Photo by Michael Serrao

South Village vacation rentals

We found 1,789 vacation rentals — enter your dates for availability
Find the perfect place for your stay in South Village by choosing from 43 houses, 190 condos, and other vacation rentals. Whether you're staying in a vacation rental with your kids and pets or just with friends, you'll have the best amenities for spending time at your home away from home, including air conditioning and WiFi. You're sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - South Village

Showing deals for:Nov 6 - Nov 13

Luxury Estate By The Bay - Close to Beach image 9
Exterior
Exterior
Luxury Estate By The Bay - Close to Beach image 26
Wonderful
(17 reviews)

Sarasota Bayfront Estate - Sunset Views, Near Crescent Beach & Siesta Key Beach

Sarasota

9% off
$1,061
$7,429 for 7 nights
All fees included
Sarasota Bayfront Estate - Sunset Views, Near Crescent Beach & Siesta Key Beach
guest bedroom with private bath
Interior
View of Sarasota Bay from balcony
Master bedroom has a king size bed for extra room and comfort
Wonderful
(159 reviews)

Palm Bay Club Bayside Well-Priced Condo on Siesta Key 2 bed and 2 bath unit

Siesta Key

8% off
$348
$2,435 for 7 nights
All fees included
Palm Bay Club Bayside Well-Priced Condo on Siesta Key 2 bed and 2 bath unit
panoramic of living and kitchen
Living area
Living area
Another view from the kitchen area to the living and dining area
Exceptional
(107 reviews)

Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price

Siesta Key

6% off
$322
$2,257 for 7 nights
All fees included
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
Interior
Ultimate luxury and relaxation
Living area
Living area
Wonderful
(16 reviews)

Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach

Siesta Key

8% off
$378
$2,649 for 7 nights
All fees included
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
Interior
Exterior
Exterior
Terrace/patio
Exceptional
(18 reviews)

Beautiful Beach House with Saltwater POOL -- Moments from Siesta Key

Sarasota

8% off
$391
$2,739 for 7 nights
All fees included
Beautiful Beach House with Saltwater POOL -- Moments from Siesta Key
Room
Living area
Living area
Bathroom
Exceptional
(6 reviews)

Modern Condo 2 minute walk to Beach- KING SIZE TEMPUR-PEDIC BED BEAUTIFUL POOL

Siesta Key

8% off
$197
$1,378 for 7 nights
All fees included
Modern Condo 2 minute walk to Beach- KING SIZE TEMPUR-PEDIC BED BEAUTIFUL POOL
Living area
Living area
Living area
Living area
Exceptional
(62 reviews)

Penthouse suite with ocean views 2Br 2 Bath “Great sunsets from lanai”

Siesta Key

8% off
$373
$2,610 for 7 nights
All fees included
Penthouse suite with ocean views 2Br 2 Bath “Great sunsets from lanai”
Dining
Living area
Property grounds
Interior
Exceptional
(42 reviews)

Luxury condo located directly on Siesta Key Beach

Siesta Key

8% off
$277
$1,940 for 7 nights
All fees included
Luxury condo located directly on Siesta Key Beach
Pool
Living area
Beach
Living area
Exceptional
(37 reviews)

Siesta Key Beachside Condo-direct beach access

Siesta Key

8% off
$356
$2,490 for 7 nights
All fees included
Siesta Key Beachside Condo-direct beach access
Room
Beach Path
New Queen Bed with plenty of pillows to choose to your liking.
Room
Exceptional
(19 reviews)

Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!

Siesta Key

9% off
$279
$1,953 for 7 nights
All fees included
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!
Front Room leads into the kitchen.  Faces West.
Front of Home.
TV Room.  Has a Full Pull Out bed, which is NOT included in the 8 person count.
Front Room and Dining area
Exceptional
(61 reviews)

Beautiful Large Home Bike to Siesta Key, quiet neighborhood with LOCAL owners!

Sarasota

8% off
$280
$1,958 for 7 nights
All fees included
Beautiful Large Home Bike to Siesta Key, quiet neighborhood with LOCAL owners!
  • Peace of mind

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Frequently asked questions

Can I find vacation rentals in South Village?
Yes, we give you a choice of vacation rentals near popular attractions in South Village, or you can select a more secluded option if you're looking for relaxation.
How many vacation rentals will I find in South Village?
Expedia has 43 vacation rentals for your stay in South Village.
What's there to see and do in South Village?
Explore the area and family-friendly sights such as Jim Neville Marine Preserve, or get out into nature at a spot like Crescent Beach. While in the area, you can also visit popular places like Siesta Key Beach and Lido Beach.
What's a vacation rental in South Village like?
A vacation rental is a private property where you can stay for a couple of days or more in South Village. Vacation rentals offer extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.