South Sarasota holiday rentals

We found 6,871 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:25 Dec - 1 Jan

Dining
Pool
Room
Interior
Very good
(16 reviews)

Luxury HEATED Salt-Water Pool Oasis Close to Beaches and Downtown!!

Sarasota

8% off
AU$7,010
for 7 nights, 1 home
AU$1,001 per night
includes taxes & fees
Luxury HEATED Salt-Water Pool Oasis Close to Beaches and Downtown!!
55 inch smart TV.  Bring your Netflix login!
Kitchen area with open concept…to right is door to car port/screened porch
2 bikes (w/ bike lock) avail for your use, enjoy a cruise in the neighborhood
kitchen window overlooking private backyard
Exceptional
(31 reviews)

Chic cottage, Vamo area, close to beaches, pet friendly, kayaks, large backyard

Sarasota

5% off
AU$2,545
for 7 nights, 1 cottage
AU$364 per night
includes taxes & fees
Chic cottage, Vamo area, close to beaches, pet friendly, kayaks, large backyard
Private kitchen
Living area
Exterior detail
Interior
Very good
(8 reviews)

Sarasota Modern Home minutes to Siesta & Downtown

Sarasota

5% off
AU$3,274
for 7 nights, 1 home
AU$468 per night
includes taxes & fees
Sarasota Modern Home minutes to Siesta & 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
AU$17,812
for 7 nights, 1 home
AU$2,545 per night
includes taxes & fees
New modern home with salt water heated pool located minutes from SiestaKey Beach
Dining
Private kitchen
Terrace/patio
Exterior detail
Exceptional
(84 reviews)

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

Sarasota

8% off
AU$2,684
for 7 nights, 1 home
AU$383 per night
includes taxes & fees
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Room
Property grounds
Private kitchen
Interior
Exceptional
(11 reviews)

Pet-Friendly 1BR Sarasota Florida Vacation Rental, Patio, Near Beaches, 2 Guests

Sarasota

7% off
AU$1,058
for 7 nights, 1 apartment
AU$151 per night
includes taxes & fees
Pet-Friendly 1BR Sarasota Florida Vacation Rental, Patio, Near Beaches, 2 Guests
Dining
Private kitchen
Terrace/patio
Living area
Exceptional
(7 reviews)

A cozy, perfectly located house!

Sarasota

7% off
AU$2,990
for 7 nights, 1 home
AU$427 per night
includes taxes & fees
A cozy, perfectly located house!
Dining
Exterior detail
Master Bedroom with natural light
Outdoor dining
Exceptional
(33 reviews)

Downtown Sarasota near Lido and Siesta

Sarasota

8% off
AU$2,915
for 7 nights, 1 home
AU$416 per night
includes taxes & fees
Downtown Sarasota near Lido and Siesta
Interior
Private kitchen
Living area
Room
Exceptional
(5 reviews)

Central City Condominiums #203 2BR/2BA

Sarasota

7% off
AU$2,220
for 7 nights, 1 apartment
AU$317 per night
includes taxes & fees
Central City Condominiums #203 2BR/2BA
Living area
Property grounds
Private kitchen
Private kitchen
Exceptional
(7 reviews)

Roaring 20s Bungalow - Laurel Park - Outdoor Space - 3-Bedroom, 3-Bathroom

Sarasota

8% off
AU$6,885
for 7 nights, 1 home
AU$984 per night
includes taxes & fees
Roaring 20s Bungalow - Laurel Park - Outdoor Space - 3-Bedroom, 3-Bathroom
Private kitchen
Dining
Exterior
Interior
Exceptional
(53 reviews)

400 yards to Siesta Key Village, 800 yard To The public Beach Access 2 and 7.

Siesta Key

8% off
AU$7,914
for 7 nights, 1 home
AU$1,131 per night
includes taxes & fees
400 yards to Siesta Key Village, 800 yard To The public Beach Access 2 and 7.
POOL/MARINA VIEW
Outdoor dining
Marina
Fitness facility
Very good
(155 reviews)

WATERFRONT STUDIO UNIT 107 at the Ramada Inn Sara Bay Marina 7150 N Tamiami Tr

Sarasota

8% off
AU$1,175
for 7 nights, 1 room
AU$168 per night
includes taxes & fees
WATERFRONT STUDIO UNIT 107 at the Ramada Inn Sara Bay Marina 7150 N Tamiami Tr
Outdoor dining
Pool
Fitness facility
Room
Excellent
(156 reviews)

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

Sarasota

8% off
AU$1,175
for 7 nights, 1 room
AU$168 per night
includes taxes & fees
Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL
Cozy Cottage Decor
Beach
Dining
Living area
Exceptional
(57 reviews)

Cozy cottage in Gulf Gate to relax year-round in beautiful Sarasota.

Sarasota

7% off
AU$1,997
for 7 nights, 1 home
AU$285 per night
includes taxes & fees
Cozy cottage in Gulf Gate to relax year-round in beautiful Sarasota.
King bed
Beach
Interior
Arial view of the building - right on the beach!
Exceptional
(24 reviews)

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

Siesta Key

8% off
AU$5,184
for 7 nights, 1 apartment
AU$741 per night
includes taxes & fees
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
Waterfront restaurant on premisis with live music
Outdoor dining
Marina
Fitness facility
Very good
(164 reviews)

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

Sarasota

8% off
AU$1,175
for 7 nights, 1 room
AU$168 per night
includes taxes & fees
SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail
Full kitchen with dishwasher, microwave, coffee maker and everything you need
View from our balcony of 512A
Living room and Kitchen
Exterior
Exceptional
(6 reviews)

Modern Arts District Retreat • Walk to The Bay & Van Wezel • Near Ringling

Sarasota

8% off
AU$3,336
for 7 nights, 1 apartment
AU$477 per night
includes taxes & fees
Modern Arts District Retreat • Walk to The Bay & Van Wezel • Near Ringling
Living area
Interior
Exterior
Private kitchen
Exceptional
(9 reviews)

Luxe Getaway! 2 Mins from Downtown Sarasota , 7 Mins from Airport/Lido Beach!

Sarasota

7% off
AU$2,127
for 7 nights, 1 apartment
AU$304 per night
includes taxes & fees
Luxe Getaway! 2 Mins from Downtown Sarasota , 7 Mins from Airport/Lido Beach!
Robin Hood Rentals golf carts bikes etc
Dusk view of front of building
Living room with smart tv
Living room with pullout couch
Exceptional
(15 reviews)

Siesta Key Village • Pool • Walk to Beach • Pets

Siesta Key

8% off
AU$5,668
for 7 nights, 1 apartment
AU$810 per night
includes taxes & fees
Siesta Key Village • Pool • Walk to Beach • Pets
Bedroom #2- Queen mattress
Terrace/patio
Private kitchen
Living area
Exceptional
(21 reviews)

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

Sarasota

8% off
AU$2,478
for 7 nights, 1 home
AU$354 per night
includes taxes & fees
Charming 2-bedroom house in the heart of Sarasota—A quaint nature escape
Interior
Room
Interior
Interior
Excellent
(25 reviews)

Centrally Located Charming Beach Suite in Sarasota

Sarasota

8% off
AU$1,198
for 7 nights, 1 apartment
AU$171 per night
includes taxes & fees
Centrally Located Charming Beach Suite in Sarasota
Exterior
Marina
Private kitchen
Property grounds
Exceptional
(41 reviews)

Siesta Key Beachside Condo-direct beach access

Siesta Key

8% off
AU$3,945
for 7 nights, 1 apartment
AU$564 per night
includes taxes & fees
Siesta Key Beachside Condo-direct beach access
Pool
Outdoor dining
Marina
Fitness facility
Very good
(175 reviews)

Sarasota “Deluxe King Waterfront Suite” #201 At the Hotel at 7150 N TAMIAMI TR

Sarasota

8% off
AU$1,066
for 7 nights, 1 room
AU$152 per night
includes taxes & fees
Sarasota “Deluxe King Waterfront Suite” #201 At the Hotel at 7150 N TAMIAMI TR
Room
Private kitchen
Living area
Exterior detail
Exceptional
(34 reviews)

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

Sarasota

7% off
AU$2,456
for 7 nights, 1 home
AU$351 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

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.
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.
Are all fees included in the South Sarasota holiday homes prices shown on Stayz?
Stayz 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.
Are there any South Sarasota holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for South Sarasota holiday homes?
You can find great discounts on holiday homes in South Sarasota on Stayz, 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.
Can I change or cancel my South Sarasota holiday home booking on Stayz?
To find South Sarasota holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in South Sarasota?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a South Sarasota holiday home?
Book your South Sarasota holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in South Sarasota?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in South Sarasota to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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