Florida Keys Holidays
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Where to stay in Florida Keys
Find the best Florida Keys areas and neighborhoods for the activities you enjoy most. Learn more about Florida Keys
Old Town Key West
1 out of top 10 points of interest in this area
5/5(6 area reviews)
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Southernmost Point.
Top hotels in Florida Keys
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is 7.141.510 ₫ per night from 18 Jun to 19 Jun
7.141.510 ₫
9.959.930 ₫ total
18 Jun - 19 Jun
includes taxes & fees
9.2/10 Wonderful! (1,318 reviews)
"Cheeca Lodge is my absolute favorite place in The Keys The property is gorgeous, I love the amenities, the complimentary kayaking, bikes & champagne for Mother’s Day was such a nice touch The rooms are so cozy, just love it there. Ask for Rob at the pool bar, he makes a great drink!"
Reviewed on 4 Jun 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is 4.978.254 ₫ per night from 9 Jun to 10 Jun
4.978.254 ₫
7.081.767 ₫ total
9 Jun - 10 Jun
includes taxes & fees
9.2/10 Wonderful! (1,739 reviews)
"We really enjoyed the resort! They offered snacks and champagne during the day by the pool with live music. Also the breakfast was amazing! Especially the omelettes. We will definitely be back and bring the boat."
Reviewed on 4 Jun 2026
Waterside Suites & Marina
201 Ocean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
The price is 3.727.436 ₫ per night from 8 Jun to 9 Jun
3.727.436 ₫
4.934.014 ₫ total
8 Jun - 9 Jun
includes taxes & fees
9/10 Wonderful! (1,377 reviews)
"Clean and friendly"
Reviewed on 4 Jun 2026
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.
Popular places to visit
Duval Street
With a visit to Duval Street, a favourite shopping spot in Key West, you can find the perfect gifts to bring home. Wander the seaside or discover the area's beautiful sunsets.
Southernmost Point
Find out about the history of Southernmost Point, one of the top monuments in Key West. Discover the area's lively bars and its lively festivals.
Florida Keys Visitor Center - Key Largo
Florida Keys Visitor Center - Key Largo is just one of the places to see in Key Largo, so why not enjoy the other things to explore during your travels? Stroll along the seaside or discover the area's beautiful sunsets.
