Find Romantic Hotels in Islamorada, FL

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Islamorada Romantic Hotels

Next weekend
In two weeks

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, (1049)
"The best of the best. "
The price is AED 1,290
AED 1,699 total
includes taxes & fees
6 Apr - 7 Apr
Cheeca Lodge & Spa

Chesapeake Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1416)
"This property fit all of our needs. Our Villa was immaculately clean. All the staff was extremely accommodating and went out of their way to be polite and warming. The arrival champagne glass was so nice after our trip and the beach was great, the water was amazing. I will definitely book this resort when we come back down to the Keys and that won’t be long because we live in Florida. If you want to stay in Islamorada, you should absolutely put this place in your top 3. They serve drinks and has...
The price is AED 1,203
AED 1,560 total
includes taxes & fees
6 Apr - 7 Apr
Chesapeake Beach Resort

Large Screened Porch, Professional Cleaning, Wifi

9.6 out of 10, Exceptional, (95)
"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, (1216)
"Un lugar perfecto para descansar "
The price is AED 1,264
AED 1,666 total
includes taxes & fees
2 Apr - 3 Apr
Amara Cay Resort

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (387)
"The staff was tremendous"
The price is AED 1,273
AED 1,575 total
includes taxes & fees
23 Mar - 24 Mar
Casa Morada

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1005)
"The islander resort makes you feel welcome and pampered. There are two beautiful pools and plenty of beachside seating with a gorgeously perfect ocean view. I highly recommend this location for a relaxing getaway. "
The price is AED 1,137
AED 1,511 total
includes taxes & fees
6 Apr - 7 Apr
Islander Resort

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1002)
"Good location on the old highway, water pressure could use improvement."
The price is AED 950
AED 1,198 total
includes taxes & fees
27 Mar - 28 Mar
Drop Anchor

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (980)
"3/2025 appears new, very clean. "
The price is AED 1,172
AED 1,521 total
includes taxes & fees
23 Mar - 24 Mar
Pines & Palms Resort

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

3.5 star property
8.0 out of 10, Very Good, (1010)
"Nice clean many amentlities onsite minincat jet ski rentals and some free onsite non motorized rentals, islamorada pizza yum beach boats lots to do"
The price is AED 1,464
AED 1,891 total
includes taxes & fees
6 Apr - 7 Apr
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)
"Stunning property full of lush palms and lovely landscaping. Great amenities. Convenient shuttle around area. Great service from staff. Would go back again and again!"
The price is AED 1,099
AED 1,480 total
includes taxes & fees
30 Mar - 31 Mar
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.
Don't see what you're looking for?
See all available properties in Islamorada

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.