Keystone Pet-friendly Vacations
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Top Pet-friendly vacation packages in Keystone
Price found within the past 48 hours. Click for updated prices.
The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $1,209, price is now $809 per person
$809
per person
Jul 25 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,191 reviews)
What a beautiful hotel. Excellent customer service. Great location. Rooftop bar is top notch
Reviewed on Apr 25, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,655, price is now $1,103 per person
$1,103
per person
Jul 24 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (899 reviews)
Every room has a great view of the beach. This was perfect accommodation for our family with young children! Despite not having good weather the pool was heated which was great and the kids loved it.
Reviewed on May 3, 2026
Landing Bradenton Near G.T. Bray Park
Save 100% on your flight
Price was $1,542, price is now $1,052 per person
$1,052
per person
Jun 17 - Jun 24
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (4 reviews)
Place was lovely
Exceeded expectations
Reviewed on Dec 22, 2025
The Avalon Club
Save 100% on your flight
Price was $2,482, price is now $1,746 per person
$1,746
per person
Jun 25 - Jul 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (531 reviews)
It was actually perfect. Amazing beach, amazing spacious room. One of our new top picks for vacay spots.
Reviewed on Apr 30, 2026
5* Pet-friendly vacations in Keystone
Price found within the past 48 hours. Click for updated prices.
The Adaline
Hyde Park
Save 100% on your flight
Price was $1,887, price is now $1,602 per person
$1,602
per person
Jun 25 - Jul 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (68 reviews)
Beautiful property and in such a charming and walkable neighborhood. Will plan to stay here again.
Reviewed on Apr 29, 2026
The Ritz-Carlton, Sarasota
Central Sarasota
Save 100% on your flight
Price was $2,466, price is now $2,005 per person
$2,005
per person
Jul 25 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
Professional, friendly and knowledgeable staff. I was impressed to see many of the same staff from my visit four years ago, including vallet, Bellman, food service, and concierge. This says that the Ritz Carlton treats their employees well and in turn their customer service is top notch.
Reviewed on Apr 17, 2026
3 Night Pet-friendly vacations in Keystone
Price found within the past 48 hours. Click for updated prices.
The Avalon Club
Save 100% on your flight
Price was $1,429, price is now $958 per person
$958
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (531 reviews)
It was actually perfect. Amazing beach, amazing spacious room. One of our new top picks for vacay spots.
Reviewed on Apr 30, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,112, price is now $820 per person
$820
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (899 reviews)
Every room has a great view of the beach. This was perfect accommodation for our family with young children! Despite not having good weather the pool was heated which was great and the kids loved it.
Reviewed on May 3, 2026
4 Night Pet-friendly vacations in Keystone
Price found within the past 48 hours. Click for updated prices.
Hampton Inn Sarasota - I-75 Bee Ridge
Price was $857, price is now $564 per person
$564
per person
Jun 8 - Jun 12
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (433 reviews)
Another great stay at a Hampton, all facets of the site were top notch. Just need more bacon!
Reviewed on May 1, 2026
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,582, price is now $983 per person
$983
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (504 reviews)
We loved this hotel for a family trip. The beach is literally just steps away, which made everything so convenient. Everything was clean, the staff was good, and there are plenty of nearby restaurants.
Reviewed on Apr 24, 2026
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Price was $2,076, price is now $1,362 per person
$1,362
per person
Jun 8 - Jun 12
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.8/10 Exceptional! (334 reviews)
Need more staff at the Cabana Bar
Reviewed on May 2, 2026
Top Pet-friendly Keystone Hotels
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Odessa FL
Stay at this cottage in Odessa. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Old McMicky's Farm and Crescent Lake are located ...
9.8/10 Exceptional! (70 reviews)
The farm cottage is so charming! This is a completely fenced in cottage that is pet friendly. McMicky's Farm is about a 5 minute walk. The absolute best part is that the owners' horses will be your hosts for your time spent at the cottage. Horse treats are provided for you to interact with them. ...
Reviewed on Apr 15, 2026
4 Bedroom House with a Pool! 15 minutes from the TPA Airport!
Odessa FL
Stay at this vacation home in Odessa. Enjoy laundry facilities and air conditioning. Popular attractions Northdale Golf Course and Lake Rogers Park are located ...
9.2/10 Wonderful! (24 reviews)
This is the second year we have stayed here, and are quite happy with this rental!
Reviewed on Apr 27, 2026
The Robins Nest|Lakefront Home w/ Pool & Theater
Odessa FL
Stay at this vacation home in Odessa. Enjoy private pools, a water park, and a garden. Popular attractions Lake Rogers Park and Old Memorial Golf Club are located ...
10/10 Exceptional! (1 review)
Odessa home
The house was beautiful , the scenery was even prettier. We really enjoyed the property and its beautiful views and peacefulness. The house itself was very nice and had everything we needed. Beds were comfy very spacious for us all. Our favorite was the outdoor beauty dock and lake view with beautiful ...
Reviewed on Apr 13, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
