
Summerland Key Vacations from $190
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Your Summerland Key Vacation
The hassle-free way to experience this interesting city is with a tailor-made Summerland Key vacation package. Base yourself in the neighborhood 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 traveling. Browse the wide range of options on Expedia today and put your Summerland Key vacation plans in motion!
The Latest Summerland Key vacation packages



Barcelona Studios Guesthouse
Reviewed on Jul 13, 2026

Casablanca Miami Beach
Reviewed on Jul 2, 2026

Nobu Hotel Miami Beach
Reviewed on Jul 16, 2026
Where to stay in Summerland Key

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.
Stay near popular Summerland Key attractions
What to do in Summerland Key

Key West Dolphin & Snorkeling Tour - Small Group
Summerland Key Hotel Deals

Parmer's Resort
"We happened upon this quaint resort on a weekend to the Keys. What a great spot! It is not on one of the main keys but is close to Key West and other fun locations. The resort had hammocks to relax in, a pool, docks, outdoor activities and a small breakfast (don't plan on filling up on it if you ..."
Reviewed on Jul 13, 2026

Sugarloaf Key Hotel at KOA Resort
"Super clean and well maintained property. We stayed in the hotel portion, but noticed the hotel and the camping spots were all so well maintained and nice. Very impressed. The pool was a great amenity. The beach was more of a lake entrance with sand, not super little kid friendly but we utilized ..."
Reviewed on Jul 16, 2026

Sugarloaf Key RV Resort & Cottages
"The cabins were pretty much new. Beautiful views. Also the cabins are separate from RV area. Cant wait to go back. Lass that 1/2 hour to Key West. Way better price base foe better rooms and amenities."
Reviewed on Jul 14, 2026
Find the Best Summerland Key Vacation Packages
Summerland Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Max Temp Winter | 75ºF |
Max Temp Summer | 85ºF |
Top Sights | Bahia Honda State Park, Florida Keys Beaches and Calusa Beach |
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Frequently asked questions
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- Bahama Village Vacations
- Fort Zachary Taylor Historic State Park
- Boca Chica Nude Beach
- Calusa Beach
- Ernest Hemingway Home and Museum
- Waterfront Playhouse
- Smathers Beach
- Cook Island
- National Key Deer Refuge Visitor Center
- Tennessee Williams Key West Exhibit
- San Carlos Institute - Casa Cuba
- Big Pine Key Flea Market
- Sails To Rails Museum at Flagler Station
- All inclusive Vacation Packages Key West
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- Jackson Square
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- Museum of Art & History at the Custom House
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- Key West Vacations
- Fort East Martello Museum and Gallery
- Clarence S. Higgs Memorial Beach Park
- Seven Mile Bridge
- Visit Sugarloaf Key
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- Key West National Wildlife Refuge
- Schooner Western Union
- Visit Ramrod Key
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- Old Town Key West Vacations
- Upper Sugarloaf Sound
- Sombrero Beach
- Key West Historic District Vacations
























