish. The hotel itself is beautiful, with elegant decor and a warm, welcoming atmosphere. The service was impeccable; every staff member I encountered was friendly, professional, and went out of their way to ensure my stay was perfect. From the swift check-in process to the personalized attention throughout my stay, I felt truly valued as a guest. The room was spacious,...
The price is $244
$330 total
includes taxes & fees
Jun 13 - Jun 14
Islander Bayside Villas and Boatslips
Amara Cay Resort
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, 1,238 reviews
"They are under new management and have made some nice changes. Beach towels are now by the pool, metal water bottles are given at check in and water stations are available to refill them. Free shuttle service is offered within a range. We used it every night to take us to dinner. Lunch at the pool bar is very good."
The price is $284
$375 total
includes taxes & fees
Jun 4 - Jun 5
Amara Cay Resort
La Siesta Resort & Villas
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, 1,001 reviews
"Like the bracelets. Convenient way to get in and out of the room. Hassle free ordering food, checking in & out. Wish there were more indoor activities though, it was quite gloomy when we stayed so nothing much to do when in the hotel. But I love the peace & quiet. Very nice hotel. Overall, we loved our room, the staff and the hotel. "
The price is $239
$324 total
includes taxes & fees
Jul 1 - Jul 2
La Siesta Resort & Villas
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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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Islamorada Romantic Hotels information

 

Romantic Hotels in Islamorada

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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.
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 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

Drop Anchor

Drop Anchor

5/5 Excellent
"I loved the coziness of this small resort. We were in town on business, but wanted to stay an extra night to enjoy the Keys. This was the perfect little get away."
A verified traveler stayed at Drop Anchor
Posted 3 hours ago
Drop Anchor