
South Village holiday lettings
We found 1,732 holiday rentals — enter your dates for availability
Discover a selection of 105 homes, 57 apartments and other holiday rentals in South Village that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - South Village
Showing deals for:16 Jan - 23 Jan
Image gallery for Private Pool & Beach Access, 2-car Garage, Beach toys & Smart TVs

1010 out of 10, Exceptional, (40 reviews)
Exceptional
(40 reviews)
Private Pool & Beach Access, 2-car Garage, Beach toys & Smart TVs
Siesta Key, FL
5% off
Price is £7,976
£7,976
for 7 nights, 1 home
£1,139 per night
includes taxes & fees
Image gallery for 2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Toys

1010 out of 10, Exceptional, (107 reviews)
Exceptional
(107 reviews)
2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Toys
Siesta Key, FL
5% off
Price is £7,903
£7,903
for 7 nights, 1 home
£1,129 per night
includes taxes & fees
Image gallery for Sarasota Condo- Private Beach Access- The Beach Club

9.29.2 out of 10, Wonderful, (5 reviews)
Wonderful
(5 reviews)
Sarasota Condo- Private Beach Access- The Beach Club
Siesta Key, FL
8% off
Price is £3,057
£3,057
for 7 nights, 1 apartment
£437 per night
includes taxes & fees
Image gallery for Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

9.49.4 out of 10, Exceptional, (51 reviews)
Exceptional
(51 reviews)
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Siesta Key, FL
8% off
Price is £1,878
£1,878
for 7 nights, 1 villa
£268 per night
includes taxes & fees
Image gallery for Completely Remodeled- 150 Yards to Beach and Restaurants!

1010 out of 10, Exceptional, (36 reviews)
Exceptional
(36 reviews)
Completely Remodeled- 150 Yards to Beach and Restaurants!
Siesta Key, FL
7% off
Price is £1,798
£1,798
for 7 nights, 1 villa
£257 per night
includes taxes & fees
Image gallery for Beachy villa on Siesta Key with heated pool, screened in lanai, and ground level

1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Beachy villa on Siesta Key with heated pool, screened in lanai, and ground level
Siesta Key, FL
8% off
Price is £2,223
£2,223
for 7 nights, 1 villa
£318 per night
includes taxes & fees
Image gallery for Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout

1010 out of 10, Exceptional, (75 reviews)
Exceptional
(75 reviews)
Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout
Siesta Key, FL
5% off
Price is £2,798
£2,798
for 7 nights, 1 apartment
£400 per night
includes taxes & fees
Image gallery for Location, location! Private Beach, Gulf Views from Balcony, Heated Pool, Siesta Sands with King Bed

9.69.6 out of 10, Exceptional, (81 reviews)
Exceptional
(81 reviews)
Location, location! Private Beach, Gulf Views from Balcony, Heated Pool, Siesta Sands with King Bed
Siesta Key, FL
7% off
Price is £4,430
£4,430
for 7 nights, 1 apartment
£633 per night
includes taxes & fees
Image gallery for Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

9.69.6 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
Siesta Key, FL
7% off
Price is £2,585
£2,585
for 7 nights, 1 home
£369 per night
includes taxes & fees
Image gallery for Midnight Cove #532, Bayside in Siesta Key, FL

8.88.8 out of 10, Excellent, (37 reviews)
Excellent
(37 reviews)
Midnight Cove #532, Bayside in Siesta Key, FL
Siesta Key, FL
7% off
Price is £1,509
£1,509
for 7 nights, 1 apartment
£216 per night
includes taxes & fees
Image gallery for Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

9.69.6 out of 10, Exceptional, (78 reviews)
Exceptional
(78 reviews)
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Siesta Key, FL
8% off
Price is £1,878
£1,878
for 7 nights, 1 cottage
£268 per night
includes taxes & fees
Image gallery for Siesta Key Dream Stay 800' to private beach access. Remodeled 3 Bed 3 Bath

1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Siesta Key Dream Stay 800' to private beach access. Remodeled 3 Bed 3 Bath
Siesta Key, FL
8% off
Price is £3,200
£3,200
for 7 nights, 1 home
£457 per night
includes taxes & fees
Image gallery for Daily sunset & Beach view Enjoy paradise!

9.69.6 out of 10, Exceptional, (70 reviews)
Exceptional
(70 reviews)
Daily sunset & Beach view Enjoy paradise!
Siesta Key, FL
13% off
Price is £2,745
£2,745
for 7 nights, 1 apartment
£392 per night
includes taxes & fees
Image gallery for Bright & Beachy - Steps to the water!

1010 out of 10, Exceptional, (93 reviews)
Exceptional
(93 reviews)
Bright & Beachy - Steps to the water!
Siesta Key, FL
8% off
Price is £2,406
£2,406
for 7 nights, 1 apartment
£344 per night
includes taxes & fees
Image gallery for Beach Club | Heated Pool | Walk to Beach with Gated Access Poolside | Updated | Ready to book!

9.49.4 out of 10, Exceptional, (70 reviews)
Exceptional
(70 reviews)
Beach Club | Heated Pool | Walk to Beach with Gated Access Poolside | Updated | Ready to book!
Siesta Key, FL
10% off
Price is £2,450
£2,450
for 7 nights, 1 apartment
£350 per night
includes taxes & fees
Image gallery for 2 Bedroom 2 Bath home near Siesta Key Beach

8.48.4 out of 10, Very good, (29 reviews)
Very good
(29 reviews)
2 Bedroom 2 Bath home near Siesta Key Beach
Sarasota, FL
8% off
Price is £1,131
£1,131
for 7 nights, 1 home
£162 per night
includes taxes & fees
Image gallery for Penthouse suite with ocean views 2Br 2 Bath “Great sunsets from lanai”

1010 out of 10, Exceptional, (56 reviews)
Exceptional
(56 reviews)
Penthouse suite with ocean views 2Br 2 Bath “Great sunsets from lanai”
Siesta Key, FL
8% off
Price is £2,195
£2,195
for 7 nights, 1 apartment
£314 per night
includes taxes & fees
Image gallery for Siesta Breakers #603, Gulfside in Siesta Key, FL- 250 Feet from Crescent Beach

9.29.2 out of 10, Wonderful, (47 reviews)
Wonderful
(47 reviews)
Siesta Breakers #603, Gulfside in Siesta Key, FL- 250 Feet from Crescent Beach
Siesta Key, FL
8% off
Price is £2,558
£2,558
for 7 nights, 1 apartment
£365 per night
includes taxes & fees
Image gallery for Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!

1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!
Siesta Key, FL
24% off
Price is £1,663
£1,663
for 7 nights, 1 apartment
£238 per night
includes taxes & fees
Image gallery for Summer doesn't end in beautiful Siesta key Last minute Fall specials available!

9.89.8 out of 10, Exceptional, (53 reviews)
Exceptional
(53 reviews)
Summer doesn't end in beautiful Siesta key Last minute Fall specials available!
Siesta Key, FL
11% off
Price is £2,261
£2,261
for 7 nights, 1 apartment
£323 per night
includes taxes & fees
Image gallery for Beach Club | Heated Pool Near Beach | Modern Condo | Gated Access to Beach | Sleeps 6

9.69.6 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)
Beach Club | Heated Pool Near Beach | Modern Condo | Gated Access to Beach | Sleeps 6
Siesta Key, FL
10% off
Price is £2,512
£2,512
for 7 nights, 1 apartment
£359 per night
includes taxes & fees
Image gallery for Heated Pool | Popular Beach Club Complex Siesta Key | Short Walk to Private Beach | Ready to Book!

9.89.8 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
Heated Pool | Popular Beach Club Complex Siesta Key | Short Walk to Private Beach | Ready to Book!
Siesta Key, FL
9% off
Price is £2,331
£2,331
for 7 nights, 1 apartment
£333 per night
includes taxes & fees
Image gallery for LJ's Cottages 1 - POOL BEACH SUNSET

1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
LJ's Cottages 1 - POOL BEACH SUNSET
Siesta Key, FL
8% off
Price is £1,990
£1,990
for 7 nights, 1 apartment
£284 per night
includes taxes & fees
Image gallery for Siesta Key Beach Duplex - 2 Bedroom, 3 Beds, 3 Bathroom w/ Heated Pool.

9.29.2 out of 10, Wonderful, (19 reviews)
Wonderful
(19 reviews)
Siesta Key Beach Duplex - 2 Bedroom, 3 Beds, 3 Bathroom w/ Heated Pool.
Siesta Key, FL
8% off
Price is £2,785
£2,785
for 7 nights, 1 apartment
£398 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - South Village
House of the Sun top floor 2/2 LAST MINUTE DEALS FOR OCTOBER
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
93 reviews(93 reviews)
Tropical Beach Resorts
Sleeps 2 · 1 bedroom
9.49.4 out of 10
Exceptionalexceptional
5,034 reviews(5,034 reviews)
On Siesta Key Beach, View, pool, 2 Bed 2 Ba, plus pull out Queen,
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
181 reviews(181 reviews)
Crescent Siesta Key Unit 406. Thanksgiving and Christmas specials!
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
65 reviews(65 reviews)
#1 Luxury Vacation Home - 2 Story Waterpark Slide w/Resort Pool - Lake Views
Sleeps 18 · 6 bedrooms · 6+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Waterfront Home, Pool, Waterslide, Games! - Siesta Serenity
Sleeps 8 · 4 bedrooms · 4 bathrooms
9.69.6 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Top rated rentals - South Village
Amazing stay!!!!
1010 out of 10
Exceptionalexceptional
75 reviews(75 reviews)
Fabulous stay, superb location cannot fault in any way, will definitely book again and will recommend to all
suzanne r.
Stayed Aug 2023
Living the dream!
1010 out of 10
Exceptionalexceptional
93 reviews(93 reviews)
We really enjoyed our stay. The condo was idea for myself and my wife. The location was splendid ,close to the soft sanded beach. The condo was well stocked with all you need to make your vacation comfortable. Didn’t want to leave!
Ricky W.
Stayed Apr 2023
Beautiful. Couldn’t have asked for more!
1010 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
Had an amazing week at Clint’s place. Great location on crescent beach near some lovely restaurants (Spearfish Grill, Claytons), cafe’s and bike hire. Beautifully furnished, we really felt at home all week. Had absolutely everything we needed and more. Our kids had the most wonderful time walking out the door and onto the beach every day. Bbq facilities and pool were great too. We’re planning on coming back next year which is perhaps the best recommendation we could give. Easy access and Clint was on hand if we had any questions. He went above and beyond for us!!
Michael H.
Stayed Apr 2023
Perfect Stay!
1010 out of 10
Exceptionalexceptional
181 reviews(181 reviews)
Absolutely love staying here! The condo has everything you need and is decorated beautifully. Close to restaurants and shops. We had great time!!
Gina T.
Stayed Jul 2019
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Can I find holiday rentals in South Village?
Yes, there are holiday rentals close to the most popular sights in South Village, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals will I find in South Village?
Expedia has 105 holiday 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 Mote Marine Laboratory & Aquarium, or get out into nature at a spot like Crescent Beach. While in the area, you can also visit popular places such as Siesta Key Beach and Lido Beach.
What's a holiday rental in South Village like?
Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Village. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family trip.