Photo by Michael Serrao

South Village vacation rentals

We found 1,782 vacation rentals — enter your dates for availability
Find the perfect place for your stay in South Village by choosing from 40 houses, 195 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 27 - Dec 4

Kitchen
View of Sarasota Bay from balcony
View from roof of pool, dock, hot tub
Dining
Wonderful
(161 reviews)

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

Siesta Key

8% off
$347
$2,432 for 7 nights
All fees included
Palm Bay Club Bayside Well-Priced Condo on Siesta Key 2 bed and 2 bath unit
Interior
Beautiful entrance to your private beach
Large screen smart tv
Living area
Exceptional
(85 reviews)

Private Villa Beachside complex, Siesta Key private beach access 2br/2ba patio

Siesta Key

8% off
$340
$2,383 for 7 nights
All fees included
Private Villa Beachside complex, Siesta Key private beach access 2br/2ba patio
Dining area from living area
Kitchen renovated Fall 2013/Spring 2014
exercise room in main building
Room
Exceptional
(107 reviews)

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

Siesta Key

6% off
$325
$2,276 for 7 nights
All fees included
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
Dining
Beach
Property grounds
Exterior
Wonderful
(16 reviews)

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

Siesta Key

8% off
$367
$2,571 for 7 nights
All fees included
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
Private kitchen
Marina
Living area
Property grounds
Exceptional
(38 reviews)

Siesta Key Beachside Condo-direct beach access

Siesta Key

8% off
$359
$2,513 for 7 nights
All fees included
Siesta Key Beachside Condo-direct beach access
Living area
Interior
Interior
Dining
Exceptional
(43 reviews)

Luxury condo located directly on Siesta Key Beach

Siesta Key

8% off
$321
$2,245 for 7 nights
All fees included
Luxury condo located directly on Siesta Key Beach
Clubhouse
Resort Area
Exterior
Property grounds
Exceptional
(62 reviews)

NEWLY REMODELED! On World Famous Crescent Beach

Siesta Key

6% off
$288
$2,015 for 7 nights
All fees included
NEWLY REMODELED! On World Famous Crescent Beach
Master Closet
Kitchen is brand new!
Front door
Front Room leads into the kitchen.  Faces West.
Exceptional
(61 reviews)

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

Sarasota

8% off
$316
$2,209 for 7 nights
All fees included
Beautiful Large Home Bike to Siesta Key, quiet neighborhood with LOCAL owners!
Private kitchen
Private rear patio
Entry shelves with extra beach towels, cooler, futon blankets, etc
Living Room, makeup vanity or desk, and kitchen
Exceptional
(21 reviews)

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

Siesta Key

5% off
$279
$1,956 for 7 nights
All fees included
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • 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 41 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.