Whitfield Estates Vacations from $449

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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.
Lemon Bay Motel

Lemon Bay Motel

2 out of 5
Englewood Central
Save 100% on your flight
Price was $740, price is now $449 per person
$449
per person
Mar 8 - Mar 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
8.4/10 Very Good! (39 reviews)
Staff was great. Clean room but needs new rubber around the door.

Reviewed on Jan 29, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $3,561, price is now $1,999 per person
$1,999
per person
Apr 25 - May 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.2/10 Wonderful! (480 reviews)
Room was clean and staff was friendly

Reviewed on Jan 20, 2026

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
South Village
Save 100% on your flight
Price was $3,643, price is now $2,094 per person
$2,094
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (294 reviews)
This hotel is by far exceptional! Everyone was friendly. The entire suite was clean fully stocked with amenities and offered a very comforting environment for my family of five. We all had plenty of space and privacy to relax and unwind especially when the weather wasn’t cooperating for outdoor activities. My family and I 100% recommend this to other families looking to escape the northern freeze this winter. We will for certain be returning!

Reviewed on Jan 28, 2026

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $2,033, price is now $1,213 per person
$1,213
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
Great service. Clean room. Nice amenities.

Reviewed on Feb 2, 2026

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $1,091, price is now $674 per person
$674
per person
Apr 25 - May 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (4,624 reviews)
Beautiful Modern and amazing staff

Reviewed on Feb 2, 2026

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
Sarasota, Florida, USA Downtown Skyline

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

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
$129 nightly
The price is $146 total per night from Feb 8 to Feb 9
$146 total
Feb 8 - Feb 9
Total with taxes and fees
7.8/10 Good! (1,004 reviews)
Very impressed with our stay! Clean room with beautiful view Staff was so friendly and welcoming

Reviewed on Feb 1, 2026

Ramada by Wyndham Sarasota Waterfront
Lantern Inn & Suites

Lantern Inn & Suites

2.5 out of 5
7251 N Tamiami Trl Sarasota FL
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $134 total per night from Feb 4 to Feb 5
$134 total
Feb 4 - Feb 5
Total with taxes and fees
9/10 Wonderful! (1,220 reviews)
Clean room, roomy room. Good price for area.

Reviewed on Jan 26, 2026

Lantern Inn & Suites
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Fully refundable
$88 nightly
The price is $99 total per night from Feb 11 to Feb 12
$99 total
Feb 11 - Feb 12
Total with taxes and fees
8.4/10 Very Good! (2,252 reviews)
The staff were super friendly and helpful when I needed to get there earlier than my original booking. Also loved the vibe. The room was nice.

Reviewed on Feb 2, 2026

Golden Host Resort - Sarasota
See all 14,016 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

4.5/5(1,225 reviews)

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

Lido Beach
St. Armands Circle featuring a statue or sculpture

St. Armands Circle

4.5/5(1,234 reviews)

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
EJETFA The official entrance at the new Mall at University Town Center located just off I-75 on University Parkway in Sarasota Floria

Mall at University Town Center

4.5/5(363 reviews)

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

Things to do

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

$59
per adult
92% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
80% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

$99
per adult
Anna Maria Island & Bradenton Beach Parasailing Tour
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.