Romantic Hotels in Islamorada, FL
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Top Islamorada Romantic Getaways & Hotels
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$192 nightly
The price is $215 total per night
$215 total
Nov 17 - Nov 18
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.
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, ...
Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
$149 nightly
The price is $168 total per night
$168 total
Nov 17 - Nov 18
Total with taxes and fees
Free beach cabanas, a waterfront location, and more await visiting couples at this romantic hotel.
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$224 nightly
The price is $252 total per night
$252 total
Nov 17 - Nov 18
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
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 17 - Nov 18
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
$250 nightly
The price is $281 total per night
$281 total
Nov 15 - Nov 16
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 ...
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, ...
Islander Resort
82100 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$280 nightly
The price is $315 total per night
$315 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 ...
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 ...
Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$363 nightly
The price is $409 total per night
$409 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
$189 nightly
The price is $213 total per night
$213 total
Nov 17 - Nov 18
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 | $168 |
Highest Price | $409 |
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
4 out of 5
Posted less than an hour ago
Travelocity Verified Review
"The room was clean and felt newly renovated. The shower door is farm slide style glass that is very heavy and difficult to use. There is not much sound insulation between the rooms. Our upstairs neighbors were very loud and were up super early which caused us to lose sleep. Not the hotels fault but annoying regardless. The location was great and very close to numerous activities and restaurants."
A verified traveler stayed at Chesapeake Beach Resort
