Summerland Key Holidays from £777

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Your Summerland Key Holiday

The hassle-free way to experience this interesting city is with a tailor-made Summerland Key holiday package. Base yourself in the neighbourhood of Sugarloaf Shores, which is great for families, fishing and views or go someplace else — our package deals are all about you. Cook Island, Big Pine Key Flea Market and Blue Hole are just some of the sights you'll want to see during your trip to Summerland Key. Stop daydreaming and start travelling. Browse the wide range of options on Expedia today and put your Summerland Key holiday plans in motion!

Top Summerland Key Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn by Wyndham Miami Airport North
The Retreat Collection at 1 Hotel & Homes South Beach
Luxuri Suites
Miccosukee Casino & Resort
Regency Miami Airport by Sonesta

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 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

Top hotels in Summerland Key

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 £175 per night from 23 Jun to 24 Jun
£175
23 Jun - 24 Jun
includes taxes & fees
9/10 Wonderful! (1,013 reviews)
"Parmer’s Resort on Little Torch Key is the kind of place you go when you truly want to slow down and unwind—but still have everything you need within reach. The property has a classic“old Florida” charm that is not flashy or overdone—instead, it feels cozy, laid-back, and genuinely welcoming. Parmer's ..."

Reviewed on 10 Jun 2026

Parmer's Resort
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (580 reviews)
"The hotel was VERY clean and well-appointed as hotel kitchenettes go. Everything was new and well maintained. Some curiosities. ZERO closet space. So, for an extended stay facility you mostly had to live out of your suitcase. No ceiling fans. They did provide a floor fan. Biggest issue for us as ..."

Reviewed on 8 Jun 2026

Sugarloaf Key Hotel at KOA Resort
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

3 out of 5
311 Johnson Rd Summerland Key FL
9.2/10 Wonderful! (12 reviews)
"Very clean and the location was extremely quiet."

Reviewed on 7 Jun 2026

Sugarloaf Key RV Resort & Cottages
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.

Stay near popular Summerland Key attractions

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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. Flight-inclusive packages are ATOL protected.