Compare Hotels with Free Breakfast in Islamorada
Secret Bargains - Save an extra 10% or more on select Hotels with Free Breakfast
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 Hotels with Free Breakfast

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$260 nightly
The price is $293 total per night
$293 total
Jul 6 - Jul 7
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at La Siesta Resort & Villas in Islamorada (Matecumbe), you'll be within a 15-minute walk of Indian Key Historic State Park and Bud n' Mary's Dive Center.
On private beach
Pool

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$239 nightly
The price is $269 total per night
$269 total
Jun 18 - Jun 19
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

Casa Morada
136 Madeira Road Islamorada FL
$345 nightly
The price is $388 total per night
$388 total
Jun 22 - Jun 23
Total with taxes and fees
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
Breakfast included

Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
$188 nightly
The price is $212 total per night
$212 total
Jun 28 - Jun 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Hadley Resort and Marina in Islamorada (Matecumbe), you'll be within a 10-minute walk of Islamorada Brewery & Distillery and History of Diving Museum.
On private beach
Pool

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$336 nightly
The price is $378 total per night
$378 total
Jul 7 - Jul 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Islamorada, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort is by the ocean, within a 5-minute drive of Windley Key Fossil Reef Geological State Park and History of Diving Museum.
On private beach
Pool

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$274 nightly
The price is $309 total per night
$309 total
Jul 6 - Jul 7
Total with taxes and fees
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

Islander Resort
82100 Overseas Highway Islamorada FL
$316 nightly
The price is $356 total per night
$356 total
Jun 29 - Jun 30
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
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 | 2,173 hotels |
|---|---|
Lowest Price | $212 |
Highest Price | $388 |
Popular hotels | La Siesta Resort & Villas, Chesapeake Beach Resort, Casa Morada, Hadley Resort and Marina, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Amara Cay Resort, Islander Resort |
Most Recent Islamorada Hotel Reviews

Islander Resort
5 out of 5
Posted less than an hour ago
CheapTickets Verified Review
"Absolutely beautiful resort! The amenities, staff, and location are all top notch. Everything you'd expect from a high dollar resort at a reasonable family price. Loved this place!"
A verified traveler stayed at Islander Resort
More to Explore in Islamorada
Top Picks
- Business Hotels in Tavernier
- Inns in Duck Key
- Anglers Park Hotels
- Hotels with Hot Tubs in Tavernier
- Arcade Hotels in Duck Key
- Key Largo Hotels
- 3 Star Hotels in Key Colony Beach
- 4 Star Hotels in Duck Key
- Hotels near Harry Harris Park
- Condo Rentals in Islamorada
- Hotels near Anne's Beach
- 4 Star Hotels in Islamorada
- 4 Star Hotels in Key Largo
- Hotels on the Lake in Duck Key
- Oceanfront Hotels in Grassy Key
- Fishing Resorts & in Tavernier
- Gay Friendly Hotels in Islamorada
- 5 Star Hotels in Key Largo
- Resorts in Key Colony Beach
- Hotels near Everglades National Park
- Pet Friendly Hotels in Islamorada
- Cross Key Waterways Hotels
- 3 Star Hotels in Key Largo
- Tavernier Hotels
- Hotels with Air Conditioning in Islamorada
- Pet Friendly Hotels in Key Colony Beach
- Indian Waterways Hotels
- Fishing Resorts & in Islamorada
- Hotels with Childcare in Duck Key
- 3 Star Hotels in Tavernier
- 5 Star Hotels in Islamorada
- Hotels with Room Service in Key Largo
- Historic Hotels in Key Colony Beach
- Beach Resorts & in Duck Key
- Vacation Rentals in Tavernier
- Kid Friendly Hotels in Duck Key
- Hotels with Restaurants in Tavernier
- Hotels with a Wedding Venue in Duck Key
- Islamorada Hotels
- Green Hotels in Islamorada
- Hotels near Long Key State Park
- Beach Resorts & in Key Colony Beach
- Hotels with Childcare in Key Largo
- Rv Parks in Key Colony Beach
- Beach Resorts & in Key Largo
- 4 Star Hotels in Key Colony Beach
- Oceanfront Hotels in Tavernier
- Spa Resorts & in Tavernier
- Apartments in Duck Key
- Golf Resorts & in Islamorada
- Historic Hotels in Tavernier
- 4 Star Hotels in Tavernier
- 5 Star Hotels in Tavernier
- Holiday Park Resorts in Key Largo
- Rv Parks in Duck Key
- Hotels with a Wedding Venue in Key Largo
- Villas in Tavernier
- Hotels with Restaurants in Key Largo
- Condo Rentals in Tavernier
- Kid Friendly Hotels in Islamorada
- Motels in Key Colony Beach
- Green Hotels in Key Largo
- Flights from Houston to Marathon
- Flights from Newark to Marathon
- Flights from Sao Paulo to Marathon
- Flights from Richmond to Marathon
- Flights from Fort Wayne to Marathon
- Flights from Nashville to Marathon
- Flights from Barcelona to Marathon
- Flights from Chicago to Marathon
- Flights from Minneapolis - St. Paul to Marathon
- Flights to Key Largo
- Flights from Orlando to Marathon
- Flights from Austin to Marathon
- Flights from Princeton to Marathon
- Flights from Florida Keys Marathon
- Flights from Charlotte to Marathon
- Flights from Asuncion to Marathon
- Flights from Madrid to Marathon
- Flights from Salvador to Marathon
- Flights from Quito to Marathon
- Flights from Rochester to Marathon
- Flights from Mexico City to Marathon
- Flights from Atlanta to Marathon
- Flights from San Francisco to Marathon
- Flights from St. Louis to Marathon
- Flights from Buffalo to Marathon
- Flights from Incheon to Marathon
- Flights to Florida Keys Marathon





