Siesta Key Village Vacations from $462

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Your Siesta Key Village Vacation

Uncovering everything Siesta Key Village has to offer is a breeze with a Siesta Key Village vacation package. Known for its coastal beaches and more, this intriguing neighborhood is calling your name. Hoping to sightsee during your trip to Siesta Key Village? Pencil in a visit to nearby attractions like Siesta Key Beach, Lido Beach and Crescent Beach. Stop daydreaming and start doing. When you're ready to lock in your ideal vacation to Siesta Key Village, Expedia will help get you there.

The Latest Siesta Key Village Vacation Packages

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

Central Sarasota
$462
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,007 reviews)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

$1,370
per person
Oct 17 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (568 reviews)
I loved it here, would come back! 5 out of 5 stars! We had everything we needed!

Reviewed on Aug 11, 2026

The Westin Sarasota

The Westin Sarasota

Central Sarasota
$847
per person
Oct 17 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,151 reviews)
Had a wonderful experience, convenient location

Reviewed on Aug 12, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
Save 100% on your flight
$806
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,128 reviews)

Where to stay in Siesta Key Village

Find the best Siesta Key Village areas and neighborhoods for the activities you enjoy most. Learn more about Siesta Key Village
A large, beige colonial-style building with columns, surrounded by palm trees and dense vegetation.

South Village

1 out of top 10 points of interest in this area

While visiting South Village, you might make a stop by sights like Safe Harbor Siesta Key and Crescent Beach.

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Aloha Kai

While Aloha Kai isn't home to many top sights, Siesta Key Beach and Siesta Key Beach Playground are some notable places to visit nearby.

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Bailey Hall

When in Bailey Hall, you can plan a visit to Siesta Key Beach and Lido Beach, some noteworthy sights in the nearby area.

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Point of Rocks

While there might not be top attractions in Point of Rocks, you can explore the larger area and discover places like Siesta Key Beach and Point of Rocks.

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White Beach

When in White Beach, you can plan a visit to Point of Rocks and Safe Harbor Siesta Key, some noteworthy sights in the nearby area.

Siesta Key Village Hotel Deals

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL
$195 nightly
$220 total
Aug 23 - Aug 24
Total with taxes and fees
Siesta Key Beach Resort and Suites
Tropical Breeze Resort

Tropical Breeze Resort

140 Columbus Blvd. Siesta Key FL
Fully refundableReserve now, pay when you stay
$164 nightly
$186 total
Aug 24 - Aug 25
Total with taxes and fees
9/10 Wonderful! (1,015 reviews)
"Estuve en el Resort hace 4 años, y debo decir que no tiene nada que ver con el alojamiento anterior. La habitación estaba extremadamente sucia, la base de una de las camas estaba rota, y el sofá cama también está roto. No creo que los visite en el futuro😞"

Reviewed on Aug 10, 2026

Tropical Breeze Resort
Siesta Key Beachside Villas

Siesta Key Beachside Villas

124 Columbus Blvd Siesta Key FL
Fully refundableReserve now, pay when you stay
$207 nightly
$234 total
Aug 23 - Aug 24
Total with taxes and fees
9/10 Wonderful! (1,010 reviews)
"Very nice and clean"

Reviewed on Aug 11, 2026

Siesta Key Beachside Villas
See all 13,857 properties in Siesta Key Village
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.

Stay near popular Siesta Key Village attractions

Siesta Key Farmers Market

You can enjoy retail therapy at Siesta Key Farmers Market during your trip to Siesta Key. Amble around this quaint area's beautiful beaches and enjoy its top-notch restaurants.
See properties

Things to do

Taking in the views of another epic Siesta Key sunset!

Siesta Key Electric Bike Sunset Tour

$71
per adult
98% of travellers recommend
Siesta Key Electric Bike Sunset Tour
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
HydroCats - 2 Hour CraigCat Sightseeing Tour

HydroCats - 2 Hour CraigCat Sightseeing Tour

$131
per adult
100% of travellers recommend
HydroCats - 2 Hour CraigCat Sightseeing Tour
See all activities in Siesta Key

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.