Whitfield Estates Vacations
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Your Whitfield Estates Vacation
Lock in a Whitfield Estates vacation package and get ready to experience the best of this city. Think about staying in the neighborhood of Village of the Arts, which is good for cafes, shopping and history. If your trip to Whitfield Estates includes some sightseeing, drop by well-known attractions like Mote Marine Laboratory & Aquarium, Marie Selby Botanical Gardens and Sarasota Jungle Gardens. Stop dreaming and start doing. Browse the broad range of options on Expedia today and put your Whitfield Estates vacation plans into gear!
- Mar Bay Motel &Suites
Aug 16 - Aug 21Mar Bay Motel &Suites + Flight
Safety Harbor5 nights8.6/10 - Excellent (79 reviews)"Great for older people who want an easily accessible room in a quiet setting. We will be back!"Reviewed May 7, 2026Roundtrip • New York (EWR) - Tampa (TPA)EWR - TPA • 1 stop TPA - JFK • 1 stop - Cedar Cove Resort and Cottages
Jul 27 - Jul 31Cedar Cove Resort and Cottages + Flight
Holmes Beach4 nights9.2/10 - Wonderful (517 reviews)"It was amazing, we stayed at the Flamingo Suite, all was clean and tidy. The cottage has a great location close to all restaurants either south or north of the island since it is situated kind of in the middle of the island. The staff was so nice and understanding. So conveniently located right on the beach. Overall a great experience."Reviewed May 25, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • 1 stop TPA - BOS • 1 stop - The Residences at Siesta Key Beach by Hyatt Vacation Club
Jun 25 - Jul 1The Residences at Siesta Key Beach by Hyatt Vacation Club + Flight
South Village6 nights9.6/10 - Exceptional (354 reviews)"Amazing place for a family vacation !"Reviewed May 26, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • Nonstop - The BC Resort on the Water
Jun 27 - Jul 5The BC Resort on the Water + Flight
St. Petersburg8 nights7.8/10 - Good (18 reviews)"We had a great stay at this condo during our trip to Florida. Everything was very clean and well maintained, which made it easy to relax right away. Communication was excellent—clear, prompt, and the instructions were simple to follow from check-in to check-out. The accommodations were comfortable and nicely set up, with everything we needed for our stay. The location was a big highlight—perfect for easy beach access and close to plenty of activities. We would definitely stay here again."Reviewed April 24, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • Nonstop
Where to stay in Whitfield Estates
South Sarasota
While visiting South Sarasota, you might make a stop by sights like The Landings and Coconuts Family Entertainment Center.
Whitfield Estates Hotel Deals
Lantern Inn & Suites
"We enjoyed our stay at lantern Inn. Was there the weekend for a baseball tournament. The staff was very nice. The rooms had just been remodeled, very clean. The pool and the tiki bar were awesome. Met some friendly people at Jimmy’s on 41 Tiki bar. Will definitely stay there again."
Reviewed on May 26, 2026
Ramada by Wyndham Sarasota Waterfront
"Really clean rooms, breakfast was great and the river walk amazing"
Reviewed on May 26, 2026
Kompose Boutique Hotel
"Clean room good"
Reviewed on May 26, 2026
Discover the most popular places to visit in Whitfield Estates
Lido Beach
Visit a beach not far from an upscale shopping area. The warm waters are as inviting as the white sand.
St. Armands Circle
Consider this area as a circular outdoor mall. Like any mall, you can shop, dine, browse or just people-watch. Unlike most malls, this one never closes to walkers.
Mall at University Town Center
You can search for that perfect souvenir at Mall at University Town Center during your visit to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area.
Things to do
Mangrove Tunnel & Manatee Kayak Eco-Tour
Sarasota - Clear Kayak LED Night Glass Bottom Tour
