
Key Haven Adventure Vacations
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Flight and Adventure hotel deals in Key Haven
Price found within the past 48 hours. Click for updated prices.

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was CA $2,116, price is now CA $1,436 per person
CA $1,436
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,248 reviews)
We’ve stayed in key west many many times first time at this particular location.
Pros: the woman at the Front Desk were very friendly. The property is beautiful.
Breakfast was surprisingly good.
Cons: ugh Keith at the bar. Total downer. Every. Day. He yelled at all patrons at the bar one day too.
No towels by the pool. Ever.
Location - noisy. Not Relaxing.
Also you are .5 mile from everything. Which Is either convenient or not depending on your needs.
The rooms - meh. Clean. But it’s a room. Nothing special. Drain didn’t drain. We got 2 towels total for 2 people.
No soap. But we bring some just in case.
We specifically asked for outdoor area when booking - our outdoor area was two chairs in a common walkway - total bummer. So be mindful of that when booking. Having stayed at other places on the island we won’t be back
Reviewed on May 4, 2026

Southernmost House - Adult Exclusive
Old Town Key West
Price was CA $2,971, price is now CA $1,831 per person
CA $1,831
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
9.4/10 Exceptional! (1,006 reviews)
The accommodation was very nice! Great property location and extremely clean. For a 100 year old mansion, it was in great shape!
It’s right next door to the southern most point buoy! Walkable to Mallory square. The parking lot is only for guests and although there was a charge, it was cheaper than parking in Mallory square!
Reviewed on Apr 27, 2026

The Perry Hotel & Marina Key West
Price was CA $2,093, price is now CA $1,556 per person
CA $1,556
per person
Jul 13 - Jul 20
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,266 reviews)
Clean room and a free shuttle to downtown. The two restaurants were great and all of the staff was friendly and very helpful!
Reviewed on May 5, 2026

Oceans Edge Key West Resort, Hotel & Marina
Price was CA $1,919, price is now CA $1,472 per person
CA $1,472
per person
Jul 13 - Jul 20
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,859 reviews)
The pool was enjoyable and relaxing.
Reviewed on May 4, 2026

The Gardens Hotel
Old Town Key West
Price was CA $2,030, price is now CA $1,577 per person
CA $1,577
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
This was one of the nicest places we have ever stayed. It felt like a tropical oasis but was only a block over from Duval. Wine tasting room was great and the hotel cat, Lucy, was the sweetest! Breakfast each morning was amazing! We would definitely stay here again when we come back to visit!
Reviewed on Apr 26, 2026
3 Night Adventure holidays in Key Haven
Price found within the past 48 hours. Click for updated prices.

The Gardens Hotel
Old Town Key West
Price was CA $1,896, price is now CA $1,378 per person
CA $1,378
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
This was one of the nicest places we have ever stayed. It felt like a tropical oasis but was only a block over from Duval. Wine tasting room was great and the hotel cat, Lucy, was the sweetest! Breakfast each morning was amazing! We would definitely stay here again when we come back to visit!
Reviewed on Apr 26, 2026

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was CA $1,783, price is now CA $1,388 per person
CA $1,388
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,248 reviews)
We’ve stayed in key west many many times first time at this particular location.
Pros: the woman at the Front Desk were very friendly. The property is beautiful.
Breakfast was surprisingly good.
Cons: ugh Keith at the bar. Total downer. Every. Day. He yelled at all patrons at the bar one day too.
No towels by the pool. Ever.
Location - noisy. Not Relaxing.
Also you are .5 mile from everything. Which Is either convenient or not depending on your needs.
The rooms - meh. Clean. But it’s a room. Nothing special. Drain didn’t drain. We got 2 towels total for 2 people.
No soap. But we bring some just in case.
We specifically asked for outdoor area when booking - our outdoor area was two chairs in a common walkway - total bummer. So be mindful of that when booking. Having stayed at other places on the island we won’t be back
Reviewed on May 4, 2026

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Price was CA $2,043, price is now CA $1,639 per person
CA $1,639
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.4/10 Very Good! (632 reviews)
The Best Hotel in Key West 10 stars!!!!
Reviewed on Apr 29, 2026
4 Night Adventure holidays in Key Haven
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Windward Pointe, Key West
Price was CA $2,214, price is now CA $1,479 per person
CA $1,479
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (1,059 reviews)
The hidden resort fees were absolutely ridiculous! $40 a day, plus $5 a day plus $150 coverage without any explanation. This property is located directly next to the airport and they do not provide a shuttle service to pick you up. We used Uber for everything, another extra expense. ( The Hampton Inn next door had a shuttle that went everywhere)
Reviewed on May 5, 2026

Southernmost House - Adult Exclusive
Old Town Key West
Price was CA $2,971, price is now CA $1,831 per person
CA $1,831
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
9.4/10 Exceptional! (1,006 reviews)
The accommodation was very nice! Great property location and extremely clean. For a 100 year old mansion, it was in great shape!
It’s right next door to the southern most point buoy! Walkable to Mallory square. The parking lot is only for guests and although there was a charge, it was cheaper than parking in Mallory square!
Reviewed on Apr 27, 2026

Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
Price was CA $2,836, price is now CA $1,976 per person
CA $1,976
per person
Jul 15 - Jul 19
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.6/10 Excellent! (365 reviews)
Stayed in a one bedroom unit. Good size kitchen/living room, however bathroom was tiny. Bedroom was ok.. lots of closet/storage, however bed could have been bigger.
Location was awesome… just a couple blocks to everything!
Reviewed on May 6, 2026
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