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
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $229 total per night
$229 total
Nov 19 - Nov 20
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
82100 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$250 nightly
The price is $282 total per night
$282 total
Nov 15 - Nov 16
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 ...
Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
$169 nightly
The price is $190 total per night
$190 total
Nov 15 - Nov 16
Total with taxes and fees
Free beach cabanas, a waterfront location, and more await visiting couples at this romantic hotel.
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$164 nightly
The price is $180 total per night
$180 total
Nov 24 - Nov 25
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
80241 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$237 nightly
The price is $266 total per night
$266 total
Nov 15 - Nov 16
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, ...
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$238 nightly
The price is $268 total per night
$268 total
Nov 16 - Nov 17
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 ...
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$222 nightly
The price is $250 total per night
$250 total
Nov 15 - Nov 16
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 ...
Casa Morada
82200 overseas HWY Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$214 nightly
The price is $241 total per night
$241 total
Nov 16 - Nov 17
Total with taxes and fees
Ready for a romantic getaway? You are sure to enjoy the in-room massages, garden, and luxury bedding at this adults-only hotel. You'll also appreciate the terrace, ...
Pines & Palms Resort
80401 Old Hwy Islamorada FL
$258 nightly
The price is $290 total per night
$290 total
Nov 15 - Nov 16
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
84001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$272 nightly
The price is $306 total per night
$306 total
Nov 29 - Nov 30
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 luxury bedding, ...
Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$370 nightly
The price is $417 total per night
$417 total
Dec 1 - Dec 2
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
84951 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$188 nightly
The price is $212 total per night
$212 total
Nov 29 - Nov 30
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 ...
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 | 2,118 hotels |
|---|---|
Lowest Price | $180 |
Highest Price | $417 |
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
Chesapeake Beach Resort
5 out of 5
Posted 14 hours ago
Travelocity Verified Review
"The office attendant was super nice"
A verified traveler stayed at Chesapeake Beach Resort
