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, (1033)
"Nice property with a few hinges to do. Beach is poor and not swim able. Pools were pretty good and they had multiple ones."
The price is AED 1,195
AED 1,593 total
includes taxes & fees
23 Feb - 24 Feb
Cheeca Lodge & Spa

Chesapeake Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1407)
"Modern, great views, quiet "
The price is AED 1,554
AED 1,954 total
includes taxes & fees
2 Mar - 3 Mar
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, (1213)
"We really enjoyed our stay at Amara Cay Resort. Wonderful staff, very helpful and knowledgeable. Gorgeous location on the Atlantic side of Islamorada. Beautiful pool area and tiki bar. "
The price is AED 1,138
AED 1,524 total
includes taxes & fees
23 Feb - 24 Feb
Amara Cay Resort

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (384)
"We stayed in the ocean front Shangri-La room. Beautiful views and the most comfortable bed of our trip. Enjoyed lounging on the island. Our room only had a bathtub, no shower, which was unexpected but we made due. Lovely manicured grounds. Nice continental breakfast."
The price is AED 1,587
AED 2,061 total
includes taxes & fees
26 Feb - 27 Feb
Casa Morada

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1010)
"The staff and service were great. Highly recommend this resort. Great location!"
The price is AED 871
AED 1,211 total
includes taxes & fees
23 Feb - 24 Feb
Islander Resort

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1004)
"Wonderful ocean front spot! Clean, comfortable bed and linens, great balcony and view, friendly staff! Loved the paddle boards and heated pool. Grounds have hammocks, games and loungers on the beach. Incredible sunrise and sunset, good location and easy to access. Can’t wait to stay again! "
The price is AED 1,066
AED 1,328 total
includes taxes & fees
20 Feb - 21 Feb
Drop Anchor

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (977)
"Staff was friendly"
The price is AED 1,466
AED 1,934 total
includes taxes & fees
17 Feb - 18 Feb
Pines & Palms Resort

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

3.5 star property
8.0 out of 10, Very Good, (1008)
"Was great for a resort. Onsite restaurants have great food and amazing views. Contstant piped in music (all throughout the resort— on the beaches, the pools, the walkways, etc) was a downside but they might be par for the course on a resort. Biggest downside was that there is no hot tub on the premises. This might change as some of the resort is still under construction. Biggest upside is the amazing views and the wonderful staff. Everyone was not only polite, but helpful, and friendly. "
The price is AED 1,870
AED 2,347 total
includes taxes & fees
23 Feb - 24 Feb
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1005)
"There were 3 people.Huge suite room, partial ocean view, quiet place and close to restaurants. Shuttle bus is a plus. Nice place to stay! We will definitely come back."
The price is AED 934
AED 1,295 total
includes taxes & fees
23 Feb - 24 Feb
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, Windley Key Fossil Reef Geological State Park, 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, Windley Key Fossil Reef Geological State Park, 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.