South Village Vacation Packages

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Top Holiday Package Deals in South Village

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

CA $966
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (2,425 reviews)
Property looks to be recently renovated. Nice pool, room is large and has a kitchenette. Only drawbacks I can think of were very minor. Blinds in bedroom could use black out curtains or something darker. So bring an eye mask. Pool closes at dusk which is a shame. Location is a few minutes drive to the main beaches. Great value, clean, and service from front desk and house keeping were very good.

Reviewed on Aug 29, 2026

CW Resort

CW Resort

CA $1,104
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (117 reviews)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

CA $1,733
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (3,767 reviews)
First time visiting the resort and Clearwater. Great service, cleanliness and amenities. Will definitely be back!

Reviewed on Aug 30, 2026

Captiva Beach Resort

Captiva Beach Resort

South Village
CA $1,242
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,300 reviews)
Our stay was perfect! The room was beautiful with good AC and very clean. Housekeeping went above and beyond. Very close to the beach and the free trolley to the village. It was very quiet and we enjoyed great sleeps. This was our second time here and I can only hope we get to come back again.

Reviewed on Aug 27, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

CA $1,155
per person
Nov 2 - Nov 5
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (579 reviews)

Where to stay in South Village

Find the best South Village areas and neighborhoods for the activities you enjoy most. Learn more about South Village
A vibrant building with a purple facade, a sign reading "Siesta," and a staircase leading to the entrance.

Siesta Key Village

1 out of top 10 points of interest in this area

Travelers to Siesta Key Village praise its stunning beaches. If you've got some more time to explore, be sure to make a stop by Siesta Key Beach and Siesta Key Farmers Market.

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Aloha Kai

While Aloha Kai isn't home to many top sights, Siesta Key Beach and Siesta Key Beach Playground are some notable places to visit nearby.

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Bailey Hall

When in Bailey Hall, you can plan a visit to Siesta Key Beach and Lido Beach, some noteworthy sights in the nearby area.

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Point of Rocks

While there might not be top attractions in Point of Rocks, you can explore the larger area and discover places like Siesta Key Beach and Point of Rocks.

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White Beach

When in White Beach, you can plan a visit to Point of Rocks and Safe Harbor Siesta Key, some noteworthy sights in the nearby area.

South Village Hotel Deals

Tropical Beach Resorts

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
CA $155
CA $211 total
Sep 2 - Sep 3
includes taxes & fees
9.4/10 Exceptional! (5,815 reviews)
"Great pool beautiful property. Rooms were sound proof. Never heard a peep out of a neighbor. Short walk to beach. Great room all round , catch trolley right outside property no need for convience."

Reviewed on Aug 30, 2026

Tropical Beach Resorts
Azul Resort Siesta Key

Azul Resort Siesta Key

1105 Point of Rocks Rd Siesta Key FL
Fully refundableReserve now, pay when you stay
CA $130
CA $165 total
Sep 29 - Sep 30
includes taxes & fees
8.8/10 Excellent! (257 reviews)
"Wonderful!"

Reviewed on Aug 28, 2026

Azul Resort Siesta Key
Captiva Beach Resort

Captiva Beach Resort

6772 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
CA $209
CA $260 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,302 reviews)
"Our stay was perfect! The room was beautiful with good AC and very clean. Housekeeping went above and beyond. Very close to the beach and the free trolley to the village. It was very quiet and we enjoyed great sleeps. This was our second time here and I can only hope we get to come back again."

Reviewed on Aug 27, 2026

Captiva Beach Resort
See all 831 properties in South Village
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.

Stay near popular South Village attractions

Safe Harbor Siesta Key

9.2/10 (709 reviews)
Explore the waterfront in Siesta Key with a trip to Safe Harbor Siesta Key. Attend a sporting event or simply enjoy the lively bars while you're in the area.
See properties

Things to do

Taking in the views of another epic Siesta Key sunset!

Siesta Key Electric Bike Sunset Tour

CA $100
per adult
98% of travellers recommend
Siesta Key Electric Bike Sunset Tour
Mangroves, Manatees & a Hidden Beach Kayak Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

CA $83
per adult
94% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
Sarasota Guided Mangrove Tunnel Kayak Tour

Sarasota Guided Mangrove Tunnel Kayak Tour

CA $83
per adult
96% of travellers recommend
Sarasota Guided Mangrove Tunnel Kayak Tour
See all activities in Siesta Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.