South Sarasota vacation rentals

We found 6,754 vacation rentals — enter your dates for availability

Welcome to the breathtaking shores of South Sarasota, where powdery white sands meet the shimmering waters of the Gulf Coast. This vibrant destination invites families and friends to bask in the sun, explore bustling neighborhoods like Siesta Key Village, and indulge in a variety of family-friendly activities. Choose from luxurious beachfront condos or charming vacation homes equipped with all the comforts of home, ensuring a memorable getaway filled with relaxation and adventure.

Holiday rentals with weekly discounts - South Sarasota

Showing deals for:Dec 11 - Dec 18

Exterior
Exterior
Exterior
Aerial view
Exceptional
(13 reviews)

Modern Home + Heated Pool + Spa + Walkable Downtown + Short Drive to Beaches

Sarasota

9% off
$1,139
$7,975 for 7 nights
All fees included
Modern Home + Heated Pool + Spa + Walkable Downtown + Short Drive to Beaches
Private kitchen
Pool
Dining area
Living area
Exceptional
(118 reviews)

Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable

Sarasota

16% off
$325
$2,275 for 7 nights
All fees included
Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable
Private kitchen
Pool
Living area
Dining
Exceptional
(288 reviews)

Immaculate, 3 bedroom, 2 bath Close to Siesta Beach, with secluded HEATED POOL

Sarasota

8% off
$226
$1,584 for 7 nights
All fees included
Immaculate, 3 bedroom, 2 bath Close to Siesta Beach, with secluded HEATED POOL
Exterior detail
Private kitchen
Terrace/patio
Dining
Exceptional
(84 reviews)

Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Sarasota

9% off
$240
$1,677 for 7 nights
All fees included
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Living area
Dining
Property grounds
Interior
Exceptional
(91 reviews)

Outdoor shower and wonderful private fenced yard

Sarasota

5% off
$232
$1,625 for 7 nights
All fees included
Outdoor shower and wonderful private fenced yard
Exterior detail
Living area
Interior
Outdoor dining
Exceptional
(6 reviews)

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

Sarasota

9% off
$1,050
$7,351 for 7 nights
All fees included
New modern home with salt water heated pool located minutes from SiestaKey Beach
Exterior detail
Property grounds
Terrace/patio
Fully stocked with any type cookware needed to cook.
Exceptional
(103 reviews)

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

Sarasota

9% off
$124
$870 for 7 nights
All fees included
Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
Dining
Interior
Room
Interior
Exceptional
(44 reviews)

KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE

Sarasota

8% off
$311
$2,176 for 7 nights
All fees included
KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE
Front House from the street view
Room
Private kitchen
Room
Exceptional
(30 reviews)

Adorable 1 Bedroom, 1 Bath guesthouse < 1block to Lido Beach

Sarasota

6% off
$273
$1,909 for 7 nights
All fees included
Adorable 1 Bedroom, 1 Bath guesthouse < 1block to Lido Beach
Property grounds
Marina
Private kitchen
Interior
Exceptional
(73 reviews)

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

Sarasota

8% off
$278
$1,945 for 7 nights
All fees included
Relaxing Lakefront Home: 3BR/2BA, Heated Pool, Near Siesta Key Beach
Private kitchen
Pool
Private kitchen
Terrace/patio
Exceptional
(190 reviews)

LAKEFRONT 2bed/2bath with Heated POOL house, JUST 5 min away SIESTA KEY BEACH!

Sarasota

8% off
$203
$1,423 for 7 nights
All fees included
LAKEFRONT 2bed/2bath with Heated POOL house, JUST 5 min away SIESTA KEY BEACH!
Interior
Private kitchen
Interior
Living area
Exceptional
(67 reviews)

Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches

Bradenton

8% off
$418
$2,923 for 7 nights
All fees included
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Living area
Interior
Room
Living area
Exceptional
(47 reviews)

🌴 Peaceful Sarasota Home with Patio, 2BR, 2BA Near Lido Beach & Downtown

Sarasota

8% off
$150
$1,049 for 7 nights
All fees included
🌴 Peaceful Sarasota Home with Patio, 2BR, 2BA Near Lido Beach & Downtown
Living area
Private kitchen
Room
Exterior
Exceptional
(12 reviews)

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

Siesta Key

8% off
$1,057
$7,399 for 7 nights
All fees included
Siesta Vista, Spacious Waterfront Home. One Block to Beach & Village. Roof Deck!
Private kitchen
Terrace/patio
Bathroom
Living area
Exceptional
(20 reviews)

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

Sarasota

8% off
$158
$1,104 for 7 nights
All fees included
Charming 2-bedroom house in the heart of Sarasota—A quaint nature escape
BEDROOM #3 WITH KING SIZE BED & OWN BATHROOM AND SMART TV
BACKYARD OASIS WITH PRIVATE POOL
3RD LEVEL IS WHERE THE HOME IS LOCATED
Exterior
Exceptional
(52 reviews)

NO Bunks-King beds, Garage Parking, Private Beach Access-Less Crowded

Siesta Key

9% off
$963
$6,740 for 7 nights
All fees included
NO Bunks-King beds, Garage Parking, Private Beach Access-Less Crowded
Open living room and dining room area.
Pool
Queen Bedroom
Dining room table fix 6 guests.
Exceptional
(64 reviews)

Private Sarasota Pool Retreat Near Siesta Key Beach!

Sarasota

8% off
$236
$1,649 for 7 nights
All fees included
Private Sarasota Pool Retreat Near Siesta Key Beach!
2nd Floor Master w/Sliding door out to 2nd story Balcony
Resort Styled 5-bdrm waterfront w/Pool/Spa/FirePit/Putting Grn/Boat/Jet Ski Lift
Dinning Room Table that Seats 10!
Exterior
Wonderful
(15 reviews)

Waterfront 5BR Luxury Home – Pool, Spa, Boat Lift, Putting Green, Fire Pit

Bradenton

9% off
$719
$5,030 for 7 nights
All fees included
Waterfront 5BR Luxury Home – Pool, Spa, Boat Lift, Putting Green, Fire Pit
Outdoor fire pit. Please note guests are responsible for refilling propane
additional bar area seating
Pool
sliding door in kitchen leads to patio area
Exceptional
(129 reviews)

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

Sarasota

5% off
$361
$2,529 for 7 nights
All fees included
HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes
Living area
Our fifth floor deck is a wonderful place to sunbath or enjoy a picnic lunch.
No need to have a car.  Lots of eateries, shops & grocery across the street.
House of the Sun heated pool overlooks the tennis courts and the Gulf of Mexico.
Exceptional
(133 reviews)

BE ON THE B E A C H! 2B/2B GREAT LOCATION!

Siesta Key

8% off
$255
$1,785 for 7 nights
All fees included
BE ON THE B E A C H! 2B/2B GREAT LOCATION!
Exterior
Beach
Property grounds
Property grounds
Wonderful
(16 reviews)

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

Siesta Key

9% off
$372
$2,603 for 7 nights
All fees included
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
King bed
Beach
Interior
Living area
Exceptional
(24 reviews)

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

Siesta Key

7% off
$334
$2,336 for 7 nights
All fees included
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
Fully stocked kitchen
Screened porch
King bedroom
BBQ and Outdoor patio space
Exceptional
(44 reviews)

Island House Resort - Waterfront 2-bedroom condo directly on Siesta Key Beach!

Siesta Key

6% off
$356
$2,491 for 7 nights
All fees included
Island House Resort - Waterfront 2-bedroom condo directly on Siesta Key Beach!
Screened in patio seats 8 at the table. 
Love seat and two swiveled chairs.
Fully stocked kitchen perfect for eating at home.
Fully stocked coffee bar includes: loose coffee, K-cups, sugars, and more.
Guest bedroom downstairs with a queen bed.
Exceptional
(68 reviews)

Ingram House 2

Sarasota

8% off
$276
$1,930 for 7 nights
All fees included
Ingram House 2
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about South Sarasota

Why visit South Sarasota

  1. Beautiful Beaches: South Sarasota is home to stunning beaches perfect for sunbathing and swimming.
  2. Outdoor Adventures: Explore urban parks and marinas for a variety of family-friendly outdoor activities.
  3. Charming Atmosphere: The neighborhood boasts a welcoming vibe with friendly locals and breathtaking scenery.
  4. Art and Culture: Discover a vibrant local art scene that adds to the area’s charm.
  5. Nearby Attractions: Visit nearby North Port for a relaxed family-friendly experience and beautiful homes.

Top attractions near South Sarasota

South Sarasota is perfect for a beach, family, or city-themed vacation, offering a variety of attractions to explore. Visitors can enjoy beautiful beaches, urban parks, and marinas, catering to those seeking outdoor adventures and family-friendly experiences. Whether you're traveling with loved ones or looking for a relaxing getaway, South Sarasota has something for everyone to enjoy.

  1. Siesta Key Beach: Renowned for its powdery white sand and vibrant beach atmosphere, Siesta Key Beach is perfect for sunbathing, swimming, and enjoying stunning sunsets. Its crystal-clear waters invite relaxation and fun in the sun.
  2. St. Armands Circle: A charming shopping and dining destination, St. Armands Circle offers a lively city vibe with boutique shops, art galleries, and gourmet restaurants. Enjoy a leisurely stroll or indulge in some shopping.
  3. Marina Jack: A picturesque marina featuring breathtaking views, Marina Jack is ideal for outdoor enthusiasts. Enjoy boating, dining, and waterfront adventures with a perfect blend of beach and adventure vibes.

Things to do recommended for couples

For a romantic getaway in South Sarasota, indulge in the luxury of The Oaks Club, only 7 miles away. Enjoy a fun-filled mini golf experience at Evie's Golf Center, just 4 miles distant, or immerse yourselves in the captivating performances at the Beatrice Friedman Symphony Center, also 4 miles away.

Things to do recommended for families

During your family vacation in South Sarasota, enjoy a game at Ed Smith Stadium, unwind at the Robert L. Taylor Community Complex, and explore the Canopy Walkway and Boylston Nature Trail for a thrilling outdoor adventure. Each spot offers unique experiences for kids and adults alike!

What do I need to keep in mind when booking a vacation around South Sarasota

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to South Sarasota with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to South Sarasota with young kids: Traveling with young kids can be quite demanding. It's essential to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to South Sarasota: For many families, a vacation wouldn’t feel complete without their furry companions. If you can relate, be sure to explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting South Sarasota: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking spot, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near South Sarasota

South Sarasota is a charming neighborhood perfect for a beach-themed family vacation. Explore its inviting atmosphere filled with art, friendly locals, and breathtaking scenery. Don't miss nearby destinations like North Port, where you can find beautiful homes for sale and enjoy a relaxed, family-friendly vibe. Whether you're lounging on the beach or discovering local attractions, South Sarasota promises a memorable getaway.

  • Siesta Key: Siesta Key is a beautiful island city located about 2 miles from South Sarasota. Known for its stunning beaches, this destination is perfect for families and outdoor enthusiasts. Visitors can enjoy an array of activities, from relaxing on the powdery white sands of Siesta Beach to exploring local shops and resorts. Siesta Key is also home to vibrant recreational areas, making it an excellent spot for everything from beach volleyball to paddleboarding. The charming town atmosphere adds to the allure, allowing travelers to experience both relaxation and adventure in one picturesque location.
  • Siesta Key Village: Located just 2 miles from South Sarasota, Siesta Key Village is a lively neighborhood that captures the essence of coastal living. Known for its family-friendly vibe and bustling atmosphere, the village offers a delightful mix of shopping, dining, and beach access. Visitors can stroll through the quaint streets, explore local shops, and enjoy delicious meals at seaside restaurants. The nearby urban park and family beach provide ample opportunities for outdoor fun, making Siesta Key Village a perfect spot for a laid-back yet engaging vacation experience.
  • Oyster Bay: Just 0.3 miles from South Sarasota, Oyster Bay is a charming neighborhood that appeals to families and beach lovers alike. Its close proximity to the beach allows for quick access to sun-soaked shores and family-friendly activities. Oyster Bay features recreational areas and a country club, offering various options for leisure and entertainment. The local sports facility stadium adds excitement for sports enthusiasts. With its inviting community feel and abundance of nearby attractions, Oyster Bay is an ideal destination for a memorable beach getaway.

Best time to go to South Sarasota

If you're planning a trip to South Sarasota, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August and October to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancy
January62.6°F (17.0°C)Light RainMostly SunnySlightly High
February65.5°F (18.6°C)No Rain (Dry)Mostly SunnySlightly High
March68.4°F (20.2°C)Light RainMostly SunnySlightly High
April73.8°F (23.2°C)Light RainMostly SunnyAverage
May78.1°F (25.6°C)Light RainMostly SunnyAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverage
July83.1°F (28.4°C)Moderate RainMostly SunnyAverage
August83.5°F (28.6°C)Moderate RainMostly SunnySlightly Low
September81.5°F (27.5°C)Moderate RainMostly SunnyAverage
October77.0°F (25.0°C)Light RainMostly SunnySlightly Low
November70.5°F (21.4°C)Light RainMostly SunnySlightly Low
December66.4°F (19.1°C)Light RainMostly SunnyAverage

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Also, opting for a longer stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, use our filters to search by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient platform for you to plan new trips, manage your ongoing travel arrangements, or review your existing bookings. Your saved or reserved properties are neatly organized into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

Frequently asked questions

What is the most popular type of vacation rental accommodation in South Sarasota?
Condos are the most popular kind of vacation rental in South Sarasota, according to our data. Even if you've got something different in mind, Vrbo has properties in all sizes and shapes. Look through our options to find your perfect match.
How much does it cost to rent a vacation rental in South Sarasota?
Property type, season and length of stay are among the factors that can affect the price of a vacation home. Simply click on your travel dates to find your ideal escape. From homey country cottages to sprawling villas, all Vrbo vacation rentals provide incredible value.
How much does it cost to rent a beach house in South Sarasota?
The average price for a vacation rental near the beach in South Sarasota will depend on when you'll be there and the style and size of property you're searching for. Find prices easily and quickly on Vrbo by entering your destination and travel dates. Then use the handy filters to choose the number of bedrooms and amenities important to you, like WiFi, air conditioning and a pool.
Are there pet-friendly vacation rentals in South Sarasota?
With 75 properties that welcome four-legged guests, your happy hound can join in on your South Sarasota break. Use the filter tool to search our pet-friendly vacation rentals and find your pawfect pad on Vrbo.
Can I rent a house with a pool in South Sarasota?
Dig out your swimsuit and inflatable lounger, because there are 42 houses with a private pool in South Sarasota. Unwind at one of these superb vacation homes and you'll enjoy pool days every day. Simply enter your dates into Vrbo, then check the "pool" filter to find the ideal place for a splashing good time!
What are popular rental amenities in South Sarasota?
Some of the most popular rental amenities people prefer in South Sarasota include a garden, a lake view and a fireplace. Whether you're traveling with family, friends or even pets, Vrbo vacation rentals have the best amenities for fun and relaxation with the people you love.
Are there large group vacation rentals in South Sarasota?
South Sarasota has 16 vacation properties that can host 10 or more guests. These properties come with enough space to enjoy good times with your nearest and dearest.
Are there vacation rentals in South Sarasota that welcome kids?
Gather the whole crew for an adventure in South Sarasota at one of our 71 family-friendly vacation homes. A lot of these stays provide amenities that are great for trips with the kids, such as kitchens, bunk beds and swimming pools. Simply check the "Properties good for families" filter box and choose your favorite.
Are there one-bedroom vacation rentals in South Sarasota?
There are three one-bedroom properties in South Sarasota to choose from. A one-bedroom vacation rental is an excellent choice if it's just two of you or if you're vacationing solo. Toss in more convenience, space and privacy than a regular hotel, and you've got the makings of an unforgettable break.
Can I find two-bedroom vacation rentals in South Sarasota?
Gather your nearest and dearest and enjoy peace, privacy and comfort in one of the 24 two-bedroom vacation properties South Sarasota has to offer.
Are there vacation rentals with WiFi in South Sarasota?
You'll have a choice of 31 vacation rentals with WiFi in South Sarasota. If you'd like to disconnect from the world during your trip, but still want to be connected to the web, these getaways are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in South Sarasota?
Decide on your travel dates and then use the filters to look for vacation rentals with ac in South Sarasota on Vrbo. With 73 air-conditioned properties available, you can look forward to a cool and comfortable trip.
How old do you have to be to rent a vacation rental in South Sarasota?
It's advisable to check with the South Sarasota vacation rental you're considering on Vrbo as the minimum age differs. However, it's generally 16, 18 or 21.
How long can I rent a vacation rental in South Sarasota for?
It's down to the South Sarasota property. To see all available options offering extended stays, just type your travel dates and number of people into Vrbo. You can look forward to having the entire property to yourself, along with the comforts of home like air conditioning, a kitchen and outdoor spaces where the kids can run and play. Keep your eyes open for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in South Sarasota?
On Vrbo, you'll find great deals and discounts for South Sarasota. Browse our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're after a mini getaway or an extended stay, Vrbo has options for all budgets and styles.

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