Name: Chesapeake Beach Resort
Price range: NZ$377
Rating: 9.4

Photo by Shannon Rocco

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Our guide on where to stay in Matecumbe

Find the best Matecumbe areas and neighborhoods for the activities you enjoy most. Learn more about Matecumbe

A sunset over a palm tree-lined pier extending into calm waters.

Venetian Shores

Though Venetian Shores may not have many top sights, you can venture to the surrounding area to see attractions like Rain Barrel Village and Founders Park.

Our pick of the best Matecumbe Hotel Deals

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Fully refundableReserve now, pay when you stay

NZ$492

29 Nov - 30 Nov

includes taxes & fees

9.2/10 Wonderful! (1,502 reviews)

"Food was excellent and staff was extremely friendly. The room could have been a little better. The floors were sandy but the room was otherwise clean"

Reviewed on 3 Nov 2026

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

NZ$377

10 Nov - 11 Nov

includes taxes & fees

9.4/10 Exceptional! (1,808 reviews)

"This resort was the perfect getaway for us!! Ocean front! Beautiful views!!"

Reviewed on 2 Nov 2026

Amara Cay Resort

80001 Overseas Hwy Islamorada FL

Fully refundableReserve now, pay when you stay

NZ$442

15 Nov - 16 Nov

includes taxes & fees

See all 522 properties in Matecumbe

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.