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, (1062)
"Anna and the front desk staff were absolutely amazing! During my daughter and son in law (newlyweds ) stay they were treated like royalty! Service at the outside tiki bar was impeccable, second to none! Incredible stay for my daughter‘s one day honeymoon!! We will never forget our experience at Cheeca Lodge!! Absolutely lovely!!"
The price is AED 923
AED 1,286 total
includes taxes & fees
5 May - 6 May
Cheeca Lodge & Spa

Chesapeake Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1423)
"Absolutely heaven on Earth! Gorgeous grounds beautiful room. The property was beyond exceptional in everyday! "
The price is AED 760
AED 1,062 total
includes taxes & fees
10 Apr - 11 Apr
Chesapeake Beach Resort

Large Screened Porch, Professional Cleaning, Wifi

9.4 out of 10, Exceptional, (96)
"AMAZING! This condo has EVERYTHING that you are looking for in a short or extended stay! The property amenities are great and the balcony view is beautiful. The owner was extremely helpful with any questions we had and was very responsive. Will stay here again in the future. "
Large Screened Porch, Professional Cleaning, Wifi

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1192)
"it was very clean, food was delicious at both the pool bar & the restaurant. "
The price is AED 913
AED 1,271 total
includes taxes & fees
27 Apr - 28 Apr
Amara Cay Resort

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (388)
"The staff was tremendous"
The price is AED 1,086
AED 1,344 total
includes taxes & fees
10 Apr - 11 Apr
Casa Morada

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Had a great time. "
The price is AED 908
AED 1,253 total
includes taxes & fees
27 Apr - 28 Apr
Islander Resort

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1001)
"On the third night of our 3-night stay and wishing we could stay forever! We splurged on a direct ocean front room and it is worth every penny. This place is by no means fancy but it is old Florida at its finest: cozy, chill, unpretentious. Add in a heated pool and a drip (not pod!!) coffeemaker and all boxes have been checked. As with most of the upper keys there is no true walkout sandy beach but you can use the kayak ramp to get in an ocean swim. Note mucky bottom so mann up or wear swim...
The price is AED 829
AED 1,061 total
includes taxes & fees
10 Apr - 11 Apr
Drop Anchor

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (984)
"Absolutely perfect! We stayed in the 3 bedroom villa. Tremendous space and beautiful views of the ocean. All of the fun was literally outside our front door. It was very hard to leave. Highly recommended this place! "
The price is AED 878
AED 1,190 total
includes taxes & fees
10 Apr - 11 Apr
Pines & Palms Resort

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

3.5 star property
9.2 out of 10, Wonderful, (15)
"Love this new resort in my favorite place in Islamorada They have made it a first class experience! Highly recommend. "
The price is AED 1,058
AED 1,434 total
includes taxes & fees
5 May - 6 May
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1001)
"It was a beautiful relaxing stay"
The price is AED 703
AED 1,035 total
includes taxes & fees
30 Apr - 1 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, Florida Keys Brewing Co., or Bud n’ Mary’s Dive Center. 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, Florida Keys Brewing Co., or Bud n’ Mary’s Dive Center.
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.