Romantic Hotels in Islamorada, FL

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Top Islamorada Romantic Getaways & Hotels

Casa Morada

Casa Morada

3.5 out of 5
136 Madeira Road, Islamorada, FL
$330 nightly
The price is $371 total per night
$371 total
Oct 21 - Oct 22
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

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$172 nightly
The price is $194 total per night
$194 total
Oct 22 - Oct 23
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.
Large Screened Porch, Professional Cleaning, Wifi

Large Screened Porch, Professional Cleaning, Wifi

Get rates
A waterfront location and more await visiting couples at this romantic condo.
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $224 total per night
$224 total
Oct 26 - Oct 27
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

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$244 nightly
The price is $275 total per night
$275 total
Oct 27 - Oct 28
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
$228 nightly
The price is $257 total per night
$257 total
Oct 26 - Oct 27
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

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$192 nightly
The price is $217 total per night
$217 total
Oct 26 - Oct 27
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

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

3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$245 nightly
The price is $276 total per night
$276 total
Oct 26 - Oct 27
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

Bayside Villas by Islander Resort

3.5 out of 5
81450 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$244 nightly
The price is $274 total per night
$274 total
Oct 26 - Oct 27
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 ...
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
$130 nightly
The price is $142 total per night
$142 total
Oct 21 - Oct 22
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
$193 nightly
The price is $217 total per night
$217 total
Oct 21 - Oct 22
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, ...
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

3 out of 5
84801 Overseas Highway, Islamorada, FL
$155 nightly
The price is $175 total per night
$175 total
Oct 29 - Oct 30
Total with taxes and fees
Free beach cabanas, a waterfront location, and more await visiting couples at this romantic hotel.
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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
2,217 hotels
Lowest Price
$142
Highest Price
$371
Popular hotels
Cheeca Lodge & Spa, Chesapeake Beach Resort, Large Screened Porch, Professional Cleaning, Wifi, 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

Recent Islamorada hotel reviews by fellow wanderers

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Wonderful resort. Would stay again. Dinner was amazing. "
A verified traveler stayed at Cheeca Lodge & Spa
Cheeca Lodge & Spa

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