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 $728, price is now $415 per person
$415
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop 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
Save 100% on your flight
Price was $1,612, price is now $890 per person
$890
per person
Feb 15 - Feb 18
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
Compass Hotel by Margaritaville Anna Maria Sound
Save 100% on your flight
Price was $1,426, price is now $793 per person
$793
per person
Feb 21 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.4/10 Exceptional! (1,843 reviews)
Clean room good location, bathroom sink drained the water very slowly it was annoying
Reviewed on Dec 1, 2025
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $5,624, price is now $3,152 per person
$3,152
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop 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
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $914, price is now $512 per person
$512
per person
Feb 16 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 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 $1,641, price is now $1,280 per person
$1,280
per person
Jan 15 - Jan 18
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.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $748, price is now $412 per person
$412
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Avalon Club
Save 100% on your flight
Price was $1,612, price is now $890 per person
$890
per person
Feb 15 - Feb 18
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
Wyndham Grand Clearwater Beach
Save 100% on your flight
Price was $728, price is now $415 per person
$415
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop 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
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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.
