South Sarasota holiday lettings

We found 6,750 holiday rentals — enter your dates for availability
Discover a selection of 38 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:11 Dec - 18 Dec

Exterior
Exterior
Exterior
Aerial view
Exceptional
(13 reviews)

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

Sarasota

8% off
£6,850
for 7 nights, 1 home
£979 per night
includes taxes & fees
Modern Home + Heated Pool + Spa + Walkable Downtown + Short Drive to Beaches
Living area
Pool
Gas fire pit by mango tree - w Adirondack chairs
Private kitchen
Exceptional
(118 reviews)

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

Sarasota

15% off
£1,940
for 7 nights, 1 home
£277 per night
includes taxes & fees
Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable
Living area
Pool
Private kitchen
Dining
Exceptional
(288 reviews)

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

Sarasota

7% off
£1,324
for 7 nights, 1 home
£189 per night
includes taxes & fees
Immaculate, 3 bedroom, 2 bath Close to Siesta Beach, with secluded HEATED POOL
Room
Private kitchen
Dining
Terrace/patio
Exceptional
(84 reviews)

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

Sarasota

8% off
£1,400
for 7 nights, 1 home
£200 per night
includes taxes & fees
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Interior
Living area
Interior
Exterior detail
Exceptional
(6 reviews)

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

Sarasota

8% off
£6,344
for 7 nights, 1 home
£906 per night
includes taxes & fees
New modern home with salt water heated pool located minutes from SiestaKey Beach
Private kitchen
Living area
Living area
Dining
Exceptional
(212 reviews)

Exceptional Five Star Sarasota Cottage Old Florida Charm Dogs Stay Free

Sarasota

7% off
£1,290
for 7 nights, 1 home
£184 per night
includes taxes & fees
Exceptional Five Star Sarasota Cottage Old Florida Charm Dogs Stay Free
Exterior detail
Property grounds
Living area
Terrace/patio
Exceptional
(103 reviews)

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

Sarasota

8% off
£722
for 7 nights, 1 apartment
£103 per night
includes taxes & fees
Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
Private kitchen
Interior
Room
Dining
Exceptional
(44 reviews)

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

Sarasota

7% off
£1,941
for 7 nights, 1 home
£277 per night
includes taxes & fees
KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE
Outdoor shower (yes there is one inside also)
Room
Private kitchen
Front House from the street view
Exceptional
(30 reviews)

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

Sarasota

5% off
£1,651
for 7 nights, 1 room
£236 per night
includes taxes & fees
Adorable 1 Bedroom, 1 Bath guesthouse < 1block to Lido Beach
Interior
Marina
Pool
Property grounds
Exceptional
(73 reviews)

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

Sarasota

7% off
£1,662
for 7 nights, 1 home
£237 per night
includes taxes & fees
Relaxing Lakefront Home: 3BR/2BA, Heated Pool, Near Siesta Key Beach
Living area
Private kitchen
Interior
Living area
Exceptional
(67 reviews)

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

Bradenton

7% off
£2,469
for 7 nights, 1 home
£353 per night
includes taxes & fees
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Room
Private kitchen
Dining
Exterior
Exceptional
(12 reviews)

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

Siesta Key

7% off
£6,311
for 7 nights, 1 home
£902 per night
includes taxes & fees
Siesta Vista, Spacious Waterfront Home. One Block to Beach & Village. Roof Deck!
Private kitchen
Pool
Property grounds
Private kitchen
Exceptional
(190 reviews)

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

Sarasota

7% off
£1,209
for 7 nights, 1 home
£173 per night
includes taxes & fees
LAKEFRONT 2bed/2bath with Heated POOL house, JUST 5 min away SIESTA KEY BEACH!
3RD LEVEL IS WHERE THE HOME IS LOCATED
BACKYARD OASIS WITH PRIVATE POOL
Exterior
Private kitchen
Exceptional
(52 reviews)

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

Siesta Key

7% off
£5,845
for 7 nights, 1 home
£835 per night
includes taxes & fees
NO Bunks-King beds, Garage Parking, Private Beach Access-Less Crowded
Bedroom #2- Queen mattress
Terrace/patio
Private kitchen
Bathroom
Exceptional
(20 reviews)

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

Sarasota

7% off
£935
for 7 nights, 1 home
£134 per night
includes taxes & fees
Charming 2-bedroom house in the heart of Sarasota—A quaint nature escape
Open living room and dining room area.
Pool
Private kitchen
Dining room table fix 6 guests.
Exceptional
(64 reviews)

Private Sarasota Pool Retreat Near Siesta Key Beach!

Sarasota

7% off
£1,396
for 7 nights, 1 home
£199 per night
includes taxes & fees
Private Sarasota Pool Retreat Near Siesta Key Beach!
Living area
Room
Children’s area
Dining
Exceptional
(24 reviews)

Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches

Sarasota

8% off
£1,997
for 7 nights, 1 villa
£285 per night
includes taxes & fees
Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches
Interior
Pool
Interior
Dining
Exceptional
(22 reviews)

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

Sarasota

7% off
£4,033
for 7 nights, 1 home
£576 per night
includes taxes & fees
Southside Bungalow - Sleeps 8 - Pool, Spa & Putting Green
Terrace/patio
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

8% off
£4,485
for 7 nights, 1 home
£641 per night
includes taxes & fees
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
Front (living) room
Pool
Exceptional
(129 reviews)

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

Sarasota

5% off
£2,133
for 7 nights, 1 home
£305 per night
includes taxes & fees
HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes
Property grounds
Beach
Dining
Exterior
Wonderful
(16 reviews)

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

Siesta Key

8% off
£2,221
for 7 nights, 1 apartment
£317 per night
includes taxes & fees
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
No need to have a car.  Lots of eateries, shops & grocery across the street.
Our fifth floor deck is a wonderful place to sunbath or enjoy a picnic lunch.
Living area
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
£1,490
for 7 nights, 1 apartment
£213 per night
includes taxes & fees
BE ON THE B E A C H! 2B/2B GREAT LOCATION!
Arial view of the building - right on the beach!
Beach
King bed
Living area
Exceptional
(24 reviews)

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

Siesta Key

6% off
£1,991
for 7 nights, 1 apartment
£284 per night
includes taxes & fees
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
King bedroom
Screened porch
Fully stocked kitchen
BBQ and Outdoor patio space
Exceptional
(44 reviews)

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

Siesta Key

6% off
£2,104
for 7 nights, 1 room
£301 per night
includes taxes & fees
Island House Resort - Waterfront 2-bedroom condo directly on Siesta Key Beach!

Frequently asked questions

How much does it cost to rent a holiday home in South Sarasota?
Prices for holiday rentals in South Sarasota vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in South Sarasota to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for South Sarasota holiday house rentals?
You can find great discounts on house rentals in South Sarasota on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any South Sarasota holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in South Sarasota with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in South Sarasota?
A long-stay holiday rental in South Sarasota is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit South Sarasota for a holiday rental?
The best time to visit South Sarasota for a holiday rental is during the peak season, which runs from January to March. This lively period attracts sun-seekers and outdoor enthusiasts eager to take advantage of the warm weather and beautiful beaches. With average temperatures ranging from 15 to 25 degrees Celsius, visitors can comfortably enjoy a variety of activities, including strolls along the sandy shores, exploring local parks, and indulging in the vibrant dining scene.March, in particular, is a popular month to visit South Sarasota. The weather is pleasantly warm, making it ideal for beach days, boating, and engaging in water sports. Additionally, this month often features exciting local events and festivals that showcase the area's rich culture and community spirit.For those seeking a more budget-friendly option, consider planning your trip in October. This month offers the opportunity to enjoy a quieter atmosphere while still experiencing the beauty of South Sarasota. With fewer crowds, you can take your time exploring the stunning coastline and local attractions without the hustle and bustle of peak season.Ultimately, the best time to visit South Sarasota will depend on whether you prefer the vibrancy of peak season or the tranquillity of the shoulder months.
How early should I book a South Sarasota holiday rental?
Book your South Sarasota holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in South Sarasota, Florida, United States of America?
In South Sarasota, visitors can enjoy a variety of attractions that showcase the area's natural beauty and cultural offerings. The beautiful Siesta Key Beach, renowned for its powdery white sands and clear turquoise waters, is a must-visit for beach lovers. Nearby, the picturesque Siesta Key Village offers charming shops, restaurants, and vibrant nightlife, making it a great spot to unwind after a day at the beach.Another highlight is the Marie Selby Botanical Gardens, located along the bay, which features stunning tropical plants, beautiful gardens, and a lovely view of the waterfront. For those interested in arts and culture, the Ringling Museum of Art, situated a short drive away, showcases an impressive collection of art and exhibits, along with the historic Ca' d'Zan mansion and beautiful gardens.Additionally, the nearby Oscar Scherer State Park offers opportunities for hiking, bird watching, and enjoying Florida's natural landscape, while the Legacy Trail provides a scenic route for cycling and walking.
Can I change or cancel my South Sarasota home rental booking on Vrbo?
To find South Sarasota holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the South Sarasota holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More holiday ideas