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, (1067)
"Beautiful property all around! Plenty of activities on property. Great food at the on property Atlantic's Edge Restaurant. Beautiful 'beach' but it's not especially sandy at all. Poor daily room refresh, may or may not complete the process. Leaky above counter sink, bugs in room (both dead and alive), glasses left on walkway outside our 3 floor room (a few got broken and broken glass left all over), vacuum cleaner left in elevator daily. Pizza box left for days on outside trash can by the...
The price is SAR 834
SAR 1,192 total
includes taxes & fees
12 May - 13 May
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, (1431)
"Excelent"
The price is SAR 784
SAR 1,093 total
includes taxes & fees
28 Apr - 29 Apr
Chesapeake Beach Resort
Large Screened Porch, Professional Cleaning, Wifi
On the beach

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
Exterior

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1194)
"Great access to the joint hotels by water taxi with access to all the resort entertainment and outdoor activities. We enjoyed kayaking and the pools every day. Downsides: very slow service at the bars and restaurants mainly because not enough workers. At the bar it was almost like they are doing you a favor serve you, picking and choosing who they want to serve first. The bathrooms have nice lights but toilets were badly maintained. "
The price is SAR 748
SAR 1,091 total
includes taxes & fees
4 May - 5 May
Amara Cay Resort
Casa Morada
Outdoor pool, pool umbrellas, sun loungers

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (390)
"Magical"
The price is SAR 1,261
SAR 1,560 total
includes taxes & fees
24 Apr - 25 Apr
Casa Morada
Islander Resort
Exterior

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Loved this property! I will definitely be back!"
The price is SAR 867
SAR 1,212 total
includes taxes & fees
22 May - 23 May
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, (1001)
"Really cute and quiet, rooms were clean and the premises are nice. It is not a beach location although is water front. "
The price is SAR 822
SAR 1,057 total
includes taxes & fees
5 May - 6 May
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, (987)
"Pines and Palms is a beautiful small resort that has been newly renovated. We stayed in the Queen cottage (#8) that is ADA compliant though we did not need these accommodations. There space is very clean, minimalistic and has everything you need. The kitchenette has a full size refrigerator. They provide coffee pods, dishwasher pods, paper towels and dishwasher soap. The property is small but beautifully maintained. We never had to jockey for a seat by the pool or in the lounges on the...
The price is SAR 934
SAR 1,258 total
includes taxes & fees
28 Apr - 29 Apr
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
9.2 out of 10, Wonderful, (20)
"We loved the hotel. Perfect weekend getaway with our dog. It really is pet friendly and everyone is super nice. Loved all the dinning options as well as the amount of different spaces to be at. Definitely will be coming back! "
The price is SAR 1,017
SAR 1,393 total
includes taxes & fees
27 Apr - 28 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)
"Great place"
The price is SAR 643
SAR 973 total
includes taxes & fees
21 May - 22 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, Bud n’ Mary’s Dive Center, or Founders Park. 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, Bud n’ Mary’s Dive Center, or Founders Park.
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.