
Stock Island Adults Only Vacations
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Flight and Adults Only hotel deals in Stock Island
Price found within the past 48 hours. Click for updated prices.

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
CA $1,654
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
9.2/10 Wonderful! (1,397 reviews)
Two concerns:
1) TV issue was not addressed by staff in a timely fashion. Note; the amenity fee was reduced as a result.
2) concern may be equal parts
Winslow’s Bungalows and Expedia. There should be transparent pricing that includes the TOTAL AMOUNT. It’s distasteful to a customer amenity fees, etc. show up at check-in/out. Just quote the customer the true cost of their stay and avoid creating a frustration on behalf of the consumer.
Reviewed on Sep 1, 2026


Southernmost Beach Resort and Guesthouses
Old Town Key West
CA $3,122
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
8.8/10 Excellent! (3,534 reviews)
The resort fee is very expensive for what the resort has to offer for the guests. I will not rebook this resort the next time we are in Keywest. No shuttle services are offered. Nothing complimentary but two welcome drinks.
Reviewed on Sep 1, 2026


Southernmost House - Adult Exclusive
Old Town Key West
CA $2,584
per person
Nov 10 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
9.4/10 Exceptional! (1,004 reviews)
We were on the top floor. Lots of stairs. Make sure you can do stairs when booking or request a lower floor. It's beautiful, great location and would go back again.
Reviewed on Sep 1, 2026
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View all trips3 Night Adults Only holidays in Stock Island
Price found within the past 48 hours. Click for updated prices.

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
CA $671
per person
Nov 9 - Nov 12
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (1,397 reviews)
Two concerns:
1) TV issue was not addressed by staff in a timely fashion. Note; the amenity fee was reduced as a result.
2) concern may be equal parts
Winslow’s Bungalows and Expedia. There should be transparent pricing that includes the TOTAL AMOUNT. It’s distasteful to a customer amenity fees, etc. show up at check-in/out. Just quote the customer the true cost of their stay and avoid creating a frustration on behalf of the consumer.
Reviewed on Sep 1, 2026


Southernmost Beach Resort and Guesthouses
Old Town Key West
CA $1,055
per person
Nov 9 - Nov 12
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
8.8/10 Excellent! (3,534 reviews)
The resort fee is very expensive for what the resort has to offer for the guests. I will not rebook this resort the next time we are in Keywest. No shuttle services are offered. Nothing complimentary but two welcome drinks.
Reviewed on Sep 1, 2026
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View all trips4 Night Adults Only holidays in Stock Island
Price found within the past 48 hours. Click for updated prices.

Ella's Cottages - Key West Historic Inns
Old Town Key West
CA $1,473
per person
Nov 11 - Nov 15
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (494 reviews)
It is located in the heart of he old district snd everything was so accessible without having to use our car. The property is only 1 block off Duval so,we had the advantage of,accessibility without the noise. The property is protected by foliage which makes it feel private and protected. The complimentary breakfast is lovely, and there is wine by the pool daily. Dwight welcomes guests upon arrival,and made us feel,at home. The beds are so comfy, and each cottage has its own flavor. I hope to return and stay at Ella’s Cottages again, Expedia does a great job helping us narrow down our priorities, amenities, location, etc. That enabled us to find Ella’s Cottages, which was perfect for us.
Reviewed on Sep 1, 2026

Southernmost House - Adult Exclusive
Old Town Key West
CA $2,307
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.4/10 Exceptional! (1,004 reviews)
We were on the top floor. Lots of stairs. Make sure you can do stairs when booking or request a lower floor. It's beautiful, great location and would go back again.
Reviewed on Sep 1, 2026

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View all tripsThings to do

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $59
per adult
94% of travellers recommend

Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $77
per adult
88% of travellers recommend

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
CA $109
per adult
94% of travellers recommend
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