South Sarasota holiday lettings
We found 6,948 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:1 Jan - 8 Jan

Exceptional
(28 reviews)
Rare private beachfront estate on the Gulf.
Nokomis
£27,896
for 7 nights, 1 home
£3,985 per night
includes taxes & fees

Exceptional
(81 reviews)
Charming Coastal Oasis 2Bed/2 Bath Cottage Close to Beach and Downtown-Southgate
Sarasota
£2,251
for 7 nights, 1 cottage
£322 per night
includes taxes & fees

Exceptional
(31 reviews)
Chic cottage, Vamo area, close to beaches, pet friendly, kayaks, large backyard
Sarasota
£1,387
for 7 nights, 1 cottage
£198 per night
includes taxes & fees

Exceptional
(21 reviews)
Bayshore Gardens remodel with hot tub + fire pit + walk to park.
Bradenton
£1,986
for 7 nights, 1 home
£284 per night
includes taxes & fees

Very good
(8 reviews)
Sarasota Modern Home minutes to Siesta & Downtown
Sarasota
£1,774
for 7 nights, 1 home
£253 per night
includes taxes & fees

Exceptional
(6 reviews)
New modern home with salt water heated pool located minutes from SiestaKey Beach
Sarasota
£10,251
for 7 nights, 1 home
£1,464 per night
includes taxes & fees

Very good
(164 reviews)
SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail
Sarasota
£625
for 7 nights, 1 room
£89 per night
includes taxes & fees

Exceptional
(69 reviews)
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Bradenton
£2,719
for 7 nights, 1 home
£388 per night
includes taxes & fees

Excellent
(156 reviews)
Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL
Sarasota
£633
for 7 nights, 1 room
£90 per night
includes taxes & fees

Exceptional
(93 reviews)
Oceanfront home
Sarasota
£4,667
for 7 nights, 1 home
£667 per night
includes taxes & fees

Exceptional
(14 reviews)
Casa del Siesta— Mediterranean Luxury by the Beach with Pool, Spa & Private Dock
Siesta Key
£6,064
for 7 nights, 1 home
£866 per night
includes taxes & fees

Exceptional
(7 reviews)
A cozy, perfectly located house!
Sarasota
£1,601
for 7 nights, 1 home
£229 per night
includes taxes & fees

Exceptional
(53 reviews)
Siesta Key Beach Cottage
Siesta Key
£1,879
for 7 nights, 1 cottage
£268 per night
includes taxes & fees

Exceptional
(5 reviews)
Central City Condominiums #203 2BR/2BA
Sarasota
£1,111
for 7 nights, 1 apartment
£159 per night
includes taxes & fees

Exceptional
(129 reviews)
HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes
Sarasota
£2,603
for 7 nights, 1 home
£372 per night
includes taxes & fees

Exceptional
(14 reviews)
Sundeck with Ocean View, Private Access to Beach & 500ft to the Village
Siesta Key
£4,426
for 7 nights, 1 apartment
£632 per night
includes taxes & fees

Excellent
(160 reviews)
Sarasota “Executive Waterfront Suite” A hotel rm # 103 on Sara Bay Marina
Sarasota
£625
for 7 nights, 1 room
£89 per night
includes taxes & fees

Exceptional
(25 reviews)
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
Siesta Key
£2,459
for 7 nights, 1 apartment
£351 per night
includes taxes & fees

Exceptional
(99 reviews)
Great rates for September! SIESTA KEY GULF 2 bed 2 bath condo Jamaica Royale 104
Siesta Key
£3,147
for 7 nights, 1 apartment
£450 per night
includes taxes & fees

Exceptional
(34 reviews)
Renovated 2-bed 2 bath home with Pool, Garage, just a bike ride to Siesta Key!
Sarasota
£1,636
for 7 nights, 1 home
£234 per night
includes taxes & fees

Exceptional
(43 reviews)
Siesta Key Beachside Condo-direct beach access
Siesta Key
£2,113
for 7 nights, 1 apartment
£302 per night
includes taxes & fees

Exceptional
(28 reviews)
Family Poolside Paradise on Quiet Cul-de-Sac 4.7 Miles from Siesta Key Beach
Sarasota
£2,456
for 7 nights, 1 home
£351 per night
includes taxes & fees

Exceptional
(102 reviews)
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!
Siesta Key
£2,995
for 7 nights, 1 apartment
£428 per night
includes taxes & fees

Exceptional
(57 reviews)
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
Sarasota
£2,393
for 7 nights, 1 home
£342 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - South Sarasota

Exceptional Five Star Sarasota Cottage Old Florida Charm Dogs Stay Free
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

Charming 2-bedroom house in cool Sarasota with AC
Sleeps 5 · 2 bedrooms · 2 bathrooms

The Ringling Beach House
Sleeps 6 · 2 bedrooms

Sun-Soaked & Heated Pool Home - Minutes to Siesta Key
Sleeps 9 · 5 bedrooms · 3 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
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
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