Find Romantic Hotels in Islamorada, FL from CA $209

    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 Islamorada Romantic Hotels

On the beach
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
Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (350)
"Loved our stay! Unique property, we will be back again! Thank you!"
The price is CA $402
CA $671 total
includes taxes & fees
May 21 - May 22
Casa Morada
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (955)
"Beautiful place to get away with your family"
The price is CA $272
CA $371 total
includes taxes & fees
Jun 2 - Jun 3
Pines & Palms Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1009)
"Beautiful property"
The price is CA $409
CA $545 total
includes taxes & fees
Jun 10 - Jun 11
Cheeca Lodge & Spa
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1317)
"Loved "
The price is CA $286
CA $376 total
includes taxes & fees
May 21 - May 22
Chesapeake Beach Resort
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Absolutely beautifully appointed room and patio. Our family loves this resort. "
The price is CA $393
CA $517 total
includes taxes & fees
May 20 - May 21
Islander Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1004)
"We loved Drop Anchor! The property was perfect! The location, clean, quiet, beach, heated pool, tiki huts with adirondeck chairs and hammocks. Exactly, what we were looking for and thoroughly enjoyed."
The price is CA $209
CA $283 total
includes taxes & fees
May 16 - May 17
Drop Anchor
Outdoor pool, pool umbrellas, sun loungers
Islander Bayside Villas and Boatslips
3.5 star property
9.0 out of 10, Wonderful, (335)
"Lovely sister property to the Islander - Resort; the, Islander Bayside resort Townhomes are wonderful. The Green Tuttle Inn. And the NEST across overseas highway great spirits & food. kitchens open until 10pm. 7 am green turtle breakfast. Or Mangrove Mike’s is a short walk North for breakfast. First night we walked to Lorelei, (15 minutes walk) for sunset. Best spot. This property is Slightly less than 2 miles NORTH from Bud and Mary’s marina and Lazy Days. Ideal for family or larger...
The price is CA $402
CA $528 total
includes taxes & fees
May 21 - May 22
Islander Bayside Villas and Boatslips
Exterior
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1247)
"The resort was absolutely beautiful and the staff go above and beyond. The room key bracelets were so convenient and so cute to wear. We even got to keep them as souvenirs. Definitely the best place I have ever stayed. "
The price is CA $425
CA $553 total
includes taxes & fees
May 21 - May 22
Amara Cay Resort
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1003)
"It was excellent, but could use a microwave in room"
The price is CA $505
CA $644 total
includes taxes & fees
May 22 - May 23
La Siesta Resort & Villas
Don't see what you're looking for?
See all available properties in Islamorada
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.

Popular romantic getaways

Most indulging stays in Islamorada in 2024
Luxury hotels in Islamorada

Luxury hotels

Luxury hotels
Spa hotels in Islamorada

Spa hotels

Spa hotels

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.
What's the best accommodation for couples in Islamorada?
Cheeca Lodge & Spa is a favorite resort for couples, and features a full-service spa and a private beach. Other good options for a romantic stay include La Siesta Resort & Villas and Amara Cay Resort.
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.