Find Romantic Hotels in Islamorada, FL

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Compare Islamorada Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Cheeca Lodge & Spa
Pool

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1011)
"Quick relaxing getaway before the holidays. The only complaint I would have is the coffee in the rooms was not the best and there was no coffee in the lobby so you had no choice but to go to the restaurant for coffees which was inconvenient. Otherwise, the food was amazing and the coffee at the restaurant was great."
The price is SAR 977
SAR 1,352 total
includes taxes & fees
8 Jan - 9 January 2025
Cheeca Lodge & Spa
Chesapeake Beach Resort
Beach

Chesapeake Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1391)
"Rooms were very clean and big. Our room faced the ocean which was the best thing. Nice and calm atmosphere with easy access to area amenities. There can be more in-resort amenities. Staff could be more welcoming and friendly. The person at the front desk and the breakfast area were very rude. Will be nice if they can be more cordial and nice. "
The price is SAR 853
SAR 1,147 total
includes taxes & fees
20 Jan - 21 January 2025
Chesapeake Beach Resort
Large Screened Porch, Professional Cleaning, Wifi
The Seagulls condo (front entrance)

Large Screened Porch, Professional Cleaning, Wifi

9.4 out of 10, Exceptional, (93)
"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
Amara Cay Resort
Outdoor pool

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1222)
"Location "
The price is SAR 939
SAR 1,306 total
includes taxes & fees
6 Jan - 7 January 2025
Amara Cay Resort
Casa Morada
Aerial view

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (372)
"Staff very friendly and helpful. Beautiful grounds and very private. A great place to relax and unwind. "
Casa Morada
Islander Resort
Exterior

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Amazing property! Great service, food & drinks! A lot of workers on site so a bit noisy this weekend It’s going to be spectacular once they finish. "
The price is SAR 1,018
SAR 1,382 total
includes taxes & fees
20 Jan - 21 January 2025
Islander Resort
Drop Anchor
Exterior

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1007)
"This place had an amazing view and sunrise will most definitely me back to this place "
The price is SAR 517
SAR 713 total
includes taxes & fees
8 Jan - 9 January 2025
Drop Anchor
Pines & Palms Resort
Aerial view

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (974)
"Place was under heavy construction, when booking stay know one mentioned the whole resort is under reconstruction. Besides the construction the location was beautiful setting "
The price is SAR 822
SAR 1,115 total
includes taxes & fees
12 Jan - 13 January 2025
Pines & Palms Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior

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

3.5 star property
8.0 out of 10, Very Good, (1010)
"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 SAR 1,457
SAR 1,888 total
includes taxes & fees
13 Jan - 14 January 2025
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Siesta Resort & Villas
Surfing/boogie boarding

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1006)
"Every staff member was kind and helpful. Rooms and grounds are well kept and clean. "
The price is SAR 898
SAR 1,260 total
includes taxes & fees
5 Jan - 6 January 2025
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.