South Village Vacation Packages for 2026

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Top Hotel Deals

Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
0.32 km from South Village
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 ...
Azul Resort Siesta Key

Azul Resort Siesta Key

3 out of 5
1105 Point of Rocks Rd Siesta Key FL
0.44 km from South Village
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Siesta Key Beach and Lido Beach are located ...
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
915 Seaside Drive Siesta Key FL
0.31 km from South Village
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 ...
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
6772 Sara Sea Circle Siesta Key FL
0.39 km from South Village
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 ...
The Capri at Siesta

The Capri at Siesta

3 out of 5
6782 SaraSea Circle Siesta Key FL
0.36 km from South Village
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms ...
Siesta Palms By the Beach

Siesta Palms By the Beach

3.5 out of 5
1017 Point of Rocks Rd Siesta Key FL
0.45 km from South Village
Stay at this aparthotel in Siesta Key. Enjoy free WiFi, free parking, and a garden. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Siesta Key Inn

Siesta Key Inn

2 out of 5
1125 Point of Rocks Rd Siesta Key FL
0.46 km from South Village
Stay at this hotel in Siesta Key. Enjoy free WiFi, free parking, and a garden. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
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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

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Fri, Jul 10 - Mon, Jul 27
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Jul 10 from Logan Intl. to Sarasota-Bradenton Intl., returning Mon, Jul 27, priced at $197 found 6 days ago
American Airlines
Fri, Jul 17 - Fri, Jul 24
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$207 Roundtrip, found 6 days ago
$207
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Jul 17 from Logan Intl. to Sarasota-Bradenton Intl., returning Fri, Jul 24, priced at $207 found 6 days ago
Delta
Wed, Jul 29 - Wed, Aug 5
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 5 days ago
$217
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Jul 29 from Logan Intl. to Sarasota-Bradenton Intl., returning Wed, Aug 5, priced at $217 found 5 days ago
Southwest Airlines
Wed, Jul 29 - Wed, Aug 5
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 5 days ago
$217
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Jul 29 from Logan Intl. to Sarasota-Bradenton Intl., returning Wed, Aug 5, priced at $217 found 5 days ago
United
Fri, Jul 10 - Mon, Jul 27
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$244 Roundtrip, found 6 days ago
$244
Roundtrip
found 6 days ago
Select United flight, departing Fri, Jul 10 from Logan Intl. to Sarasota-Bradenton Intl., returning Mon, Jul 27, priced at $244 found 6 days ago