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

Casa Morada
136 Madeira Road, Islamorada, FL
$259 nightly
The price is $291 total per night
$291 total
Nov 5 - Nov 6
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 ...

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$165 nightly
The price is $186 total per night
$186 total
Nov 4 - Nov 5
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.

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$259 nightly
The price is $291 total per night
$291 total
Nov 4 - Nov 5
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 ...

Islander Resort
82100 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$237 nightly
The price is $267 total per night
$267 total
Nov 9 - Nov 10
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
$248 nightly
The price is $279 total per night
$279 total
Nov 4 - Nov 5
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 ...

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $229 total per night
$229 total
Dec 4 - Dec 5
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 ...

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$262 nightly
The price is $295 total per night
$295 total
Nov 17 - Nov 18
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 ...

Bayside Villas by Islander Resort
81450 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$241 nightly
The price is $271 total per night
$271 total
Dec 3 - Dec 4
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 ...

Coconut Cove Resort and Marina
84801 Overseas Highway, Islamorada, FL
$169 nightly
The price is $190 total per night
$190 total
Nov 4 - Nov 5
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
$140 nightly
The price is $153 total per night
$153 total
Nov 4 - Nov 5
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
$195 nightly
The price is $220 total per night
$220 total
Dec 4 - Dec 5
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, ...

Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$141 nightly
The price is $158 total per night
$158 total
Dec 4 - Dec 5
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 | 2,225 hotels |
|---|---|
Lowest Price | $153 |
Highest Price | $295 |
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

Islander Resort
5 out of 5
Posted 21 hours ago
Travelocity Verified Review
"What a consistent top performance from everyone on the staff! The grounds are immaculate and totally beautiful. Both a salt water pool and a fresh water pool kept everyone happy. And, our room was a delight with a private outside patio. We will return ……."
A verified traveler stayed at Islander Resort
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