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 $801, price is now $574 per person
$574
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $2,194, price is now $1,234 per person
$1,234
per person
Jul 5 - Jul 12
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 Coquina Beach and Bean Point Beach are located nearby.

CW Hotel
Save 100% on your flight
Price was $2,275, price is now $1,329 per person
$1,329
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.

The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $3,592, price is now $2,273 per person
$2,273
per person
Jul 9 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
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.

Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $2,112, price is now $1,342 per person
$1,342
per person
Jul 5 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.

voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $868, price is now $584 per person
$584
per person
Jul 9 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $856, price is now $578 per person
$578
per person
Jul 9 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.

The Avalon Club
Price was $2,123, price is now $1,499 per person
$1,499
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park 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

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 ...

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 ...

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 ...

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.

Tue, Nov 10 - Wed, Nov 18
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago

Sat, Sep 26 - Wed, Sep 30
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$239 Roundtrip, found 2 days ago
$239
Roundtrip
found 2 days ago

Tue, Jul 21 - Tue, Jul 28
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago

Tue, Oct 20 - Thu, Nov 19
DTW
Detroit Metropolitan Wayne County
SRQ
Sarasota-Bradenton Intl.
$259 Roundtrip, found 1 day ago
$259
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Siesta Key Farmers Market Vacations
- Siesta Key Beach Vacations
- Lido Beach Vacations
- Venice Beach Vacations
- St. Armands Circle Vacations
- IMG Academy Vacations
- Coquina Beach Vacations
- Turtle Beach Vacations
- Crescent Beach Vacations
- Mall at University Town Center Vacations
- Sarasota Memorial Hospital Vacations
- Caspersen Beach Vacations

