
Summerland Key Vacations from ¥369,466
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The Latest Summerland Key Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Sense28 Edgewater, an AvantStay Hotel
Midtown
Price was ¥463,780, price is now ¥369,466 per person
¥369,466
per person
Jun 24 - Jun 28
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
10/10 Exceptional! (14 reviews)
Place was clean and fully renovated. Highly recommend if you’re in the area
Reviewed on Apr 12, 2026


Bentley Hotel South Beach
South Beach
Price was ¥590,038, price is now ¥420,727 per person
¥420,727
per person
Jun 24 - Jun 28
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9.4/10 Exceptional! (745 reviews)
The Bentley hotel was a really nicely appointed place to stay in South Beach Miami. The staff was very welcoming, friendly and always available to assist. We used the bikes we had Prosecco on the rooftop and anytime we had a request the staff responded to things promptly. I would go back again and stay at this property in a heartbeat. So lovely!
Thank you!
Reviewed on Apr 12, 2026


Flow Hotel Miami
Downtown Miami
Price was ¥483,780, price is now ¥393,460 per person
¥393,460
per person
Jun 24 - Jun 27
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9/10 Wonderful! (256 reviews)
We stayed over the Easter Weekend. The room/space was alot bigger than we expected. It was very well equipped and comfortable.
We had an excellent and easy check in experience.
The hotel's location is very good if you want to explore the downtown and plan to go to the Kayesa center.
We would have liked to use the spa and exercise space, however we ran out of time.
The shower curtain had the smell of dampness that lasted too long.
Otherwise, we enjoyed the stay and would uss this Flow location again.
Reviewed on Apr 8, 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

Cutthroat Harbor Estates
While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Venture Key are some notable places to visit nearby.
Find the Best Summerland Key Vacation Packages
Summerland Key Hotel Deals

Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (550 reviews)
Stayed in one of the apartments. Good location if key west accommodation is too pricy or unavailable - approx 25min drive. Nice pool, jacuzzi and bar set-up. Only negative was very uncomfortable mattress on sofa bed.
Reviewed on Apr 10, 2026

Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is ¥29,958 per night from Apr 27 to Apr 28
¥29,958
¥38,899 total
Apr 27 - Apr 28
includes taxes & fees
9/10 Wonderful! (1,013 reviews)
Breakfast should be improved but everything else is an excellent choice
Reviewed on Apr 12, 2026

Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is ¥39,757 per night from May 14 to May 15
¥39,757
¥44,727 total
May 14 - May 15
includes taxes & fees
7.6/10 Good! (1,010 reviews)
We stayed for 1 night, the staff was great, room had enough clean towels and clean bed sheets. The room was very dated but didn't smell which was good. Wall AC did a decent job at cooling.
Reviewed on Apr 12, 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.
What to do in Summerland Key

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
¥10,784
per traveler
92% of travellers recommend

Key West Mangrove Kayak Eco Tour
¥12,695
per adult
100% of travellers recommend

Key West Sunset Cruise & Glass Bottom Eco Tour
¥11,100
per adult
76% of travellers recommend
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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.



