Whitfield Estates Vacations from $694

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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.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,029, price is now $694 per person
$694
per person
Jun 13 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (506 reviews)
The staff was so sweet and accommodating. Everything you could need for an overnight at the beach. Room by the road had traffic noise but we didn’t mind at all!

Reviewed on May 7, 2026

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was $1,255, price is now $822 per person
$822
per person
Jul 24 - Jul 30
found 2 days ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (976 reviews)
Great service and very clean room.

Reviewed on May 13, 2026

East Gulf Dockside Beach Homes

East Gulf Dockside Beach Homes

2.5 out of 5
Save 100% on your flight
Price was $1,300, price is now $893 per person
$893
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
No reviews
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,342, price is now $937 per person
$937
per person
Jun 13 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (534 reviews)
Great experience! The staff is very kind. The only issue was the living room sofa was very noisy. Would definitely stay again!

Reviewed on May 12, 2026

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $1,075, price is now $773 per person
$773
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (3,211 reviews)
We had a fabulous Mother’s Day weekend at Wyndham Grand Clearwater Beach. It also happened to be Country Weekend, which made the experience even more fun and memorable. The entertainment was a huge plus and created such an amazing atmosphere throughout the weekend. The lobby bar staff and pool staff were absolutely amazing. Everyone was so attentive, friendly, and welcoming, especially on Mother’s Day. They truly went above and beyond to make all the moms feel special and taken care of. From the beautiful property to the great energy and outstanding customer service, the entire experience exceeded our expectations. Thank you to the whole team for making our Mother’s Day celebration so enjoyable and unforgettable. We will definitely be back!

Reviewed on May 12, 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
$99 nightly
The price is $112 total per night from Jun 3 to Jun 4
$112 total
Jun 3 - Jun 4
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
The place was in a great location if you had a room with a view of the water. The tiki bar the restaurant the pool the music was great. I don’t think they mopped the floors in the room. We had to clean our own floor.

Reviewed on May 12, 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
$78 nightly
The price is $88 total per night from May 31 to Jun 1
$88 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (1,392 reviews)
Buen trato todo muy limpio y muy serviciales todo el personal

Reviewed on May 11, 2026

Lantern Inn & Suites
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $120 total per night from Jun 1 to Jun 2
$120 total
Jun 1 - Jun 2
Total with taxes and fees
9.2/10 Wonderful! (5,354 reviews)
This hotel has done the French customer service touch. It’s not the ritz but pretty darn close! Keep it up, can’t wait to collaborate!

Reviewed on May 13, 2026

Kompose Boutique Hotel
See all 14,207 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
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Beach Vacations
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Kid Friendly Vacations

Discover the most popular places to visit in Whitfield Estates

Lido Beach

Lido Beach

4.5/5(1,240 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

St. Armands Circle

4.5/5(1,257 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(371 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

Mangroves, Manatees & a Hidden Beach Kayak Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

$59
per adult
94% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
74% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

$55
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee 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.