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

Wonderful
(17 reviews)
Sarasota Bayfront Estate - Sunset Views, Near Crescent Beach & Siesta Key Beach
Sarasota
$1,061
$7,429 for 7 nights
All fees included

Wonderful
(159 reviews)
Palm Bay Club Bayside Well-Priced Condo on Siesta Key 2 bed and 2 bath unit
Siesta Key
$348
$2,435 for 7 nights
All fees included

Exceptional
(107 reviews)
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
Siesta Key
$322
$2,257 for 7 nights
All fees included

Wonderful
(16 reviews)
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
Siesta Key
$378
$2,649 for 7 nights
All fees included

Exceptional
(18 reviews)
Beautiful Beach House with Saltwater POOL -- Moments from Siesta Key
Sarasota
$391
$2,739 for 7 nights
All fees included

Exceptional
(6 reviews)
Modern Condo 2 minute walk to Beach- KING SIZE TEMPUR-PEDIC BED BEAUTIFUL POOL
Siesta Key
$197
$1,378 for 7 nights
All fees included

Exceptional
(62 reviews)
Penthouse suite with ocean views 2Br 2 Bath “Great sunsets from lanai”
Siesta Key
$373
$2,610 for 7 nights
All fees included

Exceptional
(42 reviews)
Luxury condo located directly on Siesta Key Beach
Siesta Key
$277
$1,940 for 7 nights
All fees included

Exceptional
(37 reviews)
Siesta Key Beachside Condo-direct beach access
Siesta Key
$356
$2,490 for 7 nights
All fees included

Exceptional
(19 reviews)
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!
Siesta Key
$279
$1,953 for 7 nights
All fees included

Exceptional
(61 reviews)
Beautiful Large Home Bike to Siesta Key, quiet neighborhood with LOCAL owners!
Sarasota
$280
$1,958 for 7 nights
All fees included
Find spaces that suit your style
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Find properties near top attractions in South Village
Find the best place to stay - South Village

Bright & Beachy–Beach Club Siesta Key 100A by RVA
Sleeps 2 · 1 bathroom

Tropical Beach Resorts
Sleeps 2 · 1 bedroom

Brand New! Steps to Siesta Key Beach
Sleeps 6 · 2 bedrooms · 2 bathrooms

Captiva Beach Resort
Sleeps 4 · 1 bedroom

Crescent Siesta Key Unit 406.
Sleeps 6 · 2 bedrooms · 2 bathrooms

Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout
Sleeps 4 · 1 bedroom · 1 bathroom
Top rated rentals - South Village

Great Condo
We had a great week! The condo was nice and clean and spacious for the 4 of us. Easy walk to the beach and pools. Nice that it is located across the street from some of our favorite restaurants and shops in Siesta. Sammy's handles the beach service at the Crescent which is always a plus because they are great! The only thing I think could be improved upon is the kitchen supplies. There was no bake ware for simple things like a frozen pizza or premade cinnamon rolls. When you travel with teenage boys you buy a lot of easy foods for them to eat. Maybe some mixing type bowls with lids to store fruit etc. There was plenty of tableware and glassware just needs a few more of the extras. Overall, we had a wonderful week and would recommend this unit!!
Marlo K.
Stayed Jun 2025

Beautiful condo
Beautiful condo, ocean view, nicely decorated with a beachy theme. Full of supplies, even shampo, we'll be back.
Placido H.
Stayed May 2025

Great location & clean!
Beautiful condo and perfect location to get dinner at local restaurants or get ice cream with the family. We did many dinners at the condo on the beautiful lanai with a built in grill also. Mary had every drawer labeled and provided many extras! Can’t wait to come back!
Ashley R.
Stayed Apr 2024

Beach Getaway
Condo was beautifully decorated, comfortable for four adults with a great outdoor space to watch the spectacular sunsets! Pool was warm and the beach was like none other! Property was clean, gated and in a great location for those looking for a quiet place to relax, but close enough to all the hot spots.
Kelly G.
Stayed Nov 2023

SeaShell Review
Location was great. Condo was clean, nicely furnished and was big enough for 2 families. Beach towels and folding chairs were provided which was a nice surprise. Overall great property.
Tiffney H.
Stayed Jul 2023

It was perfect! Beautiful inside and great location!
Everything about this condo was wonderful! The inside of the condo had everything we needed. The kitchen was very well stocked, the interior was decorated beautifully, and the location was perfect. We will definitely tell our family and friends about your beautiful condo and how much we enjoyed staying there!!
Bethany K.
Stayed Dec 2022

Amazing views and condo
We had the best stay, everything we needed was there and the location couldn’t have been better! Karen was an awesome hostess and great communicator. It was our first visit to siesta key but definitely won’t be our last we loved our week there!
Adam K.
Stayed May 2022
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
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.

