Compare Cheap Islamorada Aimbridge Hospitality
Secret Bargains - Save an extra 10% or more on select 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
Aimbridge Hospitality in Islamorada

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
1.23 mi from city center
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

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$304 nightly
The price is $342 total per night
$342 total
Jul 13 - Jul 14
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.62 mi from city center
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
$316 nightly
The price is $356 total per night
$356 total
Jun 22 - Jun 23
Total with taxes and fees
0.33 mi from city center
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

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
2.41 mi from city center
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

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
2.05 mi from city center
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

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
1.82 mi from city center
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

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$188 nightly
The price is $212 total per night
$212 total
Jun 22 - Jun 23
Total with taxes and fees
2.52 mi from city center
With a stay at Fisher Inn Resort & Marina, you'll be centrally located in Islamorada, just a 3-minute walk from Windley Key Fossil Reef Geological State Park and 9 minutes by foot from Hog Heaven.
On private beach
Pool

Treasure Harbor
200 Treasure Harbor Dr Islamorada FL
$236 nightly
The price is $266 total per night
$266 total
Jun 17 - Jun 18
Total with taxes and fees
4.16 mi from city center
With a stay at Treasure Harbor in Islamorada, you'll be within a 10-minute walk of Rain Barrel Village and Founders Park.
Pool
Parking included

Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$305 nightly
The price is $343 total per night
$343 total
Jun 23 - Jun 24
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.2 mi from city center
With a stay at Bayside Villas by Islander Resort, you'll be centrally located in Islamorada, just a 4-minute walk from Hurricane Monument and 7 minutes by foot from Florida Keys Brewing Co..
Pool
Pet friendly

Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
$188 nightly
The price is $212 total per night
$212 total
Jun 17 - Jun 18
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.29 mi from city center
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.

La Jolla Resort
82216 Overseas Highway Islamorada FL
$214 nightly
The price is $241 total per night
$241 total
Jun 21 - Jun 22
Total with taxes and fees
0.07 mi from city center
With a stay at La Jolla Resort in Islamorada (Matecumbe), you'll be steps from Islamorada Brewery & Distillery and 9 minutes by foot from Lorelei Restaurant & Cabana Bar.
On private beach
Pool

Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
$179 nightly
The price is $201 total per night
$201 total
Jun 17 - Jun 18
Total with taxes and fees
2.38 mi from city center
With a stay at Coconut Cove Resort and Marina in Islamorada, you'll be on the waterfront, just a 1-minute walk from Windley Key Fossil Reef Geological State Park and 12 minutes by foot from Hog Heaven.
Pool
Breakfast included
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 | 2,169 hotels |
|---|---|
Lowest Price | $201 |
Highest Price | $378 |
Popular hotels | Chesapeake Beach Resort, Cheeca Lodge & Spa, Islander Resort, Amara Cay Resort, La Siesta Resort & Villas, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Fisher Inn Resort & Marina, Treasure Harbor, Bayside Villas by Islander Resort, Hadley Resort and Marina, La Jolla Resort, Coconut Cove Resort and Marina |
Most Recent Islamorada Hotel Reviews

Chesapeake Beach Resort
5 out of 5
Posted 10 hours ago
CheapTickets Verified Review
"Staff was very helpful and friendly. 2 pools are great as is free kayaks and paddle boards. Breakfast cooked to order and delicious. 6&4 yr old grandkids had a ball. This is our 2nd time staying here."
A verified traveler stayed at Chesapeake Beach Resort
Top Picks
- Arcade Hotels in Duck Key
- Hotels with Restaurants in Key Largo
- Villas in Tavernier
- Hotels near Everglades National Park
- 3 Star Hotels in Key Colony Beach
- Pet Friendly Hotels in Key Colony Beach
- Kid Friendly Hotels in Duck Key
- Oceanfront Hotels in Marathon
- 4 Star Hotels in Duck Key
- Hotels with Restaurants in Tavernier
- Golf Resorts & in Islamorada
- Business Hotels in Marathon
- 5 Star Hotels in Islamorada
- 4 Star Hotels in Key Colony Beach
- Fishing Resorts & in Islamorada
- Hotels with Suites in Key Colony Beach
- Hotels near Harry Harris Park
- Condo Rentals in Tavernier
- Kid Friendly Hotels in Key Colony Beach
- Hotels with Waterslides in Marathon
- Beach Resorts & in Duck Key
- Hotels with Hot Tubs in Tavernier
- Spa Resorts & in Tavernier
- Pet Friendly Hotels in Islamorada
- Motels in Key Colony Beach
- Beach Resorts & in Key Colony Beach
- Romantic Getaways & Hotels in Key Colony Beach
- Inns in Duck Key
- Vacation Rentals in Tavernier
- 3 Star Hotels in Key Largo
- Tavernier Hotels
- Hotels with a Wedding Venue in Duck Key
- Green Hotels in Key Largo
- Indian Waterways Hotels
- Rv Parks in Duck Key
- Fishing Resorts & in Tavernier
- Islamorada Hotels
- 5 Star Hotels in Tavernier
- Historic Hotels in Key Colony Beach
- Hotels on the Lake in Duck Key
- Oceanfront Hotels in Grassy Key
- Kid Friendly Hotels in Islamorada
- 5 Star Hotels in Key Largo
- 4 Star Hotels in Key Largo
- Apartments in Duck Key
- Green Hotels in Islamorada
- 4 Star Hotels in Tavernier
- Holiday Park Resorts in Key Largo
- Key Largo Hotels
- Anglers Park Hotels
- Oceanfront Hotels in Tavernier
- Hotels with Room Service in Key Largo
- 4 Star Hotels in Islamorada
- Business Hotels in Tavernier
- Hotels near Long Key State Park
- Hotels with Childcare in Duck Key
- Cross Key Waterways Hotels
- Hotels with a Wedding Venue in Key Largo
- Gay Friendly Hotels in Islamorada
- Resorts in Key Colony Beach
- Hotels with Air Conditioning in Islamorada
- Hotels near Anne's Beach
- Rv Parks in Key Colony Beach
- Luxury Hotels in Key Colony Beach
- Hotels with Childcare in Key Largo
- 3 Star Hotels in Tavernier
- Historic Hotels in Tavernier
- Condo Rentals in Islamorada
- Hotels with Free Parking in Marathon
- Beach Resorts & in Key Largo
- Flights from Phoenix to Marathon
- Flights from Rochester to Marathon
- Flights from Frankfurt to Marathon
- Flights from Buffalo to Marathon
- Flights from Las Vegas to Marathon
- Flights from Oklahoma City to Marathon
- Flights from Spokane to Marathon
- Flights to Florida Keys Marathon
- Flights from Charlotte to Marathon
- Flights from Istanbul to Marathon
- Flights from Florida Keys Marathon
- Flights from Incheon to Marathon
- Flights from Newark to Marathon
- Flights from Barcelona to Marathon
- Flights from Cairo to Marathon
- Flights from Atlanta to Marathon
- Flights from Quito to Marathon
- Flights to Key Largo
- Flights from Washington to Marathon





