South Sarasota holiday rentals

We found 6,826 holiday rentals — enter your dates for availability
Discover a selection of 39 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:27 Nov - 4 Dec

Dining
Pool
Living area
Exterior
Exceptional
(12 reviews)

Beautiful Waterfront House w/ Pool, 7 min to the Beach

Nokomis

7% off
S$3,536
for 7 nights, 1 home
S$505 per night
includes taxes & fees
Beautiful Waterfront House w/ Pool, 7 min to the Beach
Interior
Exterior
Exterior
Pool
Exceptional
(7 reviews)

LUXURIOUS VILLA WATERFRONT NEAR SIESTA KEY BEACH

Sarasota

8% off
S$6,047
for 7 nights, 1 villa
S$864 per night
includes taxes & fees
LUXURIOUS VILLA WATERFRONT NEAR SIESTA KEY BEACH
Outdoor dining
Living area
Interior
Exterior detail
Exceptional
(6 reviews)

New modern home with salt water heated pool located minutes from SiestaKey Beach

Sarasota

8% off
S$13,806
for 7 nights, 1 home
S$1,972 per night
includes taxes & fees
New modern home with salt water heated pool located minutes from SiestaKey Beach
Exterior detail
Kitchen area
nm
Outdoor dining
Exceptional
(242 reviews)

Great Value!!! Immaculate, minutes from the beach, With heated pool !!

Sarasota

5% off
S$2,365
for 7 nights, 1 home
S$338 per night
includes taxes & fees
Great Value!!! Immaculate, minutes from the beach, With heated pool !!
Fully stocked with any type cookware needed to cook.
Property grounds
Terrace/patio
Exterior detail
Exceptional
(102 reviews)

Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood

Sarasota

8% off
S$1,182
for 7 nights, 1 apartment
S$169 per night
includes taxes & fees
Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
Living area
Private kitchen
Living area
Exterior detail
Exceptional
(103 reviews)

Stunning 2BR/2BA Home with Private Heated Pool, Minutes from Siesta Key

Sarasota

7% off
S$2,154
for 7 nights, 1 home
S$308 per night
includes taxes & fees
Stunning 2BR/2BA Home with Private Heated Pool, Minutes from Siesta Key
Welcome to Chasing The Sun
Interior
Art deco window in front of sun room with table and chairs
Interior
Exceptional
(25 reviews)

Adorable Lido Beach Home- walk to beach and St. Armand's

Sarasota

8% off
S$4,193
for 7 nights, 1 home
S$599 per night
includes taxes & fees
Adorable Lido Beach Home- walk to beach and St. Armand's
Property grounds
Marina
Private kitchen
Pool
Exceptional
(72 reviews)

Relaxing Lakefront Home: 3BR/2BA, Heated Pool, Near Siesta Key Beach

Sarasota

7% off
S$2,817
for 7 nights, 1 home
S$402 per night
includes taxes & fees
Relaxing Lakefront Home: 3BR/2BA, Heated Pool, Near Siesta Key Beach
kitchen
Living area
Room
Exterior
Exceptional
(55 reviews)

Comfortable updated 3 bedroom home - enclosed, solar heated pool, private yard.

Sarasota

8% off
S$1,918
for 7 nights, 1 home
S$274 per night
includes taxes & fees
Comfortable updated 3 bedroom home - enclosed, solar heated pool, private yard.
Room
Private kitchen
Living area
Exterior
Exceptional
(11 reviews)

Siesta Vista, Spacious Waterfront Home. One Block to Beach & Village. Roof Deck!

Siesta Key

6% off
S$11,504
for 7 nights, 1 home
S$1,643 per night
includes taxes & fees
Siesta Vista, Spacious Waterfront Home. One Block to Beach & Village. Roof Deck!
King bed
Beach
Living area
Interior
Exceptional
(23 reviews)

Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6

Siesta Key

7% off
S$3,914
for 7 nights, 1 apartment
S$559 per night
includes taxes & fees
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
Bathroom
Terrace/patio
Private kitchen
Living area
Exceptional
(20 reviews)

Charming 2-bedroom house in the heart of Sarasota—A quaint nature escape

Sarasota

8% off
S$1,551
for 7 nights, 1 home
S$222 per night
includes taxes & fees
Charming 2-bedroom house in the heart of Sarasota—A quaint nature escape
Outdoor dining
Pool
Fitness facility
Property grounds
Excellent
(156 reviews)

Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL

Sarasota

7% off
S$1,087
for 7 nights, 1 room
S$155 per night
includes taxes & fees
Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL
Heated waterfront pool
Outdoor dining
Marina
Fitness facility
Very good
(164 reviews)

SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail

Sarasota

7% off
S$884
for 7 nights, 1 room
S$126 per night
includes taxes & fees
SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail
Open living room and dining room area.
Pool
Dining room table fix 6 guests.
Private kitchen
Exceptional
(63 reviews)

Private Sarasota Pool Retreat Near Siesta Key Beach!

Sarasota

7% off
S$2,433
for 7 nights, 1 home
S$348 per night
includes taxes & fees
Private Sarasota Pool Retreat Near Siesta Key Beach!
Interior
Pool
Interior
Dining
Exceptional
(22 reviews)

Southside Bungalow - Sleeps 8 - Pool, Spa & Putting Green

Sarasota

8% off
S$6,485
for 7 nights, 1 home
S$926 per night
includes taxes & fees
Southside Bungalow - Sleeps 8 - Pool, Spa & Putting Green
Pool
additional bar area seating
sliding door in kitchen leads to patio area
Outdoor fire pit. Please note guests are responsible for refilling propane
Exceptional
(129 reviews)

HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes

Sarasota

5% off
S$4,431
for 7 nights, 1 home
S$633 per night
includes taxes & fees
HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes
Dining
View of Sarasota Bay from balcony
View from roof of pool, dock, hot tub
Kitchen
Wonderful
(161 reviews)

Palm Bay Club Bayside Well-Priced Condo on Siesta Key 2 bed and 2 bath unit

Siesta Key

8% off
S$3,428
for 7 nights, 1 apartment
S$490 per night
includes taxes & fees
Palm Bay Club Bayside Well-Priced Condo on Siesta Key 2 bed and 2 bath unit
Dining
Beach
Exterior
Property grounds
Wonderful
(16 reviews)

Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach

Siesta Key

8% off
S$3,790
for 7 nights, 1 apartment
S$541 per night
includes taxes & fees
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
Private kitchen
Beautiful entrance to your private beach
Living area
Interior
Exceptional
(85 reviews)

Private Villa Beachside complex, Siesta Key private beach access 2br/2ba patio

Siesta Key

8% off
S$3,359
for 7 nights, 1 villa
S$480 per night
includes taxes & fees
Private Villa Beachside complex, Siesta Key private beach access 2br/2ba patio
exercise room in main building
Kitchen renovated Fall 2013/Spring 2014
activity area in main building
Dining area from living area
Exceptional
(107 reviews)

Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price

Siesta Key

6% off
S$3,181
for 7 nights, 1 apartment
S$454 per night
includes taxes & fees
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
View from room
Pool
Outdoor dining
Room
Excellent
(160 reviews)

Sarasota “Executive Waterfront Suite” A hotel rm # 103 on Sara Bay Marina

Sarasota

7% off
S$1,087
for 7 nights, 1 room
S$155 per night
includes taxes & fees
Sarasota “Executive Waterfront Suite” A hotel rm # 103 on Sara Bay Marina
Living area
Marina
Private kitchen
Exterior
Exceptional
(38 reviews)

Siesta Key Beachside Condo-direct beach access

Siesta Key

8% off
S$3,552
for 7 nights, 1 apartment
S$507 per night
includes taxes & fees
Siesta Key Beachside Condo-direct beach access
Living area
Private kitchen
Exterior detail
Interior
Exceptional
(34 reviews)

Renovated 2-bed 2 bath home with Pool, Garage, just a bike ride to Siesta Key!

Sarasota

7% off
S$2,432
for 7 nights, 1 home
S$347 per night
includes taxes & fees
Renovated 2-bed 2 bath home with Pool, Garage, just a bike ride to Siesta Key!

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More 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