South Sarasota holiday rentals
We found 6,819 holiday rentals — enter your dates for availability
Discover a selection of 35 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:20 Nov - 27 Nov
Exceptional
(6 reviews)
New modern home with salt water heated pool located minutes from SiestaKey Beach
Sarasota
S$16,394
for 7 nights, 1 home
S$2,342 per night
includes taxes & fees
Exceptional
(72 reviews)
Relaxing Lakefront Home: 3BR/2BA, Heated Pool, Near Siesta Key Beach
Sarasota
S$2,778
for 7 nights, 1 home
S$397 per night
includes taxes & fees
Wonderful
(59 reviews)
Private Heated Pool Home Near Downtown & Legacy Trail
Sarasota
S$2,342
for 7 nights, 1 home
S$335 per night
includes taxes & fees
Exceptional
(7 reviews)
LUXURIOUS VILLA WATERFRONT NEAR SIESTA KEY BEACH
Sarasota
S$5,492
for 7 nights, 1 villa
S$785 per night
includes taxes & fees
Exceptional
(12 reviews)
Beautiful Waterfront House w/ Pool, 7 min to the Beach
Nokomis
S$3,454
for 7 nights, 1 home
S$493 per night
includes taxes & fees
Exceptional
(65 reviews)
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Bradenton
S$5,167
for 7 nights, 1 home
S$738 per night
includes taxes & fees
Exceptional
(5 reviews)
Luxury Villa*Pool*Hot Tub*Dolphins*Close to Beach
Siesta Key
S$31,365
for 7 nights, 1 home
S$4,481 per night
includes taxes & fees
Exceptional
(46 reviews)
🌴 Peaceful Sarasota Home with Patio, 2BR, 2BA Near Lido Beach & Downtown
Sarasota
S$1,542
for 7 nights, 1 home
S$220 per night
includes taxes & fees
Exceptional
(101 reviews)
Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
Sarasota
S$1,209
for 7 nights, 1 apartment
S$173 per night
includes taxes & fees
Exceptional
(11 reviews)
Siesta Vista, Spacious Waterfront Home. One Block to Beach & Village. Roof Deck!
Siesta Key
S$11,767
for 7 nights, 1 home
S$1,681 per night
includes taxes & fees
Exceptional
(129 reviews)
HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes
Sarasota
S$4,626
for 7 nights, 1 home
S$661 per night
includes taxes & fees
Exceptional
(41 reviews)
Downtown Sarasota, Casa de Zara
Sarasota
S$2,933
for 7 nights, 1 home
S$419 per night
includes taxes & fees
Exceptional
(63 reviews)
Private Sarasota Pool Retreat Near Siesta Key Beach!
Sarasota
S$2,442
for 7 nights, 1 home
S$349 per night
includes taxes & fees
Exceptional
(25 reviews)
Adorable Lido Beach Home- walk to beach and St. Armand's
Sarasota
S$4,327
for 7 nights, 1 home
S$618 per night
includes taxes & fees
Very good
(164 reviews)
SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail
Sarasota
S$883
for 7 nights, 1 room
S$126 per night
includes taxes & fees
Excellent
(156 reviews)
Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL
Sarasota
S$1,087
for 7 nights, 1 room
S$155 per night
includes taxes & fees
Wonderful
(160 reviews)
Palm Bay Club Bayside Well-Priced Condo on Siesta Key 2 bed and 2 bath unit
Siesta Key
S$3,488
for 7 nights, 1 apartment
S$498 per night
includes taxes & fees
Exceptional
(23 reviews)
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
Siesta Key
S$4,879
for 7 nights, 1 apartment
S$697 per night
includes taxes & fees
Wonderful
(16 reviews)
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
Siesta Key
S$3,856
for 7 nights, 1 apartment
S$551 per night
includes taxes & fees
Exceptional
(107 reviews)
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
Siesta Key
S$3,218
for 7 nights, 1 apartment
S$460 per night
includes taxes & fees
Wonderful
(5 reviews)
Sarasota Retreat: 10 Min from Siesta Key
Sarasota
S$1,362
for 7 nights, 1 apartment
S$195 per night
includes taxes & fees
Exceptional
(15 reviews)
A+ location clean 2 BR condo w pool arcade pets ok
Siesta Key
S$3,449
for 7 nights, 1 apartment
S$493 per night
includes taxes & fees
Exceptional
(37 reviews)
Siesta Key Beachside Condo-direct beach access
Siesta Key
S$3,611
for 7 nights, 1 apartment
S$516 per night
includes taxes & fees
Excellent
(160 reviews)
Sarasota “Executive Waterfront Suite” A hotel rm # 103 on Sara Bay Marina
Sarasota
S$1,087
for 7 nights, 1 room
S$155 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
Siesta Key Island Rentals
Sleeps 2 · 1 bedroom · 1 bathroom
Close to Siesta Key beach with a hot tub and a large garden
Sleeps 4 · 1 bedroom · 0+ bathrooms
Charming 2-bedroom house in cool Sarasota with AC
Sleeps 5 · 2 bedrooms · 2 bathrooms
Quiet and Relaxing 3 Bed House With Pool in Sarasota Close to Siesta Key Beach
Sleeps 6 · 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 rental accommodation in South Sarasota?
Houses are the most popular kind of holiday rental in South Sarasota, according to our data. Even if you have a different idea in mind, Vrbo 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 rental 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 Vrbo holiday rentals 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 Vrbo. Did someone just say "hot tub"? Use our filters to choose the features and amenities you need.
Are there pet-friendly holiday rentals in South Sarasota?
Yes. You can choose from 74 holiday rentals that cater to pets in South Sarasota. Several of our pet-friendly holiday rentals 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 Vrbo.
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 Vrbo. Gentle soak, ball games or noodle joust? Free time is up to you when your holiday home has a swimming pool.
What are popular rental amenities in South Sarasota?
A chef, nearby museums and a water view head the list of most popular rental amenities in South Sarasota. Whether you're taking a trip solo, with a partner or as a family, Vrbo will help you find a holiday home that fits your style with all the features you need.
Are there large group holiday rentals in South Sarasota?
With 10 holiday rentals 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, Vrbo will help you find a large group rental to suit the occasion.
Are there holiday rentals 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 Vrbo'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 rentals 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 rentals 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 Vrbo.
Are there holiday rentals with WiFi in South Sarasota?
South Sarasota has 29 holiday rentals 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 Vrbo homes will keep you online.
How can I find holiday rentals with air conditioning in South Sarasota?
South Sarasota has 72 holiday rentals where you can wind down in air-conditioned comfort. To book a stay on Vrbo 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 rental in South Sarasota?
Age restrictions can differ between properties on Vrbo, so look at the rules of the holiday rental in South Sarasota you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a holiday rental in South Sarasota for?
How long you can rent a holiday rental 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
- Gulf Gate Estates Holiday Rentals
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- Turtle Crawl Inn Holiday Rentals
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- Beach Villas Holiday Rentals
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- Palm Bay Club Holiday Rentals
- South Lido Lookout Bridge Holiday Rentals
- Anna Maria Holiday Rentals
- Gulf & Bay Club Bayside Holiday Rentals
- Holmes Beach Holiday Rentals
- Siesta Key Beach Playground Holiday Rentals
- Lido Key Holiday Rentals
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