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

Casa Morada
136 Madeira Road Islamorada FL
The price is $401 total per night
$401 total
per night
Jun 8 - Jun 9
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 ...

Islander Resort
82100 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
The price is $334 total per night
$334 total
per night
Jun 30 - Jul 1
Book a stay at this romantic hotel, featuring ocean-view dining and a garden. Couples will appreciate the champagne service, romance packages, and beach ...

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
The price is $297 total per night
$297 total
per night
Jun 8 - Jun 9
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
The price is $261 total per night
$261 total
per night
Jun 9 - Jun 10
A private beach and premium mattresses await at this romantic hotel, which also offers 2 outdoor pools and a white sand beach.

Pines & Palms Resort
80401 Old Hwy Islamorada FL
The price is $324 total per night
$324 total
per night
Jun 8 - Jun 9
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
The price is $388 total per night
$388 total
per night
Jun 21 - Jun 22
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
The price is $326 total per night
$326 total
per night
Jun 18 - Jun 19
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
The price is $213 total per night
$213 total
per night
Jun 28 - Jun 29
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
The price is $280 total per night
$280 total
per night
Jul 6 - Jul 7
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
The price is $217 total per night
$217 total
per night
Jun 9 - Jun 10
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
The price is $273 total per night
$273 total
per night
Jul 6 - Jul 7
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
The price is $204 total per night
$204 total
per night
Jul 5 - Jul 6
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 | 2,149 hotels |
|---|---|
Lowest Price | $204 |
Highest Price | $401 |
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

Bayside Villas by Islander Resort
3 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Property has main resort approximately 1 mile from the bayside villas. This was not advertised as such, as description made it appear properties were closer. Main resort has more amenities. Our villa floor was dirty throughout, appliances dirty. Advertised as 2 bath, but only 1.5. Wall in half bath covered in unknown substance/residue. Pool at villa dirty upon arrival. Despite all of this, staff was very nice. I reported the issues and team cleaned villa while we were out first day. Maintenance cleaned/painted half bath. Pool was maintenanced by day 3 of stay, although they closed it last day due to broken glass. Beach area not as pictured. Covered in seaweed and not able to swim in water. Kayaks only offered at main resort. Villas would be better kayak experience due to access to mangroves. Bar restaurant overpriced. Cost family of 4 $150 to eat hamburgers and fries."
A verified traveler stayed at Bayside Villas by Islander Resort
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