Summerland Key Vacations

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Where to stay in Summerland Key

Find the best Summerland Key areas and neighborhoods for the activities you enjoy most. Learn more about Summerland Key
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Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Upper Sugarloaf Key are some notable places to visit nearby.

Find hotels in Cutthroat Harbor Estates

Find the Best Summerland Key Vacation Packages

Summerland Key Hotel Deals

Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is ₩149,597 per night from Sep 23 to Sep 24
₩149,597
₩213,874 total
Sep 23 - Sep 24
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Clean room , many options for guests to do around property. Close to key west and marathon"

Reviewed on Sep 10, 2025

Parmer's Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is ₩138,283 per night from Sep 23 to Sep 24
₩138,283
₩155,575 total
Sep 23 - Sep 24
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Good"

Reviewed on Sep 11, 2025

Sugar Loaf Lodge
Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is ₩145,148 per night from Oct 1 to Oct 2
₩145,148
₩163,291 total
Oct 1 - Oct 2
includes taxes & fees
7.4/10 Good! (1,002 reviews)
"This is a very REASONABLY priced lodging for the FL Keys so expect simple things. We had a great stay, room was clean, the young gent at the front desk was exceptionally friendly and helpful, ditto at checkout. The beds are comfortable. The shower head had great pressure and the onsite tiki bar is ..."

Reviewed on Sep 15, 2025

Looe Key Reef Resort
See all 601 properties in Summerland Key
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.