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, (1056)
"High end 5 star relaxation"
The price is SAR 1,017
SAR 1,398 total
includes taxes & fees
27 Apr - 28 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, (1425)
"Great place with a great staff. "
The price is SAR 972
SAR 1,304 total
includes taxes & fees
6 Apr - 7 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, (1215)
"Really quiet spot in the beautiful Florida Keys. Food was amazing and wonderful service. "
The price is SAR 1,038
SAR 1,417 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, (388)
"Very friendly and accommodating staff. Room was right near the waterfront. Great location and grounds. Loved everything."
The price is SAR 1,300
SAR 1,609 total
includes taxes & fees
10 Apr - 11 Apr
Casa Morada
Islander Resort
Exterior

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1008)
"Great hotel, lovely staff. Rooms a little tired now, but overall a great experience. "
The price is SAR 927
SAR 1,280 total
includes taxes & fees
27 Apr - 28 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, (1005)
"On the third night of our 3-night stay and wishing we could stay forever! We splurged on a direct ocean front room and it is worth every penny. This place is by no means fancy but it is old Florida at its finest: cozy, chill, unpretentious. Add in a heated pool and a drip (not pod!!) coffeemaker and all boxes have been checked. As with most of the upper keys there is no true walkout sandy beach but you can use the kayak ramp to get in an ocean swim. Note mucky bottom so mann up or wear swim...
The price is SAR 1,117
SAR 1,388 total
includes taxes & fees
9 Apr - 10 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, (984)
"Absolutely perfect! We stayed in the 3 bedroom villa. Tremendous space and beautiful views of the ocean. All of the fun was literally outside our front door. It was very hard to leave. Highly recommended this place! "
The price is SAR 1,047
SAR 1,384 total
includes taxes & fees
7 Apr - 8 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
8.0 out of 10, Very Good, (1009)
"Beautiful place and Staff was attentive."
The price is SAR 1,208
SAR 1,609 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, (1010)
"This is a beautiful resort ! Lots of dining choices around although just room service on property. There is also no liquor drinks at their tiki pool bar . They have wine and spritzers and ice cream. Very family friendly!!! Views were amazing and staff were super friendly and accommodating! Has room service "
The price is SAR 898
SAR 1,259 total
includes taxes & fees
4 May - 5 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, 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.