Legacy Trail Pet-friendly Vacations
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Top Pet-friendly vacation packages in Legacy Trail
Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Clearwater Beach
Save 100% on your flight
Price was $1,305, price is now $765 per person
$765
per person
Jan 5 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (2,803 reviews)
Clean room, convenient, and beautiful Christmas decor!
Reviewed on Dec 2, 2025
The Avalon Club
Price was $2,683, price is now $1,369 per person
$1,369
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (481 reviews)
Room was great. Reception awesome. Location awesome. However, the washer stopped working middle of night - resulting in our laundry being stuck (door locked, would not release as water error). We couldn't get fixed. By time maintenance got fixed, we had to check out. TO credit, they mailed our laundry to us, but we needed it the for the next 3 days of our vacaction, and didn't have it available.
Reviewed on Nov 26, 2025
Ocean Club Treasure Island Hotel
Sunshine Beach
Price was $3,268, price is now $1,777 per person
$1,777
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (712 reviews)
Excellent, Excellent, Excellent. From the staff, the way the room looked. Everything is included in the room that you would need for your stay. Can't wait to visit again.
Reviewed on Dec 2, 2025
Hotel Tampa Riverwalk
Downtown Tampa
Save 100% on your flight
Price was $1,774, price is now $1,045 per person
$1,045
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
7/10 Good! (1,744 reviews)
We had a fabulous time. Loved the pool area. We spent almost all our time out there! Room was great!
Reviewed on Nov 29, 2025
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View all trips5* Pet-friendly vacations in Legacy Trail
Price found within the past 48 hours. Click for updated prices.
The Adaline
Hyde Park
Save 100% on your flight
Price was $1,574, price is now $1,119 per person
$1,119
per person
Feb 18 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Sarasota (SRQ)
9.6/10 Exceptional! (53 reviews)
Very cute place! Feels like home. It’s in a walkable area really close to a lot of stores and food options. I enjoyed staying here!
Reviewed on Dec 1, 2025
The Ritz-Carlton, Sarasota
Central Sarasota
Save 100% on your flight
Price was $3,938, price is now $3,122 per person
$3,122
per person
Feb 12 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
We stayed on the Club Level, and the concierges were great!!! They couldn't do enough for us!
The front desk staff were great too! It was Halloween, and they celebrated in style!
Reviewed on Nov 6, 2025
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View all trips3 Night Pet-friendly vacations in Legacy Trail
Price found within the past 48 hours. Click for updated prices.
SeaSpray Resort
Save 100% on your flight
Price was $851, price is now $512 per person
$512
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.4/10 Exceptional! (67 reviews)
The place was very nicely furnished and spotless. The bedrooms were spacious and the beds and bedding were extremely comfortable. The living room furniture was the best I’ve seen in a rental. They had beach bags, chairs, wagons, and quality beach towels at our disposal. The unit is only a half of a block to the beach and a half of a mile to The Village with restaurants and bars.
Reviewed on Dec 2, 2025
The Avalon Club
Save 100% on your flight
Price was $1,993, price is now $1,151 per person
$1,151
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
9.4/10 Exceptional! (481 reviews)
Room was great. Reception awesome. Location awesome. However, the washer stopped working middle of night - resulting in our laundry being stuck (door locked, would not release as water error). We couldn't get fixed. By time maintenance got fixed, we had to check out. TO credit, they mailed our laundry to us, but we needed it the for the next 3 days of our vacaction, and didn't have it available.
Reviewed on Nov 26, 2025
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $860, price is now $515 per person
$515
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
New York (JFK) to Punta Gorda Airport (PGD)
9.2/10 Wonderful! (1,612 reviews)
Nice place to stay, but two previous restaurants are now closed.
Reviewed on Dec 1, 2025
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View all trips4 Night Pet-friendly vacations in Legacy Trail
Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $1,115, price is now $580 per person
$580
per person
Feb 22 - Feb 26
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Punta Gorda Airport (PGD)
9.2/10 Wonderful! (1,612 reviews)
Nice place to stay, but two previous restaurants are now closed.
Reviewed on Dec 1, 2025
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Price was $2,510, price is now $1,341 per person
$1,341
per person
Feb 11 - Feb 15
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (294 reviews)
Suite 601 is an exceptional ocean front room with views of sunrise and sunset. The room has top notch appliances and was sparkling clean!
Reviewed on Nov 24, 2025
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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.
