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

The Perry Hotel & Marina Key West
Price was CA $737, price is now CA $615 per person
CA $615
per person
Aug 20 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,277 reviews)
10 out of 10 hotel. Very chill atmosphere. Great for families, couples, or even just a solo trip. The restaurant inside the restaurant was excellent. The pool and tiki bar attached were perfect with great drinks and good food to hold you over til dinner. The room was great. We had a room with a view of the marina and it was perfect. I cannot recommend this hotel enough. My wife and I will definitely be back.
Reviewed on Jun 2, 2026

Southernmost House - Adult Exclusive
Old Town Key West
Price was CA $2,838, price is now CA $1,875 per person
CA $1,875
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
This is a wonderful old mansion. I love that they did NOT modernize it to the point it’s lost its charm and character. The staff were amazing. The room was nice, clean and cool with a nice view. I would highly recommend staying here. The only negatives experienced is the noise level. Be prepared to hear propane trucks at 6 in the morning stopping at the cafe and the smell of the seaweed can get pretty rough. So if you’re a light sleeper (which unfortunately I am) or if your sense of smell is sensitive, you may not want to stay here.
I would give the entire experience here an 8 out 10. I’d give it a 10, but the “traffic and smell” can get to be a little much. However if “old homes” and having an amazing cafe (which serves amazing food, just a few feet away) sounds good to you, thus is your place.
Reviewed on May 30, 2026

Pier House Resort & Spa
Key West Historic District
Price was CA $2,522, price is now CA $2,107 per person
CA $2,107
per person
Jul 13 - Jul 19
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,141 reviews)
We had a wonderful stay, thanks for the memories!
Reviewed on Jun 3, 2026

The Marker Key West Harbor Resort
Key West Historic District
Price was CA $948, price is now CA $792 per person
CA $792
per person
Aug 20 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Excellent location and great amenities!
Reviewed on Jun 3, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $850, price is now CA $715 per person
CA $715
per person
Aug 20 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (3,334 reviews)
Proximity to things, walkability, friendly bartenders at Pineapple Pool. Great conceriage.
Reviewed on Jun 3, 2026
3 Night Adults Only holidays in Lower Keys
Price found within the past 48 hours. Click for updated prices.

The Perry Hotel & Marina Key West
Price was CA $1,343, price is now CA $1,172 per person
CA $1,172
per person
Jul 6 - Jul 9
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,277 reviews)
10 out of 10 hotel. Very chill atmosphere. Great for families, couples, or even just a solo trip. The restaurant inside the restaurant was excellent. The pool and tiki bar attached were perfect with great drinks and good food to hold you over til dinner. The room was great. We had a room with a view of the marina and it was perfect. I cannot recommend this hotel enough. My wife and I will definitely be back.
Reviewed on Jun 2, 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $1,576, price is now CA $1,391 per person
CA $1,391
per person
Jul 6 - Jul 9
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (3,334 reviews)
Proximity to things, walkability, friendly bartenders at Pineapple Pool. Great conceriage.
Reviewed on Jun 3, 2026

Oceans Edge Key West Resort, Hotel & Marina
Price was CA $1,509, price is now CA $1,339 per person
CA $1,339
per person
Jul 6 - Jul 9
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,865 reviews)
Easy going, easy property to navigate, easy shuttle, nice restaurant, pools clean, rooms clean. Overall nice experience for a quick weekend away.
Reviewed on Jun 4, 2026
4 Night Adults Only holidays in Lower Keys
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Windward Pointe, Key West
Price was CA $2,009, price is now CA $1,378 per person
CA $1,378
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,105 reviews)
This property is gorgeous. Staff was very friendly. Room was spacious and very quiet. Would definitely stay here again if/when back in Key West.
Reviewed on Jun 2, 2026

Southernmost House - Adult Exclusive
Old Town Key West
Price was CA $2,838, price is now CA $1,875 per person
CA $1,875
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
This is a wonderful old mansion. I love that they did NOT modernize it to the point it’s lost its charm and character. The staff were amazing. The room was nice, clean and cool with a nice view. I would highly recommend staying here. The only negatives experienced is the noise level. Be prepared to hear propane trucks at 6 in the morning stopping at the cafe and the smell of the seaweed can get pretty rough. So if you’re a light sleeper (which unfortunately I am) or if your sense of smell is sensitive, you may not want to stay here.
I would give the entire experience here an 8 out 10. I’d give it a 10, but the “traffic and smell” can get to be a little much. However if “old homes” and having an amazing cafe (which serves amazing food, just a few feet away) sounds good to you, thus is your place.
Reviewed on May 30, 2026

Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
Price was CA $2,381, price is now CA $1,937 per person
CA $1,937
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
8.6/10 Excellent! (373 reviews)
Like almost everywhere in the Keys, you start off by paying to park. Pool was great with a nice hot tub and swings and barbecue grills to use.
We were asked to do the vacation club tour and at first I agree but then the $200 visa gift card turned into vouchers, etc. Since we only stayed a few days, it wasn’t worth our while, and we had already done all the tours. I mainly didn’t like that. I kept hearing anywhere from 100, 150 and 200 at different times from different people and it went from a Visa gift card to vouchers, less legitimate when you’re not on the same page. Why would I trust to join a vacation club when they can’t even be upfront about what they’re offering to just show up
The one bedroom unit we stayed in, was great with plenty of seating and an amazing balcony overlooking the pool and the Gulf of America. I would stay again and it’s a great location to all the main attractions
Reviewed on Jun 2, 2026
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