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.

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Find the Best Summerland Key Vacation Packages

Summerland Key Hotel Deals

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
7.4/10 Good! (1,000 reviews)
Staff very polite and accommodating.

Reviewed on 2025/12/21

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Looe Key Reef Resort
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 NT$6,472 per night from Jan 11 to Jan 12
NT$6,472
NT$8,306 total
Jan 11 - 2026/1/12
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Gorgeous view, convenient location, friendly staff!

Reviewed on 2025/12/24

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 NT$6,249 per night from Jan 4 to Jan 5
NT$6,249
NT$7,031 total
Jan 4 - 2026/1/5
includes taxes & fees
8/10 Very Good! (998 reviews)
Staff was wonderful. Room is sweet and on pretty piece of water. Aging property, but well kept. Quiet, clean, good shower, comfy beds. Quick trip to key west. Great deal for the money. Very happy this is where we landed.

Reviewed on 2025/12/21

Sugar Loaf Lodge
See all 618 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.

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