Find Romantic Hotels in Islamorada, FL
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Compare Islamorada Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Cheeca Lodge & Spa
Cheeca Lodge & Spa
9.0 out of 10, Wonderful, (1071)
The price is SAR 916
SAR 1,283 total
includes taxes & fees
10 Jun - 11 Jun

Chesapeake Beach Resort
Chesapeake Beach Resort
9.2 out of 10, Wonderful, (1444)
The price is SAR 638
SAR 929 total
includes taxes & fees
26 May - 27 May

Large Screened Porch, Professional Cleaning, Wifi
Large Screened Porch, Professional Cleaning, Wifi
9.4 out of 10, Exceptional, (96)

Amara Cay Resort
Amara Cay Resort
8.8 out of 10, Excellent, (1190)
The price is SAR 764
SAR 1,109 total
includes taxes & fees
19 May - 20 May

Casa Morada
Casa Morada
9.4 out of 10, Exceptional, (394)
The price is SAR 1,185
SAR 1,466 total
includes taxes & fees
15 May - 16 May

Islander Resort
Islander Resort
9.0 out of 10, Wonderful, (1002)
The price is SAR 1,077
SAR 1,448 total
includes taxes & fees
19 May - 20 May

Drop Anchor
Drop Anchor
8.8 out of 10, Excellent, (1000)
The price is SAR 765
SAR 992 total
includes taxes & fees
12 May - 13 May

Pines & Palms Resort
Pines & Palms Resort
9.2 out of 10, Wonderful, (989)
The price is SAR 671
SAR 962 total
includes taxes & fees
12 May - 13 May
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.
Find out more about Islamorada
Find out more about Islamorada
Recent reviews of Islamorada hotels
Recent reviews of Islamorada hotels

Chesapeake Beach Resort
5/5 Excellent
"Beautiful resort! Great breakfast!"
A verified traveler stayed at Chesapeake Beach Resort
Posted 2 days ago
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More Hotel Options in Islamorada
- Adults Only Resorts & Hotels in Islamorada
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- Hotels with WiFi in Islamorada
- Hotels with a Pool in Islamorada
- Hotels with smoking rooms in Islamorada
- Luxury Hotels in Islamorada
- Pet-friendly Hotels in Islamorada
- Resorts & Hotels with Spas in Islamorada
- Scuba Diving in Islamorada
- Shopping Hotels in Islamorada
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Hotels near popular Islamorada Attractions
- Hotels near Anne's Beach
- Hotels near Bud n' Mary's Dive Center
- Hotels near Founders Park
- Hotels near Florida Keys Brewing Co.
- Hotels near Islamorada County Park
- Hotels near Windley Key Fossil Reef Geological State Park
- Hotels near Sunset Drive Beach
- Hotels near Robbie’s of Islamorada
- Hotels near History of Diving Museum
- Hotels near Islamorada Brewery & Distillery
Islamorada Hotels by Star Rating
Explore more hotels
- Breezy Palms Resort
- The Islands of Islamorada
- Treasure Harbor
- Sunset Inn
- La Jolla Resort
- Drop Anchor
- Pines & Palms Resort
- Beach Residence / Private overwater dock / Heated Pool / Mahi Key
- Ragged Edge Resort & Marina
- Sands of Islamorada
- Islander Bayside Villas and Boatslips
- Casa Morada
- OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards
- The Caribbean Resort
- Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One
- Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 5.17.25
- 7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks
- Private Beachfront Paradise
- Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal
- The Ocean View Inn & Pub