Search Deals onSiesta Key Village Vacation Packages
Siesta Key Village Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Kompose Boutique Hotel
Save 100% on your flight
Price was $523, price is now $336 per person
$336
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $905, price is now $475 per person
$475
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star 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 Avalon Club
Price was $2,210, price is now $1,177 per person
$1,177
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 4-star 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 Sand Key Park are located nearby.

The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $903, price is now $545 per person
$545
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star 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.

Legacy Hotel at IMG Academy
Save 100% on your flight
Price was $1,140, price is now $694 per person
$694
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 4-star golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Coquina Beach and IMG Bollettieri Tennis Academy are located nearby.

Haley's at The Anna Maria Island Inn
Save 100% on your flight
Price was $780, price is now $476 per person
$476
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star apartment in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Anna Maria Beach and Bean Point Beach are located nearby.

ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $890, price is now $544 per person
$544
per person
Dec 25 - Dec 30
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 Clearwater Beach and Sand Key Park are located nearby.

Captiva Beach Resort
South Village
Save 100% on your flight
Price was $756, price is now $492 per person
$492
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star 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.
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

Tropical Breeze Resort
140 Columbus Blvd., Siesta Key, FL
Stay at this 3-star 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 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. ...

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
Stay at this 3-star 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
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...

Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl, Sarasota, FL
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...

Carlisle Inn
3727 Bahia Vista, Sarasota, FL
Stay at this 3.5-star hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...

The Westin Sarasota
100 Marina View Drive, Sarasota, FL
Stay at this 4-star 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 ...
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.

Wed, Nov 12 - Fri, Nov 14
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$159 Roundtrip, found 6 days ago
$159
Roundtrip
found 6 days ago

Mon, Dec 15 - Sat, Dec 20
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$178 Roundtrip, found 6 days ago
$178
Roundtrip
found 6 days ago

Mon, Dec 15 - Fri, Dec 19
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$188 Roundtrip, found 6 days ago
$188
Roundtrip
found 6 days ago

Mon, Dec 8 - Tue, Dec 9
DTW
Detroit Metropolitan Wayne County
SRQ
Sarasota-Bradenton Intl.
$204 Roundtrip, found 6 days ago
$204
Roundtrip
found 6 days ago
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