Legacy Trail Pet-friendly Vacations
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Flight and Pet-friendly hotel deals in Legacy Trail
Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel
Sunshine Beach
Price was CA $2,820, price is now CA $2,037 per person
CA $2,037
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (950 reviews)
Great location. Super clean and entire property is well maintained. Large 2 bedroom suite with well equipped kitchen, and large laundry machines. Bar onsite was nice as well. We loved our stay!
Reviewed on May 21, 2026
The Avalon Club
Price was CA $2,981, price is now CA $2,187 per person
CA $2,187
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.4/10 Exceptional! (538 reviews)
Pool was tiny. The hotel was very clean and beds were comfortable.
Reviewed on May 17, 2026
Landing Apartments near Sun City Center and Riverview
Price was CA $1,996, price is now CA $1,468 per person
CA $1,468
per person
Jun 29 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.8/10 Excellent! (29 reviews)
Is great property but be very careful on location of unit. The external doors are very loud when they open and close and if you are close it will disturb you thru night. Everything else was so great though. That was really our only complaint. I highly recommend it, just pay attention to location of unit.
Reviewed on Apr 29, 2026
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View all trips5* Pet-friendly holidays in Legacy Trail
Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Sarasota
Central Sarasota
Price was CA $1,376, price is now CA $1,258 per person
CA $1,258
per person
Jul 6 - Jul 9
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,008 reviews)
Location of the property is wonderful. The shuttle bus to the private beach and Armond Circle was wonderful. We used it everyday. The drivers were super nice. The property is well maintained and the staff is so helpful and friendly.
Reviewed on May 18, 2026
The Adaline
Hyde Park
Price was CA $1,789, price is now CA $1,597 per person
CA $1,597
per person
Aug 16 - Aug 21
found 20 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.6/10 Exceptional! (71 reviews)
Beautiful property and in such a charming and walkable neighborhood. Will plan to stay here again.
Reviewed on Apr 29, 2026
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View all trips3 Night Pet-friendly holidays in Legacy Trail
Price found within the past 48 hours. Click for updated prices.
The Avalon Club
Price was CA $2,681, price is now CA $1,787 per person
CA $1,787
per person
Jul 31 - Aug 3
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.4/10 Exceptional! (538 reviews)
Pool was tiny. The hotel was very clean and beds were comfortable.
Reviewed on May 17, 2026
The Sarasota Modern, a Tribute Portfolio Hotel
Central Sarasota
Price was CA $956, price is now CA $757 per person
CA $757
per person
Jul 9 - Jul 12
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.2/10 Very Good! (550 reviews)
We had such a great stay at The Sarasota Modern! The hotel itself is beautiful! Very modern, clean, and had such a fun vibe from the moment we walked in. The rooms were stylish and comfortable, the pool area was amazing, and the location was perfect for exploring downtown Sarasota.
The staff was also incredibly friendly and helpful throughout our stay. Valet was easy, check-in was smooth, and everything just felt relaxing and well taken care of. It definitely felt like the perfect mix of upscale and fun.
We stayed for a special occasion and it made the whole weekend feel even more memorable. Would absolutely stay here again and recommend it to anyone looking for a trendy, relaxing Sarasota getaway or staycation!
Reviewed on May 15, 2026
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View all trips4 Night Pet-friendly holidays in Legacy Trail
Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel
Price was CA $1,208, price is now CA $884 per person
CA $884
per person
Jul 9 - Jul 13
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,034 reviews)
New hotel , great service. Had the marina view and was pleased.
Reviewed on May 21, 2026
The Avalon Club
Price was CA $3,106, price is now CA $2,248 per person
CA $2,248
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.4/10 Exceptional! (538 reviews)
Pool was tiny. The hotel was very clean and beds were comfortable.
Reviewed on May 17, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
Price was CA $1,777, price is now CA $1,372 per person
CA $1,372
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.6/10 Exceptional! (950 reviews)
Great location. Super clean and entire property is well maintained. Large 2 bedroom suite with well equipped kitchen, and large laundry machines. Bar onsite was nice as well. We loved our stay!
Reviewed on May 21, 2026
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