Search Deals onSiesta Key Village Vacation Packages
Siesta Key Village Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort
Wesley Chapel South
Price was $366, price is now $251 per person
$251
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,917, price is now $1,265 per person
$1,265
per person
May 29 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bradenton Beach and Coquina Beach are located nearby.
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $2,651, price is now $1,761 per person
$1,761
per person
Jun 12 - Jun 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this beach hotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Captiva Beach Resort
South Village
Save 100% on your flight
Price was $1,108, price is now $753 per person
$753
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $873, price is now $603 per person
$603
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Innisbrook Resort
Save 100% on your flight
Price was $2,215, price is now $1,533 per person
$1,533
per person
May 26 - May 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this spa resort in Palm Harbor. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Innisbrook Golf Club and Leepa-Rattner Museum of Art are located nearby.
SkyBeach Resort
Greater Pinellas Point
Save 100% on your flight
Price was $1,035, price is now $731 per person
$731
per person
Jun 6 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in St. Petersburg. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Popular attractions Pass-a-Grille Beach and Tropicana Field are located nearby.
FUSION Resort Waterfront Suites
Save 100% on your flight
Price was $1,125, price is now $800 per person
$800
per person
Jun 14 - Jun 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
3-4 Night Vacations in Siesta Key Village
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Siesta Key Village
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Siesta Key Village
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
Siesta Key Beachside Villas
124 Columbus Blvd Siesta Key FL
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the helpful staff and the clean ...
Save an average of 15% on thousands of hotels when you're signed in
Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl Sarasota FL
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, May 4 - Sat, May 16
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$193 Roundtrip, found 11 hours ago
$193
Roundtrip
found 11 hours ago
Tue, May 12 - Fri, May 15
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Tue, May 19 - Wed, Jun 3
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$202 Roundtrip, found 3 days ago
$202
Roundtrip
found 3 days ago
Wed, May 6 - Sat, May 16
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago
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