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 $1,150, price is now $780 per person
$780
per person
Apr 29 - May 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,185 reviews)
Helpful staff; room was very humid and smelled a bit.
Reviewed on Mar 2, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,837, price is now $1,024 per person
$1,024
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (837 reviews)
Beautiful property with stunning beach views . Very modern and clean units with all
Possible amenities you could need. Very nice pool area and a stunning rooftop bar to watch the sunsets .
Reviewed on Mar 2, 2026
RumFish Beach at TradeWinds
Save 100% on your flight
Price was $1,638, price is now $952 per person
$952
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (1,516 reviews)
A little dirty and dated in area but overall a lot of fun
Reviewed on Mar 2, 2026
Island Grand at TradeWinds
Save 100% on your flight
Price was $1,722, price is now $1,053 per person
$1,053
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
7.4/10 Good! (1,005 reviews)
Impressive property, great amenities, very helpful staff
Reviewed on Mar 1, 2026
The Avalon Club
Save 100% on your flight
Price was $2,522, price is now $1,672 per person
$1,672
per person
Apr 12 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (481 reviews)
Gym was well equipped and spacious, rooms were clean, kitchenette had all the things you would need, staff was super friendly and accommodating, and they have beach stuff that you can check out for free which was such a nice surprise. Plus the location is minutes from the beach with a rooftop view you can’t beat!
Reviewed on Mar 2, 2026
5* Pet-friendly vacations in Keystone
Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Sarasota
Central Sarasota
Price was $1,919, price is now $1,745 per person
$1,745
per person
Apr 29 - May 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
Staff were very friendly and helpful. Valet parking staff was extremely accomodating. Loved the ocean club. Bar was wonderful. Beach was great. Amenities were fantastic. Room was somewhat dated but very clean.
Reviewed on Feb 22, 2026
3 Night Pet-friendly vacations in Keystone
Price found within the past 48 hours. Click for updated prices.
The Sarasota Modern, a Tribute Portfolio Hotel
Central Sarasota
Price was $647, price is now $459 per person
$459
per person
May 7 - May 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (530 reviews)
All of those and the wonderful, helpful staff
Reviewed on Feb 19, 2026
The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $916, price is now $635 per person
$635
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,185 reviews)
Helpful staff; room was very humid and smelled a bit.
Reviewed on Mar 2, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $927, price is now $659 per person
$659
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
9.6/10 Exceptional! (837 reviews)
Beautiful property with stunning beach views . Very modern and clean units with all
Possible amenities you could need. Very nice pool area and a stunning rooftop bar to watch the sunsets .
Reviewed on Mar 2, 2026
4 Night Pet-friendly vacations in Keystone
Price found within the past 48 hours. Click for updated prices.
Hotel South Tampa & Suites
Virginia Park
Save 100% on your flight
Price was $644, price is now $429 per person
$429
per person
Apr 4 - Apr 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (1,679 reviews)
Staff is friendly and helpful. Property and room was clean. Overall enjoyed our stay.
Reviewed on Mar 4, 2026
Kompose Boutique Hotel
Save 100% on your flight
Price was $883, price is now $568 per person
$568
per person
Apr 29 - May 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (4,624 reviews)
I was surprised I did not hear the airplanes from the airport behind the property except when I was at the pool.
The rooms were fine, clean. No comfortable place to sit other than the bed and no drawers to hide my clothing.
The buffet breakfast was very good and the coffee was great.
The staff was very friendly and helpful.
Reviewed on Mar 3, 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! (68 reviews)
Love this house so much! It was our 3rd stay! The home, the outside and the horses are just beautiful! Highly recommend!
Reviewed on Feb 22, 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 Brooker Creek Headwaters Nature ...
9.2/10 Wonderful! (21 reviews)
The host (Eric) was wonderful. Great communication. Huge backyard. Location was great.
Reviewed on Jan 6, 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 Old Memorial Golf Club and The Eagles Golf Club are ...
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.
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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.
