Romantic Hotels in Islamorada, FL

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Islamorada Romantic Getaways & Hotels

Casa Morada

Casa Morada

3.5 out of 5
136 Madeira Road Islamorada FL
$403 nightly
The price is $453 total per night
$453 total
Mar 11 - Mar 12
Total with taxes and fees
Fall in love again at this adults-only hotel. You and your special someone are sure to love the in-room massages, garden, and luxury bedding. You'll also appreciate ...
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$388 nightly
The price is $437 total per night
$437 total
Mar 22 - Mar 23
Total with taxes and fees
A spa, in-room massages, and ocean-view dining await visiting couples at this upscale resort. The property also offers a garden, a hot tub, and a private beachfront ...
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$370 nightly
The price is $417 total per night
$417 total
Apr 6 - Apr 7
Total with taxes and fees
A private beach and premium mattresses await at this romantic hotel, which also offers 2 outdoor pools and a white sand beach.
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$498 nightly
The price is $561 total per night
$561 total
Mar 26 - Mar 27
Total with taxes and fees
Book a stay at this romantic hotel, featuring ocean-view dining and a garden. Couples will appreciate the champagne service, romance packages, and beach ...
Pines & Palms Resort

Pines & Palms Resort

3 out of 5
80401 Old Hwy Islamorada FL
$538 nightly
The price is $605 total per night
$605 total
Apr 6 - Apr 7
Total with taxes and fees
A garden, a private beach, and luxury bedding await couples visiting this romantic hotel. The property also offers a terrace, an outdoor pool, and a waterfront ...
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

4 out of 5
84001 Overseas Hwy Islamorada FL
$449 nightly
The price is $505 total per night
$505 total
Mar 23 - Mar 24
Total with taxes and fees
A garden, poolside dining, and a private beach await couples looking for a romantic getaway at this Art Deco resort. The property also offers a terrace, 3 outdoor ...
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

3 out of 5
84801 Overseas Highway Islamorada FL
$299 nightly
The price is $336 total per night
$336 total
Mar 8 - Mar 9
Total with taxes and fees
Free beach cabanas, a waterfront location, and more await visiting couples at this romantic hotel.
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$313 nightly
The price is $353 total per night
$353 total
Mar 22 - Mar 23
Total with taxes and fees
Book a stay at this romantic resort, featuring ocean-view dining and a garden. Couples will appreciate the romance packages, premium mattresses, and Egyptian ...
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222 Islamorada FL
$269 nightly
The price is $298 total per night
$298 total
Mar 11 - Mar 12
Total with taxes and fees
A garden and luxury bedding await visiting couples at this Art Deco hotel. The property also offers an outdoor pool and a waterfront location.
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$358 nightly
The price is $403 total per night
$403 total
Mar 9 - Mar 10
Total with taxes and fees
A private beach, premium mattresses, and Egyptian cotton sheets await couples visiting this romantic resort. The property also offers a terrace, an outdoor pool, ...
Bayside Villas by Islander Resort

Bayside Villas by Islander Resort

3.5 out of 5
81450 Overseas Highway Islamorada FL
$536 nightly
The price is $604 total per night
$604 total
Mar 10 - Mar 11
Total with taxes and fees
Premium mattresses, onsite dining, and luxury bedding await couples visiting this romantic hotel. The property also offers a terrace, an outdoor pool, and a ...
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy Islamorada FL
$303 nightly
The price is $341 total per night
$341 total
Mar 11 - Mar 12
Total with taxes and fees
Love is in the air at this Art Deco motel, featuring a private beach, luxury bedding, and a terrace. Couples will love the outdoor pool and waterfront ...
Don't see what you're looking for?
See all available properties in Islamorada
View all properties
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.

Islamorada hotels essential information

Accommodation
2,201 hotels
Lowest Price
$298
Highest Price
$605
Popular hotels
Cheeca Lodge & Spa, Chesapeake Beach Resort, Amara Cay Resort, Casa Morada, Islander Resort, Drop Anchor, Pines & Palms Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, La Siesta Resort & Villas, Bayside Villas by Islander Resort, Coconut Cove Resort and Marina, Fisher Inn Resort & Marina

Recent Islamorada hotel reviews by fellow wanderers

Amara Cay Resort

Amara Cay Resort

5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Lovely laid back resort. Nice room with comfy beds. Pool great with tiki bar. Beach clean, private, with Palapas and great chairs. Breakfast in restaurant was good. Dinner not so much. Try free “Fish Like A Local”with Patrick. Learned a lot and had great fun catching fish from the dock. Would recommend."
A verified traveler stayed at Amara Cay Resort
Amara Cay Resort

Explore More Ways to Travel with Travelocity