Compare Spa Resorts & Hotels in Islamorada
Secret Bargains - Save an extra 10% or more on select Spa Resorts & Hotels
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Featured Islamorada Spa Resorts & Hotels
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$264 nightly
The price is $297 total per night
$297 total
Oct 22 - Oct 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Cheeca Lodge & Spa in Islamorada (Matecumbe), you'll be steps from Matecumbe United Methodist Church and 5 minutes by foot from Florida Keys Brewing Co..
On private beach
Pool
Islander Resort
82100 Overseas Highway Islamorada FL
$258 nightly
The price is $290 total per night
$290 total
Nov 15 - Nov 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Islander Resort in Islamorada (Matecumbe), you'll be steps from Keys History & Discovery Center and 4 minutes by foot from Lorelei Restaurant & Cabana Bar.
On private beach
Pool
Casa Morada
82200 overseas HWY Islamorada FL
$184 nightly
The price is $207 total per night
$207 total
Oct 26 - Oct 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Casa Morada in Islamorada (Matecumbe), you'll be a 5-minute walk from Islamorada Brewery & Distillery and 6 minutes by foot from Lorelei Restaurant & Cabana Bar.
Pool
Pet friendly
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$201 nightly
The price is $226 total per night
$226 total
Oct 26 - Oct 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Islamorada (Matecumbe), Chesapeake Beach Resort is within a 5-minute drive of History of Diving Museum and Windley Key Fossil Reef Geological State Park.
On private beach
Pool
Sands of Islamorada
80051 Overseas Highway Islamorada FL
$232 nightly
The price is $261 total per night
$261 total
Nov 13 - Nov 14
Total with taxes and fees
Located in Islamorada (Matecumbe), Sands of Islamorada is within a 5-minute drive of Bud n' Mary's Dive Center and History of Diving Museum.
Pool
Pet friendly
The Caribbean Resort
117 Carroll St Islamorada FL
A stay at The Caribbean Resort places you in the heart of Islamorada, within a 5-minute drive of Hurricane Monument and History of Diving Museum.
Pool
Hot Tub
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$252 nightly
The price is $283 total per night
$283 total
Nov 15 - Nov 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Amara Cay Resort in Islamorada (Matecumbe), you'll be a 4-minute walk from Bud n' Mary's Dive Center and a 2-minute drive from Florida Keys Brewing Co..
On private beach
Pool
Pines & Palms Resort
80401 Old Hwy Islamorada FL
$278 nightly
The price is $313 total per night
$313 total
Oct 21 - Oct 22
Total with taxes and fees
With a stay at Pines & Palms Resort in Islamorada (Matecumbe), you'll be a 3-minute walk from Indian Key Historic State Park and 12 minutes by foot from Bud n' Mary's Dive 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 | 2,120 hotels |
|---|---|
Lowest Price | $207 |
Highest Price | $313 |
Popular hotels | Cheeca Lodge & Spa, Islander Resort, Casa Morada, Chesapeake Beach Resort, Sands of Islamorada, The Caribbean Resort, Amara Cay Resort, Pines & Palms Resort |
Most Recent Islamorada Hotel Reviews
Chesapeake Beach Resort
5 out of 5
Posted 10 hours ago
CheapTickets Verified Review
"The room we had was exceptional, the view was awesome. The bar area was a nice amenity. Although this is a pet friendly hotel, seems like some people do not feel the need to pick up after their pets, if you know what I mean. So that was why I couldn’t give the grounds a five star."
A verified traveler stayed at Chesapeake Beach Resort
More to Explore in Islamorada
Top Picks
- Condo Rentals in Marathon
- Pet Friendly Hotels in Islamorada
- 4 Star Hotels in Islamorada
- Hotels with a Wedding Venue in Key Largo
- Luxury Hotels in Key Colony Beach
- Motels in Key Colony Beach
- Hotels with Air Conditioning in Islamorada
- Vacation Rentals in Tavernier
- Gay Friendly Hotels in Islamorada
- Fishing Resorts & in Islamorada
- Hotels with Childcare in Duck Key
- Hotels with a Wedding Venue in Duck Key
- Hotels with Childcare in Key Largo
- Kid Friendly Hotels in Duck Key
- Key Largo Hotels
- Anglers Park Hotels
- Fishing Resorts & in Tavernier
- Hotels with Restaurants in Key Largo
- Holiday Park Resorts in Key Largo
- Villas in Tavernier
- Golf Resorts & in Islamorada
- Beach Resorts & in Key Largo
- 4 Star Hotels in Tavernier
- Kid Friendly Hotels in Islamorada
- 3 Star Hotels in Key Largo
- Hotels with Room Service in Key Largo
- Historic Hotels in Key Colony Beach
- Hotels with Restaurants in Tavernier
- Arcade Hotels in Duck Key
- Green Hotels in Islamorada
- Rv Parks in Key Colony Beach
- 4 Star Hotels in Duck Key
- Hotels on the Lake in Duck Key
- 5 Star Hotels in Islamorada
- Spa Resorts & in Tavernier
- Inns in Duck Key
- Oceanfront Hotels in Tavernier
- Condo Rentals in Islamorada
- 4 Star Hotels in Key Largo
- Historic Hotels in Tavernier
- Beach Resorts & in Duck Key
- Apartments in Duck Key
- Islamorada Hotels
- Tavernier Hotels
- Hotels near Harry Harris Park
- 4 Star Hotels in Key Colony Beach
- Business Hotels in Tavernier
- Cross Key Waterways Hotels
- Hotels near Long Key State Park
- Resorts in Key Colony Beach
- 5 Star Hotels in Key Largo
- Hotels near Everglades National Park
- 3 Star Hotels in Tavernier
- Hotels near Anne's Beach
- 5 Star Hotels in Tavernier
- Rv Parks in Duck Key
- Condo Rentals in Tavernier
- 3 Star Hotels in Key Colony Beach
- Oceanfront Hotels in Grassy Key
- Hotels with Hot Tubs in Tavernier
- Indian Waterways Hotels
- Pet Friendly Hotels in Key Colony Beach
- Green Hotels in Key Largo
- Flights from Washington to Marathon
- Flights from Florida Keys Marathon
- Flights from Pittsburgh to Marathon
- Flights from Buffalo to Marathon
- Flights from Barcelona to Marathon
- Flights from San Juan to Marathon
- Flights from Minneapolis - St. Paul to Marathon
- Flights from Salt Lake City to Marathon
- Flights from Charlotte to Marathon
- Flights from Milwaukee to Marathon
- Flights from Phoenix to Marathon
- Flights from Asuncion to Marathon
- Flights to Key Largo
- Flights from Quito to Marathon
- Flights from Raleigh to Marathon
- Flights from Berlin to Marathon
- Flights from Philadelphia to Marathon
- Flights from Guatemala City to Marathon
- Flights from Greenville - Spartanburg to Marathon
- Flights from Orlando to Marathon
- Flights from Oklahoma City to Marathon
- Flights from Frankfurt to Marathon
- Flights from Richmond to Marathon
- Flights from Casablanca to Marathon
- Flights from Houston to Marathon
- Flights to Florida Keys Marathon