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
Private beach, sun loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1048)
"The best of the best. "
The price is SAR 1,317
SAR 1,735 total
includes taxes & fees
6 Apr - 7 Apr
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, (1414)
"Nice people, quiet resort."
The price is SAR 1,215
SAR 1,578 total
includes taxes & fees
2 Apr - 3 Apr
Chesapeake Beach Resort
Large Screened Porch, Professional Cleaning, Wifi
On the beach

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
Exterior

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1212)
"The hotel area is beautiful and smell so good. The room we stayed needs a upgrade. "
The price is SAR 1,179
SAR 1,575 total
includes taxes & fees
30 Mar - 31 Mar
Amara Cay Resort
Casa Morada
Outdoor pool, pool umbrellas, sun loungers

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (387)
"The staff was tremendous"
The price is SAR 1,300
SAR 1,743 total
includes taxes & fees
23 Mar - 24 Mar
Casa Morada
Islander Resort
Exterior

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Room was clean. Grounds really pretty"
The price is SAR 1,185
SAR 1,570 total
includes taxes & fees
9 Apr - 10 Apr
Islander Resort
Drop Anchor
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1000)
"Good location on the old highway, water pressure could use improvement."
The price is SAR 1,524
SAR 1,846 total
includes taxes & fees
2 Apr - 3 Apr
Drop Anchor
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, (979)
"3/2025 appears new, very clean. "
The price is SAR 1,271
SAR 1,637 total
includes taxes & fees
30 Mar - 31 Mar
Pines & Palms Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3 outdoor pools, a heated pool, pool umbrellas, sun loungers

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

3.5 star property
8.0 out of 10, Very Good, (1009)
"Unique location !"
The price is SAR 1,495
SAR 1,931 total
includes taxes & fees
6 Apr - 7 Apr
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Siesta Resort & Villas
Outdoor pool, sun loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1000)
"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 SAR 1,122
SAR 1,512 total
includes taxes & fees
31 Mar - 1 Apr
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.