Siesta Key Village Vacations from $748
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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.
CW Resort
$748
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (204 reviews)
Room was huge. Got the 2bed/2bath. Immaculate condition, cleanest hotel I’ve ever stayed in. Didn’t use the pool or hot tub. watched dolphins swim in the marina from the balcony. Great location. Definitely coming back
Reviewed on Oct 7, 2026
Cedar Cove Resort and Cottages
$814
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (604 reviews)
So clean and anything at all that we needed the staff was more than willing to do great experience
Reviewed on Oct 4, 2026
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
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.
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.
Siesta Key Village Hotel Deals
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
$266 nightly
$301 total
Oct 11 - Oct 12
Total with taxes and fees
9.2/10 Wonderful! (1,187 reviews)
"This resort was amazing. Our room was prefect. So clean, had everything we needed to enjoy our stay. The staff was incredible. We meant wonderful people at the pool. I’m looking forward to going back to this place."
Reviewed on Oct 5, 2026
Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
Fully refundableReserve now, pay when you stay
$199 nightly
$225 total
Oct 25 - Oct 26
Total with taxes and fees
8.8/10 Excellent! (1,032 reviews)
"Great location, close to restaurants and shops."
Reviewed on Oct 7, 2026
Siesta Key Beachside Villas
124 Columbus Blvd Siesta Key FL
Fully refundableReserve now, pay when you stay
$248 nightly
$280 total
Nov 8 - Nov 9
Total with taxes and fees
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 lively bars.
Things to do
Siesta Key Electric Bike Sunset Tour
$71
per adult
96% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
$59
per adult
94% of travellers recommend
HydroCats - 2 Hour CraigCat Sightseeing Tour
$146
per adult
100% of travellers recommend
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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.