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

Large Screened Porch, Professional Cleaning, Wifi
A waterfront location and more await visiting couples at this romantic condo.

Casa Morada
136 Madeira Road, Islamorada, FL
$189 nightly
The price is $212 total per night
$212 total
Aug 25 - Aug 26
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 ...

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$234 nightly
The price is $264 total per night
$264 total
Aug 27 - Aug 28
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
$150 nightly
The price is $169 total per night
$169 total
Aug 26 - Aug 27
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
$260 nightly
The price is $293 total per night
$293 total
Sep 21 - Sep 22
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
$198 nightly
The price is $223 total per night
$223 total
Aug 25 - Aug 26
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
$245 nightly
The price is $276 total per night
$276 total
Aug 27 - Aug 28
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 ...

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$246 nightly
The price is $276 total per night
$276 total
Sep 1 - Sep 2
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 ...

Islander Bayside Villas and Boatslips
81450 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$268 nightly
The price is $302 total per night
$302 total
Sep 24 - Sep 25
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
84959 Overseas Highway, 222, Islamorada, FL
$221 nightly
The price is $245 total per night
$245 total
Aug 28 - Aug 29
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
$178 nightly
The price is $201 total per night
$201 total
Sep 7 - Sep 8
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, ...
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 | 2,178 hotels |
---|---|
Lowest Price | $141 |
Highest Price | $302 |
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, Islander Bayside Villas and Boatslips, Coconut Cove Resort and Marina |
Recent Islamorada hotel reviews by fellow wanderers

Cheeca Lodge & Spa
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Perfect experience from beginning to end. Greeted by friendly people at the gate that gave me excellent information on checking in and parking. The check in staff were very friendly and when asked if any upgrades to my room were avaliable she found me something nicer then I was able to. The room was beautiful and spacious overlooking the golf course. Parking for the room was close and convenient. And everyone in the cleaning staff were friendly and full of smiles. Only issue I had was none of the ice machines worked, I checked multiple buildings but im sure they are getting that figured out soon. Will definitely stay agian next time in Islamorada"
A verified traveler stayed at Cheeca Lodge & Spa
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