
Summerland Key Vacations from ¥347,906
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Summerland Key Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach
South Beach
Price was ¥483,567, price is now ¥347,906 per person
¥347,906
per person
Apr 29 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Loved the location, room was nice, bathroom very small, very friendly staff, slow service at restaurant in the morning. Will go back
Reviewed on Feb 24, 2026

Hotel Riu Plaza Miami Beach
Mid Beach
Price was ¥596,394, price is now ¥405,922 per person
¥405,922
per person
Apr 29 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8/10 Very Good! (1,120 reviews)
Staff are great but the bed and pillows were uncomfortable. Especially the pillows they are horrible. I had to use a towel as my pillow. Other hotels have feather pillows that are far more comfortable. It would be nice to have a choice. For this reason we won’t return. It’s too bad because everything else was nice.
Reviewed on Feb 19, 2026

The Penguin Hotel
South Beach
Price was ¥486,183, price is now ¥353,314 per person
¥353,314
per person
Apr 29 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.2/10 Very Good! (1,491 reviews)
It was perfect. It was right across from the beach lots of shops lots of restaurants lovely area.
Reviewed on Feb 24, 2026

President Hotel
South Beach
Price was ¥484,422, price is now ¥352,580 per person
¥352,580
per person
Apr 29 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.4/10 Very Good! (1,775 reviews)
Great location to get around.
Friendly staff .
Henry was very helpful!!
I’ll be back sometime!!
Reviewed on Feb 26, 2026

Bentley Hotel South Beach
South Beach
Price was ¥591,052, price is now ¥441,946 per person
¥441,946
per person
Apr 29 - May 5
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9.2/10 Wonderful! (466 reviews)
Great place to stay. Clean spacious room in a nice location.
Reviewed on Feb 26, 2026
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

Sugarloaf Shores
While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.
Find the Best Summerland Key Vacation Packages
Summerland Key Hotel Deals

Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
7.6/10 Good! (1,000 reviews)
The room was clean the staff was amazing!! The Tiki Bar and food were great! The resort was perfect!
Reviewed on Feb 24, 2026

Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is ¥43,358 per night from Mar 29 to Mar 30
¥43,358
¥53,865 total
Mar 29 - Mar 30
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Room was outdated but clean and fresh and loved that it is near the boat dock around the corner- pool is super clean and warm- breakfast really good- Coffee not so good too strong!! Front desk staff very good got us things as we requested them clean towels and shower soap and toothbrushes- Grounds ...
Reviewed on Feb 26, 2026

Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (493 reviews)
Great rooms
Reviewed on Feb 26, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



