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

Islander Resort
82100 Overseas Highway Islamorada FL
$276 nightly
The price is $311 total per night
$311 total
May 19 - May 20
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 7 minutes by foot from Islamorada Brewery & Distillery.

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$364 nightly
The price is $410 total per night
$410 total
May 3 - May 4
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..

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$253 nightly
The price is $285 total per night
$285 total
May 12 - May 13
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.

Oceanfront Views From Every Room! RESERVE QUICKLY! Lic #26- 0403
Tavernier FL
When you stay at this condo in Tavernier, you'll be on the beach, within a 5-minute drive of Florida Keys Dive Center and Old Road Gallery.

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$289 nightly
The price is $325 total per night
$325 total
May 3 - May 4
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..

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$210 nightly
The price is $232 total per night
$232 total
Apr 30 - May 1
Total with taxes and fees
With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, a 4-minute walk from Windley Key Fossil Reef Geological State Park and a 3-minute drive from Rain Barrel Village.

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$249 nightly
The price is $280 total per night
$280 total
May 10 - May 11
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.

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$322 nightly
The price is $362 total per night
$362 total
May 25 - May 26
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.

Conch On Inn Motel
103 Caloosa Street Tavernier FL
Located in Tavernier (Indian Waterways), Conch On Inn Motel is within a 5-minute drive of Old Road Gallery and Florida Keys Dive Center.

Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$312 nightly
The price is $351 total per night
$351 total
May 26 - May 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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..

Creekside Inn
90611 Old Highway Tavernier FL
$433 nightly
The price is $487 total per night
$487 total
Apr 28 - Apr 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at Creekside Inn places you in the heart of Tavernier, a short 3-minute walk from Florida Keys Dive Center and within 2 minutes by car from Mariners Hospital.
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 | 2,204 hotels |
|---|---|
Lowest Price | $232 |
Highest Price | $487 |
Popular hotels | Islander Resort, Cheeca Lodge & Spa, La Siesta Resort & Villas, Oceanfront Views From Every Room! RESERVE QUICKLY! Lic #26- 0403, Amara Cay Resort, Drop Anchor, Chesapeake Beach Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Conch On Inn Motel, Bayside Villas by Islander Resort, Creekside Inn |
Most Recent Islamorada Hotel Reviews

Chesapeake Beach Resort
5 out of 5
Posted 5 hours ago
CheapTickets Verified Review
"This is a fabulous place. Staff are extremely warm and welcoming. Breakfast is made to order for hot dishes and plenty of choices for continental foods.
The facility is very clean. It is in a good location for local favorites. It is a decent distance from activities.
I highly recommend this resort. Would definitely stay there again!"
A verified traveler stayed at Chesapeake Beach Resort
More to Explore in Islamorada
Top Picks
- Fishing Resorts & in Tavernier
- Rv Parks in Key Colony Beach
- Kid Friendly Hotels in Islamorada
- Hotels with Restaurants in Key Largo
- Islamorada Hotels
- Beach Resorts & in Key Largo
- Pet Friendly Hotels in Islamorada
- Spa Resorts & in Tavernier
- Rv Parks in Duck Key
- Hotels with Restaurants in Tavernier
- Hotels near Long Key State Park
- Hotels with a Wedding Venue in Duck Key
- Hotels with Hot Tubs in Tavernier
- Beach Resorts & in Duck Key
- Hotels with Childcare in Duck Key
- 3 Star Hotels in Tavernier
- 5 Star Hotels in Tavernier
- Oceanfront Hotels in Grassy Key
- Villas in Tavernier
- Apartments in Duck Key
- 3 Star Hotels in Key Colony Beach
- Indian Waterways Hotels
- Key Largo Hotels
- Anglers Park Hotels
- Hotels with Room Service in Key Largo
- Beach Resorts & in Key Colony Beach
- Hotels with Childcare in Key Largo
- Inns in Duck Key
- Fishing Resorts & in Islamorada
- 4 Star Hotels in Tavernier
- 4 Star Hotels in Islamorada
- Hotels near Anne's Beach
- Hotels on the Lake in Duck Key
- Arcade Hotels in Duck Key
- 4 Star Hotels in Key Colony Beach
- Cross Key Waterways Hotels
- Green Hotels in Islamorada
- Tavernier Hotels
- Hotels with a Wedding Venue in Key Largo
- Hotels near Everglades National Park
- Kid Friendly Hotels in Duck Key
- 3 Star Hotels in Key Largo
- Green Hotels in Key Largo
- Condo Rentals in Islamorada
- Historic Hotels in Tavernier
- Golf Resorts & in Islamorada
- Hotels with Suites in Key Colony Beach
- Condo Rentals in Tavernier
- 5 Star Hotels in Key Largo
- 4 Star Hotels in Duck Key
- Gay Friendly Hotels in Islamorada
- Motels in Key Colony Beach
- Hotels near Harry Harris Park
- 5 Star Hotels in Islamorada
- Business Hotels in Tavernier
- Oceanfront Hotels in Tavernier
- 4 Star Hotels in Key Largo
- Hotels with Air Conditioning in Islamorada
- Vacation Rentals in Tavernier
- Resorts in Key Colony Beach
- Kid Friendly Hotels in Key Colony Beach
- Holiday Park Resorts in Key Largo
- Flights to Key Largo
- Flights from Casablanca to Marathon
- Flights from Newburgh to Marathon
- Flights from San Juan to Marathon
- Flights from Nashville to Marathon
- Flights from Orlando to Marathon
- Flights from Charlotte to Marathon
- Flights from Newark to Marathon
- Flights from Austin to Marathon
- Flights from Cleveland to Marathon
- Flights from Quito to Marathon
- Flights from Montreal to Marathon
- Flights from Washington to Marathon
- Flights from Boston to Marathon
- Flights from Istanbul to Marathon
- Flights from New Orleans to Marathon
- Flights from St. Louis to Marathon
- Flights from Kingston to Marathon
- Flights from Oklahoma City to Marathon
- Flights from Florida Keys Marathon
- Flights from Salt Lake City to Marathon
- Flights to Florida Keys Marathon
- Flights from Greenville - Spartanburg to Marathon
- Flights from Asuncion to Marathon
- Flights from Düsseldorf to Marathon
- Flights from Princeton to Marathon
- Flights from Houston to Marathon





