Compare Hotels with Tennis Courts in Islamorada

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Featured Islamorada Hotels with Tennis Courts

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL

$267

includes taxes & fees

$237 per night

Nov 17 - Nov 18

Free Cancellation

Reserve now, pay when you stay

With a stay at Cheeca Lodge & Spa in Islamorada (Matecumbe), you'll be a 4-minute walk from Matecumbe United Methodist Church and 5 minutes by foot from Florida Keys Brewing Co..

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL

$213

includes taxes & fees

$195 per night

Nov 17 - Nov 18

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.

Guarantee Best Sunsets in the Keys!

A stay at this vacation home places you in the heart of Islamorada, steps from Islamorada Brewery & Distillery and 10 minutes by foot from Keys History & Discovery Center.

RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES!

With a stay at this condo in Tavernier, you'll be on the beach, within a 15-minute drive of Jimmy Johnson's Big Chill and Florida Keys Dive Center.

Pool

Hot Tub

Topsider Resort by Capital Vacations

75500 Overseas Hwy, Islamorada, FL

With a stay at this condo in Islamorada (Matecumbe), you'll be steps from Sunset Drive Beach and a 2-minute drive from San Pedro Underwater Archaeological Preserve State Park.

Pool

Hot Tub

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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.

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Islamorada hotels essential information

Accommodation	2,209 hotels
Lowest Price	$213
Highest Price	$267
Popular hotels	Cheeca Lodge & Spa, Chesapeake Beach Resort, Guarantee Best Sunsets in the Keys!, RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES!, Topsider Resort by Capital Vacations

Most Recent Islamorada Hotel Reviews

Chesapeake Beach Resort

5 out of 5

Posted 3 days ago

CheapTickets Verified Review

"Amazing property! We had a reservation at a different place and were not happy with it so decided to push on. We couldn’t be happier. The staff is amazing, breakfast is great and there is a private beach. We are so happy we extended our stay."

A verified traveler stayed at Chesapeake Beach Resort