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


Southernmost House - Adult Exclusive
Old Town Key West
CA $1,928
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
We arrived at Key West just after 12 noon on a Sunday. I was planning to just leave our luggage’s at the hotel since check in time was at 4pm. Catherine was the one that greeted us and help us out on our check in process. She was very professional and very friendly. We got our room ready right away and we didn’t have to wait until check in time at 4PM.
Our room was right by the pool, it was clean, has a full size fridge and small microwave, some kitchen amenities (plates, cups, silverware’s) and a dehumidifier.
The bathroom is clean and very spacious (shower area). We thought it will be loud since it’s close to the pool and the bar but the whole time we were there it was nice and quiet.
There’s are near by restaurants, shops and coffee shops but I suggest to rent a scooter to get to the port area if you have any plans on going to any boating trips (it’s a good 20-30 mins walk from the hotel).
We met dean on our 2nd day and he was very friendly and make sure to give us our parking pass for the scooter that we rented. Dean and Catherine definitely made our stay special. And we will definitely come back to stay at this facility on our next trip to Key West. I highly recommend this place if you want a relaxing, laidback stay at Key West.
Reviewed on Oct 1, 2026

5* Adults Only holidays in The South
Price found within the past 48 hours. Click for updated prices.

3 Night Adults Only holidays in The South
Price found within the past 48 hours. Click for updated prices.


Southernmost House - Adult Exclusive
Old Town Key West
CA $1,928
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
We arrived at Key West just after 12 noon on a Sunday. I was planning to just leave our luggage’s at the hotel since check in time was at 4pm. Catherine was the one that greeted us and help us out on our check in process. She was very professional and very friendly. We got our room ready right away and we didn’t have to wait until check in time at 4PM.
Our room was right by the pool, it was clean, has a full size fridge and small microwave, some kitchen amenities (plates, cups, silverware’s) and a dehumidifier.
The bathroom is clean and very spacious (shower area). We thought it will be loud since it’s close to the pool and the bar but the whole time we were there it was nice and quiet.
There’s are near by restaurants, shops and coffee shops but I suggest to rent a scooter to get to the port area if you have any plans on going to any boating trips (it’s a good 20-30 mins walk from the hotel).
We met dean on our 2nd day and he was very friendly and make sure to give us our parking pass for the scooter that we rented. Dean and Catherine definitely made our stay special. And we will definitely come back to stay at this facility on our next trip to Key West. I highly recommend this place if you want a relaxing, laidback stay at Key West.
Reviewed on Oct 1, 2026
4 Night Adults Only holidays in The South
Price found within the past 48 hours. Click for updated prices.


Southernmost House - Adult Exclusive
Old Town Key West
CA $2,286
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
We arrived at Key West just after 12 noon on a Sunday. I was planning to just leave our luggage’s at the hotel since check in time was at 4pm. Catherine was the one that greeted us and help us out on our check in process. She was very professional and very friendly. We got our room ready right away and we didn’t have to wait until check in time at 4PM.
Our room was right by the pool, it was clean, has a full size fridge and small microwave, some kitchen amenities (plates, cups, silverware’s) and a dehumidifier.
The bathroom is clean and very spacious (shower area). We thought it will be loud since it’s close to the pool and the bar but the whole time we were there it was nice and quiet.
There’s are near by restaurants, shops and coffee shops but I suggest to rent a scooter to get to the port area if you have any plans on going to any boating trips (it’s a good 20-30 mins walk from the hotel).
We met dean on our 2nd day and he was very friendly and make sure to give us our parking pass for the scooter that we rented. Dean and Catherine definitely made our stay special. And we will definitely come back to stay at this facility on our next trip to Key West. I highly recommend this place if you want a relaxing, laidback stay at Key West.
Reviewed on Oct 1, 2026

The Independent Inn - Formerly Heron House Court
Key West Historic District
CA $2,123
per person
Nov 13 - Nov 17
found 8 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
9/10 Wonderful! (1,005 reviews)
Great little spot for a quick trip to Key West. Nicely located and very walkable. We enjoyed the spacious room and very comfortable pool. Room was very clean if some what a little “lived in”. Could use a bit of a refresh but great value for the price! Would definitely stay again!
Reviewed on Sep 27, 2026
Adults Only Hotels in The South

Shoreline Island Resort - Exclusively Adult
14200 Gulf Boulevard Madeira Beach FL
- 4 hours drive from Walt Disney World® Resort
Book a stay at this beach aparthotel in Madeira Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,580 reviews)
"Great location, recliners, nice staff."
Reviewed on Oct 2, 2026

The Southernmost Inn - Adults Only
525 United Street Key West FL
- 11 hours drive from Walt Disney World® Resort
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very good! (1,445 reviews)
"Very close to all the action"
Reviewed on Oct 2, 2026

Upper Deck Hotel and Bar - Adults Only
120 E Atol St. South Padre Island TX
Stay at this hotel in South Padre Island. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (257 reviews)
"Forgot our shoes and Apple Watch and they held it but also offered to ship it"
Reviewed on Sep 30, 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.
Things to do

Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $69
per adult
90% of travellers recommend

Boston CityPASS®: Admission to Top 4 Attractions
CA $117
per adult
92% of travellers recommend

Go City: Boston All-Inclusive Pass with 45+ Attractions
CA $99
per adult
80% 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.







