South Sarasota holiday rentals
We found 6,812 holiday rentals — enter your dates for availability
Discover a selection of 36 homes and other holiday rentals in South Sarasota that are perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts – South Sarasota
Showing deals for:13 Nov - 20 Nov
Exceptional
(6 reviews)
New modern home with salt water heated pool located minutes from SiestaKey Beach
Sarasota
AU$10,589
for 7 nights, 1 home
AU$1,513 per night
includes taxes & fees
Exceptional
(72 reviews)
Relaxing Lakefront Home: 3BR/2BA, Heated Pool, Near Siesta Key Beach
Sarasota
AU$3,109
for 7 nights, 1 home
AU$444 per night
includes taxes & fees
Exceptional
(7 reviews)
LUXURIOUS VILLA WATERFRONT NEAR SIESTA KEY BEACH
Sarasota
AU$5,966
for 7 nights, 1 villa
AU$852 per night
includes taxes & fees
Exceptional
(42 reviews)
KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE
Sarasota
AU$3,319
for 7 nights, 1 home
AU$474 per night
includes taxes & fees
Exceptional
(240 reviews)
Great Value!!! Immaculate, minutes from the beach, With heated pool !!
Sarasota
AU$2,390
for 7 nights, 1 home
AU$341 per night
includes taxes & fees
Wonderful
(59 reviews)
Private Heated Pool Home Near Downtown & Legacy Trail
Sarasota
AU$2,458
for 7 nights, 1 home
AU$351 per night
includes taxes & fees
Exceptional
(64 reviews)
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Bradenton
AU$4,507
for 7 nights, 1 home
AU$644 per night
includes taxes & fees
Exceptional
(51 reviews)
NO Bunks-King beds, Garage Parking, Private Beach Access-Less Crowded
Siesta Key
AU$10,676
for 7 nights, 1 home
AU$1,525 per night
includes taxes & fees
Exceptional
(100 reviews)
Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
Sarasota
AU$1,308
for 7 nights, 1 apartment
AU$187 per night
includes taxes & fees
Exceptional
(46 reviews)
🌴 Peaceful Sarasota Home with Patio, 2BR, 2BA Near Lido Beach & Downtown
Sarasota
AU$1,678
for 7 nights, 1 home
AU$240 per night
includes taxes & fees
Exceptional
(12 reviews)
Canalfront Siesta key entire King suite
Siesta Key
AU$1,648
for 7 nights, 1 apartment
AU$235 per night
includes taxes & fees
Exceptional
(41 reviews)
Downtown Sarasota, Casa de Zara
Sarasota
AU$2,683
for 7 nights, 1 home
AU$383 per night
includes taxes & fees
Wonderful
(16 reviews)
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
Siesta Key
AU$4,105
for 7 nights, 1 apartment
AU$586 per night
includes taxes & fees
Very good
(164 reviews)
SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail
Sarasota
AU$958
for 7 nights, 1 room
AU$137 per night
includes taxes & fees
Excellent
(155 reviews)
Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL
Sarasota
AU$1,178
for 7 nights, 1 room
AU$168 per night
includes taxes & fees
Exceptional
(107 reviews)
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
Siesta Key
AU$3,483
for 7 nights, 1 apartment
AU$498 per night
includes taxes & fees
Exceptional
(30 reviews)
Beach front paradise located in a Condo Building Beach front Penthouse!
Siesta Key
AU$6,452
for 7 nights, 1 home
AU$922 per night
includes taxes & fees
Wonderful
(5 reviews)
Sarasota Retreat: 10 Min from Siesta Key
Sarasota
AU$1,475
for 7 nights, 1 apartment
AU$211 per night
includes taxes & fees
Exceptional
(37 reviews)
Siesta Key Beachside Condo-direct beach access
Siesta Key
AU$3,845
for 7 nights, 1 apartment
AU$549 per night
includes taxes & fees
Exceptional
(15 reviews)
A+ location clean 2 BR condo w pool arcade pets ok
Siesta Key
AU$2,733
for 7 nights, 1 apartment
AU$390 per night
includes taxes & fees
Exceptional
(181 reviews)
Amazing 1 Br/1 Ba Condo at Casa Mar
Siesta Key
AU$3,287
for 7 nights, 1 apartment
AU$470 per night
includes taxes & fees
Exceptional
(24 reviews)
Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches
Sarasota
AU$3,036
for 7 nights, 1 villa
AU$434 per night
includes taxes & fees
Exceptional
(8 reviews)
Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota
Sarasota
AU$1,889
for 7 nights, 1 home
AU$270 per night
includes taxes & fees
Exceptional
(42 reviews)
Luxury condo located directly on Siesta Key Beach
Siesta Key
AU$3,025
for 7 nights, 1 apartment
AU$432 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - South Sarasota
Beautiful Beach Cottage 2 Bed/2 Bath 10 Minutes To Siesta Key Beach and Downtown
Sleeps 5 · 2 bedrooms · 2 bathrooms
Cozy house near Siesta Key Beach
Sleeps 4 · 2 bedrooms · 1 bathroom
Close to Siesta Key beach with a hot tub and a large garden
Sleeps 4 · 1 bedroom · 0+ bathrooms
Siesta Key Island Rentals
Sleeps 2 · 1 bedroom · 1 bathroom
Charming 2-bedroom house in cool Sarasota with AC
Sleeps 5 · 2 bedrooms · 2 bathrooms
Luxury Siesta Key townhome close to village,beaches, city and airport
Sleeps 9 · 3 bedrooms · 2 bathrooms
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, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday home accommodation in South Sarasota?
Houses are the most popular kind of holiday home in South Sarasota, according to our data. Even if you have a different idea in mind, Stayz has holiday homes in a variety of shapes and sizes. Look through our options to find your perfect fit.
How much does it cost to rent a holiday home in South Sarasota?
Season, length of stay and property type are among the factors that can influence the price of a holiday home. Simply click on your dates of travel to find your ideal escape. From comfy cottages to plush villas, all Stayz holiday homes offer terrific value.
How much does it cost to rent a beach house in South Sarasota?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Enter your South Sarasota travel dates to view your options on Stayz. Did someone just say "hot tub"? Use our filters to choose the features and amenities you need.
Are there pet-friendly holiday homes in South Sarasota?
Yes. You can choose from 74 holiday homes that cater to pets in South Sarasota. Several of our pet-friendly holiday homes even come with an outdoor area for your furry friend to have fun in, complimentary treats, doggie beds and proximity to parks or green space. Apply the "Pets allowed" filter to find a pad that'll get tails wagging on Stayz.
Can I rent a house with a pool in South Sarasota?
Check the "pool" box in our filter tool and choose from 40 houses with private pools in South Sarasota on Stayz. Gentle soak, ball games or noodle joust? Free time is up to you when your holiday home has a swimming pool.
What are popular home amenities in South Sarasota?
A chef, nearby museums and a water view head the list of most popular home amenities in South Sarasota. Whether you're taking a trip solo, with a partner or as a family, Stayz will help you find a holiday home that fits your style with all the features you need.
Are there large group holiday homes in South Sarasota?
With 10 holiday homes that can host 10 people or more in South Sarasota, you won't have to leave anyone off your invite list. From holidays with the extended family to special events like Christmas and birthday parties, Stayz will help you find a large group home to suit the occasion.
Are there holiday homes in South Sarasota that welcome kids?
South Sarasota has 74 family-friendly holiday homes to pick from. And tracking down a stay that welcomes youngsters is super easy with Stayz's "Properties good for families" filter. Besides having the whole place to yourselves, you'll also get amenities and perks like multiple bedrooms, pools and kitchens.
What are the top attractions for families in South Sarasota?
Keeping the kids amused during your stay in South Sarasota is a breeze with these family-friendly attractions:
- Lido Beach
- Mote Marine Laboratory & Aquarium
- Sarasota Classic Car Museum
Are there one-bedroom holiday homes in South Sarasota?
There are three one-bedroom properties in South Sarasota to select from. A one-bedroom holiday property is a superb choice if it's only you and your partner or if you're travelling alone. Throw in more space, convenience and privacy than a standard hotel, and you'll be sure to have an unforgettable trip.
Can I find two-bedroom holiday homes in South Sarasota?
South Sarasota has 23 two-bedroom properties to choose from. Go for a holiday home with all the privacy and comfort you want at a price you'll love on Stayz.
Are there holiday homes with WiFi in South Sarasota?
South Sarasota has 29 holiday homes with WiFi, so you'll be able to stay connected while you're on holiday. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with the family to updating your social media, these Stayz homes will keep you online.
How can I find holiday homes with air conditioning in South Sarasota?
South Sarasota has 72 holiday homes where you can wind down in air-conditioned comfort. To book a stay on Stayz that features this amenity, enter your preferred travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday home in South Sarasota?
Age restrictions can differ between properties on Stayz, so look at the rules of the holiday home in South Sarasota you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in South Sarasota for?
How long you can rent a holiday home in South Sarasota is up to the property. Just enter your chosen travel dates to look at a list of options offering extended stays. With a range of features like laundries and air conditioning, as well as some offering weekly or monthly discounts, you're sure to find a perfect place to call your home away from home in South Sarasota.
More holiday ideas
- Siesta Key Holiday Rentals
- Lido Key Holiday Rentals
- Arlington Park Holiday Rentals
- Whitfield Estates Holiday Rentals
- Casa Mar Holiday Rentals
- Fisherman's Haven Holiday Rentals
- Osprey Village Holiday Rentals
- Robert L. Taylor Community Complex Holiday Rentals
- Sand Cay Beach Holiday Rentals
- Riverview Estates Holiday Rentals
- Bayport Beach & Tennis Club Holiday Rentals
- Bunker Oaks Holiday Rentals
- Crooked Creek Holiday Rentals
- White Sands Village Holiday Rentals
- Longboat Bay Club Holiday Rentals
- Siesta Key Beach Holiday Rentals
- Siesta Beach House Holiday Rentals
- Neptune Holiday Rentals
- Palm Bay Club Holiday Rentals
- Misty Creek Holiday Rentals
- Bay Isles Holiday Rentals
- Harbor Towers Yacht & Racquet Club Holiday Rentals
- Sun-N-Fun RV Resort Holiday Rentals
- St. Armands Circle Holiday Rentals
- Sarasota Holiday Rentals
- Fisherman's Cove Holiday Rentals
- Siesta Key Village Holiday Rentals
- Heritage Oaks Golf and Country Club Holiday Rentals
- Siesta Breakers Holiday Rentals
- Crescent Arms Holiday Rentals
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