Whitfield Estates Vacations from $378

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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!

The Latest Whitfield Estates Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Clearwater Suites

Clearwater Suites

2.5 out of 5
Save 100% on your flight
Price was $650, price is now $378 per person
$378
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (19 reviews)
Estuvimos dos noches en el hotel y nos gustó mucho, todo muy limpio lo mismo dentro de la habitación que en la piscina, la atención excelente, la playa super serca del hotel es solo cruzar la calle, está ubicado céntrico, una experiencia satisfactoria la esatacia, lo volvería a repetir!!!

Reviewed on Aug 31, 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $788, price is now $440 per person
$440
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,006 reviews)
I had an excellent stay, the staff was welcoming and the amenities were enjoyable. The pool is on the smaller side, but everything else made the experience wonderful.

Reviewed on Aug 31, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
Save 100% on your flight
Price was $1,757, price is now $986 per person
$986
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.8/10 Exceptional! (284 reviews)
Beautiful apartment! Great city view on the balcony. Pool area was lovely.

Reviewed on Aug 27, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $777, price is now $451 per person
$451
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (609 reviews)
Very nice place and very clean! Great price, will be back!

Reviewed on Sep 1, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,203, price is now $760 per person
$760
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (445 reviews)
Place was very clean loved how large it was and was in a great location, could walk to everything The only negative thing was the pool seemed to be pictured different on the website and was very small and the rooftop bar really cannot be called a bar. They were out of most of the beers didn’t sell liquor and really was not a bar at all.

Reviewed on Sep 1, 2025

Where to stay in Whitfield Estates

Find the best Whitfield Estates areas and neighborhoods for the activities you enjoy most. Learn more about Whitfield Estates
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South Sarasota

While visiting South Sarasota, you might make a stop by sights like The Landings and Coconuts Family Entertainment Center.

Find hotels in South Sarasota

Whitfield Estates Hotel Deals

Lantern Inn & Suites

Lantern Inn & Suites

2.5 out of 5
7251 N Tamiami Trl, Sarasota, FL
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $82 total per night from Sep 3 to Sep 4
$82 total
Sep 3 - Sep 4
Total with taxes and fees
Lantern Inn & Suites
Ramada by Wyndham Sarasota Waterfront

Ramada by Wyndham Sarasota Waterfront

3 out of 5
7150 N Tamiami Trail, Sarasota, FL
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $113 total per night from Oct 1 to Oct 2
$113 total
Oct 1 - Oct 2
Total with taxes and fees
Ramada by Wyndham Sarasota Waterfront
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $74 total per night from Sep 7 to Sep 8
$74 total
Sep 7 - Sep 8
Total with taxes and fees
Kompose Boutique Hotel
See all 13,322 properties in Whitfield Estates
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Whitfield Estates

Lido Beach showing general coastal views and a sandy beach

Lido Beach

Visit a beach not far from an upscale shopping area. The warm waters are as inviting as the white sand.

Lido Beach
Mall at University Town Center

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.

Mall at University Town Center
St. Armands Circle featuring a statue or sculpture

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.

St. Armands Circle

Things to do

HydroCats

HydroCats - 2 Hour CraigCat Sightseeing Tour

$146
per adult
100% of travellers recommend
HydroCats - 2 Hour CraigCat Sightseeing Tour
Sarasota Guided Mangrove Tunnel Kayak Tour

Sarasota Guided Mangrove Tunnel Kayak Tour

$59
per adult
96% of travellers recommend
Sarasota Guided Mangrove Tunnel Kayak Tour
Experience Parasailing in Sarasota

Experience Parasailing in Sarasota

$99
per adult
100% of travellers recommend
Experience Parasailing in Sarasota
See all activities in Sarasota
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.