Whitfield Estates Vacations from $381

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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.
Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room

3.5 out of 5
Palm River-Clair Mel
Save 100% on your flight
Price was $800, price is now $381 per person
$381
per person
Jan 9 - Jan 13
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
2/10 (2 reviews)
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Save 100% on your flight
Price was $1,443, price is now $722 per person
$722
per person
Feb 12 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (317 reviews)
Friendly staff, restaurants next door. Small, but decent gym.

Reviewed on Nov 29, 2025

The Avalon Club

The Avalon Club

4 out of 5
Price was $2,683, price is now $1,369 per person
$1,369
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (481 reviews)
Room was great. Reception awesome. Location awesome. However, the washer stopped working middle of night - resulting in our laundry being stuck (door locked, would not release as water error). We couldn't get fixed. By time maintenance got fixed, we had to check out. TO credit, they mailed our laundry to us, but we needed it the for the next 3 days of our vacaction, and didn't have it available.

Reviewed on Nov 26, 2025

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,186, price is now $606 per person
$606
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.2/10 Wonderful! (480 reviews)
Perfect location. Nice clean comfortable room. I will come back

Reviewed on Oct 28, 2025

Zoo House Down Town Tampa

Zoo House Down Town Tampa

2.5 out of 5
Riverbend
Save 100% on your flight
Price was $866, price is now $466 per person
$466
per person
Feb 12 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
2/10 (1 review)

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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
$94 nightly
The price is $106 total per night from Dec 15 to Dec 16
$106 total
Dec 15 - Dec 16
Total with taxes and fees
9/10 Wonderful! (1,229 reviews)
Everything was great!

Reviewed on Nov 26, 2025

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
$99 nightly
The price is $112 total per night from Dec 15 to Dec 16
$112 total
Dec 15 - Dec 16
Total with taxes and fees
7.8/10 Good! (1,003 reviews)
Yes very clean an nicely put together

Reviewed on Nov 25, 2025

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
$76 nightly
The price is $85 total per night from Dec 9 to Dec 10
$85 total
Dec 9 - Dec 10
Total with taxes and fees
9/10 Wonderful! (4,717 reviews)
Yes

Reviewed on Nov 28, 2025

Kompose Boutique Hotel
See all 13,913 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
Mall at University Town Center

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
90% 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
74% 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.