Find Romantic Hotels in Islamorada from S$282

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Romantic Hotels in Islamorada

Cheeca Lodge & Spa
Private beach, sun-loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1008)
"The views were amazing and the grounds were clean and the staff was friendly and tentative."
The price is S$350
includes taxes & fees
24 Nov - 25 Nov
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, (1380)
"The Staff was very accommodating. The room was clean and equipped with a microwave, refrigerator, and very comfortable Robes. We loved the view and the peacefulness."
The price is S$282
includes taxes & fees
8 Dec - 9 Dec
Chesapeake Beach Resort
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1223)
"My family truly enjoyed this resort. Extremely satisfied. We are your customers from now on. Thank you. "
The price is S$338
includes taxes & fees
1 Dec - 2 Dec
Amara Cay Resort
Casa Morada
Outdoor pool, pool umbrellas, pool loungers

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (369)
"Wonderful property."
The price is S$701
includes taxes & fees
10 Dec - 11 Dec
Casa Morada
Islander Resort
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1021)
"They had much construction going on When finished should be excellent place to stay"
The price is S$364
includes taxes & fees
1 Dec - 2 Dec
Islander Resort
Drop Anchor
Beach/ocean view

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1010)
"Nice cute quiet place. "
The price is S$491
includes taxes & fees
4 Dec - 5 Dec
Drop Anchor
Pines & Palms Resort
Outdoor pool, a heated pool, pool umbrellas, pool loungers

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 "
Pines & Palms Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Outdoor pool, a heated pool, pool umbrellas, pool loungers

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

3.0 star property
8.0 out of 10, Very good, (1006)
"The hotel and stAffwereamazing. Two of restaurants were being redone so our dinner choices on site were limited. Setting that aside, this place is unbelievably good for the price. A marina with boardwalk, live entertainment, a real Tiki bar, two perfect beach areas and great salt water swimming pools. Even an ice cream shop and a beachwear store on site."
The price is S$573
includes taxes & fees
26 Nov - 27 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Siesta Resort & Villas
Outdoor pool, pool loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1001)
"Very roomy Great access to wonderful water activities Clean and beautiful Lots of parking Friendly staff Beds and pillows could be more comfortable. "
The price is S$542
includes taxes & fees
30 Nov - 1 Dec
La Siesta Resort & Villas
Islander Bayside Villas and Boatslips
Outdoor pool, pool umbrellas, pool loungers

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (354)
"Wonderful easy to stay resort, just perfect! "
The price is S$437
includes taxes & fees
1 Dec - 2 Dec
Islander Bayside Villas and Boatslips
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.
Don't see what you're looking for?
See all available properties in Islamorada
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

Searching for romantic hotels in Islamorada?
If you and your partner need some romantic time away, 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’re interested in staying near a particular destination, you can sort by neighbourhood or distance to top landmarks, so you and your partner will get to see everything on your list.
What's the best accommodation for a romantic getaway to Islamorada?
Cheeca Lodge & Spa is a favourite resort for couples, and features a full-service spa and a private beach. Other good options for your romantic getaway include La Siesta Resort & Villas and Amara Cay Resort.
How many romantic hotels will we be able to find 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, take a look at these details about year-round temperatures in Islamorada: The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.
What is there to do in Islamorada?
There’s nothing better than experiencing 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, theatre scene and fishing. If you want to spend a day exploring, you might consider stopping 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 getaway go off without a hitch: 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 centre. If you’d like to venture out around the area, consider renting a car to explore more sights.