Historical Hotels in Islamorada, FL
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Islamorada Historic Hotels

La Siesta Resort & Villas
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
Guests of La Siesta Resort & Villas have access to a private beach, a marina, and an outdoor pool. Transportation is made easy with a free area shuttle. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a terrace, a water dispenser, and wedding services.
On private beach
Pool

Large Screened Porch, Professional Cleaning, Wifi
Guests staying at this condo enjoy a sauna, laundry facilities, and barbecue grills.
Pool
Kitchen

Islander Resort
82100 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$267 nightly
The price is $301 total per night
$301 total
Nov 16 - Nov 17
Total with taxes and fees
Guests of Islander Resort have access to a private beach, 2 outdoor pools, and a 24-hour gym. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to assist with luggage storage, concierge services, and dry cleaning/laundry. Other amenities at this beach hotel include free WiFi in public areas, meeting rooms, and a conference center.
On private beach
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 | 2,212 hotels |
---|---|
Lowest Price | $217 |
Highest Price | $301 |
Popular hotels | La Siesta Resort & Villas, Large Screened Porch, Professional Cleaning, Wifi, Islander Resort |
Recent Historic Hotels Reviews

Chesapeake Beach Resort
5/5 Excellent
"The pools where very clean and very comfy, the place is keep very clean. Thank you."
A verified traveler stayed at Chesapeake Beach Resort
Posted 3 days ago
More to Explore
- Green Hotels in Miami Beach
- Hotels with Bar in Miami Beach
- Hotels with Childcare in Miami Beach
- Hotels with Room Service in Miami Beach
- Hotels with Tennis Courts in Miami Beach
- Romantic Getaways & Hotels in Miami Beach
- Hotels with a Wedding Venue in Miami Beach
- Beach Resorts & in Layton
- Hotels with Air Conditioning in Layton
- Luxury Hotels in Layton
- Oceanfront Hotels in Layton
- Pet Friendly Hotels in Layton
- Romantic Getaways & Hotels in Layton
- Business Hotels in Marathon
- Gay Friendly Hotels in Marathon
- Hotels with Airport Transfers in Marathon
- Hotels with Pool in Marathon
- Hotels with Air Conditioning in Marathon
- Hotels with Hot Tubs in Marathon
- Hotels with an Indoor Pool in Marathon
- Hotels with Kitchenettes in Marathon
- Hotels with Room Service in Marathon
- Hotels with Waterslides in Marathon
- Spa Resorts & in Marathon
- Hotels with a Wedding Venue in Marathon
- Cheap Hotels in Long Key
- Business Hotels in Long Key
- Oceanfront Hotels in Long Key
- Cheap Hotels in Venetian Shores
- Hotels with Pool in Venetian Shores
- Gay Friendly Hotels in Miami
- Hotels with Airport Transfers in Miami
- Hotels with WiFi in Miami
- Hotels with Tennis Courts in Miami
- Ski Resorts & in Miami
- Winery Hotels in Miami
- Adventure Hotels in Key Largo
- All Inclusive Resorts & in Key Largo
- Hotels with an Indoor Pool in Key Largo
- Luxury Hotels in Key Largo
- Winery Hotels in Key Largo
- Beach Resorts & in Key Biscayne
- Cheap Hotels in Key Biscayne
- Business Hotels in Key Biscayne
- Kid Friendly Hotels in Key Biscayne
- Gay Friendly Hotels in Key Biscayne
- Golf Resorts & in Key Biscayne
- Historic Hotels in Key Biscayne
- Hotels with Air Conditioning in Key Biscayne
- Hotels with Balconies in Key Biscayne
- Hotels with Hot Tubs in Key Biscayne
- Hotels with Room Service in Key Biscayne
- Luxury Hotels in Key Biscayne
- Oceanfront Hotels in Key Biscayne
- Pet Friendly Hotels in Key Biscayne
- Romantic Getaways & Hotels in Key Biscayne
- Hotels with Shopping in Key Biscayne
- Spa Resorts & in Key Biscayne
- Hotels with a Gym in Plantation Key
- Historic Hotels in South Beach
- Hotels with Childcare in South Beach
- Hotels with Free Airport Shuttle in South Beach
- Hotels with Room Service in South Beach
- Hotels with Pool in Lower Matecumbe Key
- Boutique Hotels in Brickell
- Casino Resorts & in Brickell
- Business Hotels in Brickell
- Kid Friendly Hotels in Brickell
- Gay Friendly Hotels in Brickell
- Historic Hotels in Brickell
- Hotels with Suites in Brickell
- Hotels with Pool in Brickell
- Hotels with Bar in Brickell
- Hotels with Free Airport Shuttle in Brickell
- Hotels with Free Parking in Brickell
- Hotels with Hot Tubs in Brickell
- Hotels with an Indoor Pool in Brickell
- Hotels with Kitchenettes in Brickell
- Hotels with Tennis Courts in Brickell
- Luxury Hotels in Brickell
- Pet Friendly Hotels in Brickell
- Hotels on the River in Brickell
- Romantic Getaways & Hotels in Brickell
- Hotels with a Wedding Venue in Brickell
- Adventure Hotels in Tavernier
- Cheap Hotels in Tavernier
- Kid Friendly Hotels in Tavernier
- Green Hotels in Tavernier
- Hotels with Pool in Tavernier
- Hotels with WiFi in Tavernier
- Hotels with a Lazy River in Tavernier
- Hotels with Free Breakfast in Tavernier
- Hotels with Free Parking in Tavernier
- Hotels with Waterslides in Tavernier
- Luxury Hotels in Tavernier
- Oceanfront Hotels in Tavernier
- Pet Friendly Hotels in Tavernier
- Waterpark Hotels & Resorts in Tavernier
- Hotels with a Wedding Venue in Tavernier
- Winery Hotels in Tavernier