Romantic Hotels in Islamorada, FL
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Top Islamorada Romantic Getaways & Hotels

Islander Resort
82100 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$248 nightly
The price is $280 total per night
$280 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
$288 nightly
The price is $324 total per night
$324 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, ...

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 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 ...

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$168 nightly
The price is $189 total per night
$189 total
Nov 8 - Nov 9
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 ...

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$234 nightly
The price is $263 total per night
$263 total
Nov 29 - Nov 30
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
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 10 - Nov 11
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.

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, ...

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$163 nightly
The price is $178 total per night
$178 total
Nov 8 - Nov 9
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, ...

Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$334 nightly
The price is $376 total per night
$376 total
Nov 8 - Nov 9
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 ...
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 | 2,113 hotels |
|---|---|
Lowest Price | $178 |
Highest Price | $376 |
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
4 out of 5
Posted 8 hours ago
Travelocity Verified Review
"Have been staying here for years. The restaurant is excellent. Staff is nice. Unfortunately, the resort has become dog friendly. For this reason I will no longer stay here."
A verified traveler stayed at Amara Cay Resort




