A vibrant building with a purple facade, a sign reading "Siesta," and a staircase leading to the entrance.

Siesta Key Village Vacations from $685

Book a Hotel + Flight or Car together to unlock savings

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.
  • A modern kitchen with a large island, white cabinetry, and a view of the beach.
    Jan 11 - Jan 16

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    5 nights
    4.0 star property
    9.6/10 - Exceptional (1,325 reviews)
    "Nice property, clean pool. Units were not sound roof at all, you could hear every little noise from each room and other units, but it did not ruin our time there."
    Reviewed November 10, 2026
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • Nonstop
    Save 100% on your flight
    $1,146
    $685
    per traveler
    found 1 day ago
    Ocean Club Treasure Island Hotel
  • A spacious living room with a large beige sectional sofa, a fireplace, a ceiling fan, and a dining area with a table and chairs.
    Jan 17 - Jan 23

    Pescador Pool and Spa Home + Flight

    Seminole
    6 nights
    3.0 star property
    Roundtrip • Philadelphia (PHL) - Tampa (TPA)
    PHL - TPA • Nonstop TPA - PHL • 1 stop
    $1,625
    $934
    per traveler
    found 18 hours ago
    Pescador Pool and Spa Home
  • A spacious living area with a large window, a ceiling fan, and a kitchen area visible through the glass door.
    Jan 17 - Jan 23

    IRB Intercoastal + Flight

    Indian Shores
    6 nights
    3.0 star property
    Roundtrip • Philadelphia (PHL) - Tampa (TPA)
    PHL - TPA • Nonstop TPA - PHL • 1 stop
    $1,256
    $780
    per traveler
    found 18 hours ago
    IRB Intercoastal
  • A modern living room with a large window, a sofa set, a coffee table, and a dining area.
    Jan 22 - Jan 27

    CW Resort + Flight

    Clearwater Beach
    5 nights
    4.0 star property
    9.4/10 - Exceptional (306 reviews)
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • Nonstop
    $1,441
    $908
    per traveler
    found 2 days ago
    CW Resort
  • A hot tub with a waterfall feature, surrounded by a stone wall and a potted plant with pink flowers.
    Jan 16 - Jan 22

    The Knickerbocker by Delphius + Flight

    Hyde Park
    6 nights
    3.0 star property
    Roundtrip • Boston (BOS) - Tampa (TPA)
    BOS - TPA • Nonstop TPA - BOS • Nonstop
    $2,748
    $1,735
    per traveler
    found 1 day ago
    The Knickerbocker by Delphius

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
Learn more about Siesta Key Village
A large, beige colonial-style building with columns, surrounded by palm trees and dense vegetation.
Photo by Michael Serrao
Open Photo by Michael Serrao

South Village

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

Aloha Kai

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

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.

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.

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.

Discover the most popular places to visit in Siesta Key Village

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 lively bars.
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What to do near Siesta Key Village

Mangroves, Manatees & a Hidden Beach Kayak Tour (Siesta Key)

Mangrove Tunnel & Manatee Kayak Eco-Tour

$59
per adult
96% of travelers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
See all activities near Siesta Key Village

Siesta Key Village Hotel Deals

A stone pathway leading through a tropical garden with palm trees and a signboard.

Tropical Breeze Resort

Tropical Breeze Resort
3.0 star property
Siesta Key Village
8.8 out of 10, Excellent, (1,040 reviews)
$138 nightly
The price is $156
Dec 1 - Dec 2
Total with taxes and fees
Tropical Breeze Resort
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.
See all properties in Siesta Key Village
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.