Summerland Key Holidays

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Your Summerland Key Holiday

Say bye-bye to planning worries and hello to a Summerland Key holiday package. With everything organised before you go, you can focus on discovering this city, starting with Breezeswept Beach Estates, which is good for adventure sports, fishing and watersports. Like to explore your new surroundings? Big Pine Key Flea Market, Cook Island and Blue Hole are some of the top places to visit during a trip to Summerland Key. That dream Summerland Key holiday is only clicks away. Browse accommodation, flights and more on Expedia for a trip that's tailored just for you.

Our guide on 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

Summerland Key Holiday

Summerland Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Max Temp Winter
24ºC
Max Temp Summer
29ºC
Top Sights
Bahia Honda State Park, Florida Keys Beaches and Calusa Beach

Our pick of the best Summerland Key Hotel Deals

Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue, Summerland Key, FL
The price is AU$232 per night from 2 Oct to 3 Oct
AU$232
2 Oct - 3 Oct
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Clean room , many options for guests to do around property. Close to key west and marathon"

Reviewed on 10 Sept 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 AU$168 per night from 2 Oct to 3 Oct
AU$168
2 Oct - 3 Oct
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Everything was fine even better as it was there for longer"

Reviewed on 27 Sept 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 AU$379 per night from 31 Oct to 1 Nov
AU$379
31 Oct - 1 Nov
includes taxes & fees
7.4/10 Good! (1,004 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 15 Sept 2025

Looe Key Reef Resort
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.

What to do in Summerland Key

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.