South Village vacation rentals
We found 1,788 vacation rentals — enter your dates for availability
Find the perfect place for your stay in South Village by choosing from 41 houses, 194 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 20 - Nov 27

Wonderful
(161 reviews)
Palm Bay Club Bayside Well-Priced Condo on Siesta Key 2 bed and 2 bath unit
Siesta Key
$346
$2,423 for 7 nights
All fees included

Exceptional
(107 reviews)
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
Siesta Key
$324
$2,271 for 7 nights
All fees included

Wonderful
(16 reviews)
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
Siesta Key
$380
$2,661 for 7 nights
All fees included

Exceptional
(38 reviews)
Siesta Key Beachside Condo-direct beach access
Siesta Key
$356
$2,489 for 7 nights
All fees included

Exceptional
(19 reviews)
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!
Siesta Key
$269
$1,883 for 7 nights
All fees included

Exceptional
(61 reviews)
Beautiful Large Home Bike to Siesta Key, quiet neighborhood with LOCAL owners!
Sarasota
$282
$1,977 for 7 nights
All fees included
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
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

Captiva Beach Resort
Sleeps 2 · 1 bedroom

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

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

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

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

Great condo in Paradise!
We loved our stay here. Having stayed at numerous properties (including this one) over the years this condo was one of our favorites. The condo itself was beautiful, clean, comfortable, well maintained, and was equipped with all the necessities anyone would need while on vacation. The view of the gulf from the condo isn’t spectacular but we knew that going in and were okay with that. You are literally steps from the beach and can enjoy the view all day! We prefer staying in this area of the key due to the many restaurants, grocery store, convenience store, and nightlife all within walking distance. Communication with the property owner was excellent and the whole rental process smooth. We look forward to staying here again!
James G.
Stayed Sep 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
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 42 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.

