South Village vacation rentals
We found 1,702 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:Dec 4 - Dec 11
Exceptional
(52 reviews)
NO Bunks-King beds, Garage Parking, Private Beach Access-Less Crowded
Siesta Key
$908
$6,359 for 7 nights
All fees included
Wonderful
(161 reviews)
Palm Bay Club Bayside Well-Priced Condo on Siesta Key 2 bed and 2 bath unit
Siesta Key
$349
$2,440 for 7 nights
All fees included
Exceptional
(132 reviews)
BE ON THE B E A C H! 2B/2B GREAT LOCATION!
Siesta Key
$259
$1,811 for 7 nights
All fees included
Exceptional
(85 reviews)
Private Villa Beachside complex, Siesta Key private beach access 2br/2ba patio
Siesta Key
$340
$2,383 for 7 nights
All fees included
Exceptional
(108 reviews)
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
Siesta Key
$323
$2,262 for 7 nights
All fees included
Exceptional
(44 reviews)
Island House Resort - Waterfront 2-bedroom condo directly on Siesta Key Beach!
Siesta Key
$363
$2,539 for 7 nights
All fees included
Wonderful
(16 reviews)
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
Siesta Key
$362
$2,534 for 7 nights
All fees included
Exceptional
(15 reviews)
Steps to Siesta Key Beach! We offer 3-night rentals! Beach gear included!
Siesta Key
$404
$2,829 for 7 nights
All fees included
Exceptional
(182 reviews)
Amazing 1 Br/1 Ba Condo at Casa Mar
Siesta Key
$299
$2,090 for 7 nights
All fees included
Exceptional
(43 reviews)
Luxury condo located directly on Siesta Key Beach
Siesta Key
$278
$1,944 for 7 nights
All fees included
Exceptional
(39 reviews)
Siesta Key Beachside Condo-direct beach access
Siesta Key
$356
$2,495 for 7 nights
All fees included
Exceptional
(62 reviews)
NEWLY REMODELED! On World Famous Crescent Beach
Siesta Key
$285
$1,994 for 7 nights
All fees included
Exceptional
(61 reviews)
Beautiful Large Home Bike to Siesta Key, quiet neighborhood with LOCAL owners!
Sarasota
$359
$2,514 for 7 nights
All fees included
Find spaces that suit your style
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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
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
Spacious beachfront Penthouse 3 bed/3 bath suite, Stunning Gulf views!
Sleeps 6 · 3 bedrooms · 3 bathrooms
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
Couldn’t have asked for more!
This property was everything we could have asked for and more!
Sue was so easy to work with and a great communicator (we arrived the day the resort opened post Helene and Milton).
We will definitely be back!
Tara H.
Stayed Nov 2024
Outstanding property
We loved this condo. It was updated and bright, super clean, had all of the beach stuff and in a great location. Short walk to the beach and easy access to the stores and restaurants.
Kimberly B.
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
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
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 33 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.