Siesta Key Village Vacations from $694
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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.
Captiva Beach Resort
South Village
Price was $1,191, price is now $694 per person
$694
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9/10 Wonderful! (1,156 reviews)
The room was pristine. The housekeeper gave us a wonderful dinner recommendation. The beach was so soft and beautiful. We were thrilled with our trip.
Reviewed on Jan 27, 2026
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $2,283, price is now $1,296 per person
$1,296
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (294 reviews)
The room was amazing! Plenty of room, clean, great appliances. Very comfy room
Reviewed on Jan 18, 2026
Plaza Beach Hotel Beachfront Resort
Save 100% on your flight
Price was $2,114, price is now $1,290 per person
$1,290
per person
Apr 24 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
This was my first time on the Gulf side of Florida and in St. Pete's Beach. I decided to stay in this area because I wanted to take day trips and this was the perfect location.
Liam and Tanner at the front desk or so kind and helpful. They were great to talk to and extremely friendly!
The hotel itself was nice, and my room was very spacious. It even had a old-fashioned fridge and couches in front of the TV that were movie styled.
It was a very fun, happy, vibe that was 50s retro inspired.If only the weather was warmer during my visit, I felt like I really could've maximized my time at the hotel. They really made great use of their space with Life-size games, mini golf, and not to mention the beach was just steps away.
I will definitely have to come back when the weather is warmer!!
Reviewed on Jan 28, 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 Siesta Key Marina and Crescent Beach.
Siesta Key Village Hotel Deals
Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
Fully refundableReserve now, pay when you stay
$203 nightly
The price is $230 total per night from Feb 3 to Feb 4
$230 total
Feb 3 - Feb 4
Total with taxes and fees
9/10 Wonderful! (1,007 reviews)
Everyone was wonderful
Reviewed on Jan 31, 2026
Siesta Key Beachside Villas
124 Columbus Blvd Siesta Key FL
Fully refundableReserve now, pay when you stay
$282 nightly
The price is $318 total per night from Feb 3 to Feb 4
$318 total
Feb 3 - Feb 4
Total with taxes and fees
8.8/10 Excellent! (912 reviews)
What a great place to stay in this great beach town. The staff is amazing and so friendly! Everything is very clean. I have no complaints but our villa was small but I still I would suggest hooks to hang wet towels and bathing suits. We had 4 people in a 2 bedroom villa. My son
Reviewed on Jan 15, 2026
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
$287 nightly
The price is $324 total per night from Feb 3 to Feb 4
$324 total
Feb 3 - Feb 4
Total with taxes and fees
8.8/10 Excellent! (1,064 reviews)
Our bedroom and living area were big and the unit was very clean. The location is perfect! Walkable to the beach and lots of restaurants & shops. Only downfall is the bathrooms are small.
Reviewed on Jan 28, 2026
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.
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 top-notch restaurants.
Things to do
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
$59
per adult
92% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
$65
per adult
80% of travellers recommend
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
$65
per adult
84% 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.