Find Historic Hotels in Islamorada, FL
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Islamorada Historic Hotels
Tonight
Tomorrow
This weekend
Next weekend
Compare Islamorada Historic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

La Siesta Resort & Villas
La Siesta Resort & Villas
8.6 out of 10, Excellent, (1000)
The price is SAR 1,122
SAR 1,512 total
includes taxes & fees
31 Mar - 1 Apr

Large Screened Porch, Professional Cleaning, Wifi
Large Screened Porch, Professional Cleaning, Wifi
9.6 out of 10, Exceptional, (95)

Islander Resort
Islander Resort
9.0 out of 10, Wonderful, (1005)
The price is SAR 1,173
SAR 1,556 total
includes taxes & fees
31 Mar - 1 Apr
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

Islander Resort
5/5 Excellent
"The islander resort makes you feel welcome and pampered. There are two beautiful pools and plenty of beachside seating with a gorgeously perfect ocean view. I highly recommend this location for a relaxing getaway. "
A verified traveler stayed at Islander Resort
Posted 5 hours ago

La Siesta Resort & Villas
5/5 Excellent
"Stunning property full of lush palms and lovely landscaping.
Great amenities.
Convenient shuttle around area. Great service from staff. Would go back again and again!"
A verified traveler stayed at La Siesta Resort & Villas
Posted 3 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More Hotel Options in Islamorada
- Adults Only Resorts & Hotels in Islamorada
- Adventure Hotels in Islamorada
- Beach Hotels in Islamorada
- Boutique Hotels in Islamorada
- Business Hotels in Islamorada
- Cheap Hotels in Islamorada
- Family Hotels in Islamorada
- Golf Hotels in Islamorada
- Green Hotels in Islamorada
- Hotel Wedding Venues in Islamorada
- Hotel with a Concierge in Islamorada
- Hotels with Bars in Islamorada
- Hotels with Early Check-in in Islamorada
- Hotels with Free Parking in Islamorada
- Hotels with Hot Tubs in Islamorada
- 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
- Romantic Hotels in Islamorada
- Scuba Diving in Islamorada
- Shopping Hotels in Islamorada
More Accommodation Types in Islamorada
- Vacation Homes in Florida
- Condo Rentals in Florida
- Apartments in Florida
- Villas in Florida
- Cottages in Florida
- Resorts in Florida
- Aparthotels in Florida
- Motels in Florida
- Guest Houses in Florida
- Cabin Rentals in Florida
- B&B in Florida
- Houseboats in Florida
- RV Parks in Florida
- Town Houses in Florida
- Farmstay in Florida
- Condo Resorts in Florida
- Hostels in Florida
- Chalets in Florida
- Lodges in Florida
- Residences in Florida
- Holiday Park Resorts in Florida
- Inns in Florida
- Country Houses in Florida
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 Windley Key Fossil Reef Geological State Park
- Hotels near Islamorada County Park
- Hotels near History of Diving Museum
- Hotels near Sunset Drive Beach
- Hotels near Robbie’s of Islamorada
- Hotels near Islamorada Brewery & Distillery
Islamorada Hotels by Star Rating
Explore more hotels
- Matecumbe Resort
- Breezy Palms Resort
- The Islands of Islamorada
- Sunset Inn
- La Jolla Resort
- Drop Anchor
- Pines & Palms Resort
- Ragged Edge Resort & Marina
- Islander Bayside Villas and Boatslips
- Sands of Islamorada
- The Caribbean Resort
- Casa Morada
- Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 5.17.25
- The Ocean View Inn & Pub
- TikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP
- WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!
- Private Beachfront Paradise
- OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards
- Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal
- Gorgeous Ocean Views, Ground Floor Studio