South Sarasota holiday lettings

We found 6,876 holiday rentals — enter your dates for availability
Discover a selection of 37 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:8 Jan - 15 Jan

Private kitchen
Pool
Living area
Interior
Exceptional
(28 reviews)

Rare private beachfront estate on the Gulf.

Nokomis

8% off
£21,165
for 7 nights, 1 home
£3,024 per night
includes taxes & fees
Rare private beachfront estate on the Gulf.
Exterior detail
Living area
Interior
Interior
Exceptional
(6 reviews)

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

Sarasota

8% off
£7,432
for 7 nights, 1 home
£1,062 per night
includes taxes & fees
New modern home with salt water heated pool located minutes from SiestaKey Beach
Luxury Estate By The Bay - Close to Beach image 13
Luxury Estate By The Bay - Close to Beach image 25
Room
Luxury Estate By The Bay - Close to Beach image 9
Exceptional
(18 reviews)

Sarasota Bayfront Estate - Sunset Views, Near Crescent Beach & Siesta Key Beach

Sarasota

8% off
£8,174
for 7 nights, 1 home
£1,168 per night
includes taxes & fees
Sarasota Bayfront Estate - Sunset Views, Near Crescent Beach & Siesta Key Beach
Arial view of the building - right on the beach!
Beach
Living area
King bed
Exceptional
(25 reviews)

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

Siesta Key

8% off
£2,274
for 7 nights, 1 apartment
£325 per night
includes taxes & fees
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
Plenty of room to host an evening in
Sundeck on rooftop with partial ocean views
Living room with connected enclosed patio
Main bedroom with direct access to enclosed balcony
Exceptional
(15 reviews)

Sundeck with Ocean View, Private Access to Beach & 500ft to the Village

Siesta Key

8% off
£3,550
for 7 nights, 1 apartment
£507 per night
includes taxes & fees
Sundeck with Ocean View, Private Access to Beach & 500ft to the Village
Interior
Dining
Living area
Private kitchen
Exceptional
(57 reviews)

Sarasota Waterfront Paradise- Location, Location...!!

Sarasota

7% off
£2,597
for 7 nights, 1 home
£371 per night
includes taxes & fees
Sarasota Waterfront Paradise- Location, Location...!!
Room
Outdoor dining
Pool
Private kitchen
Exceptional
(52 reviews)

LAKE SARASOTA VACATION HOME CABLE TV !!! Sport channels!

Sarasota

8% off
£1,621
for 7 nights, 1 home
£232 per night
includes taxes & fees
LAKE SARASOTA VACATION HOME CABLE TV !!! Sport channels!
Private kitchen
Interior
Interior
Dining
Exceptional
(45 reviews)

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

Sarasota

7% off
£2,421
for 7 nights, 1 home
£346 per night
includes taxes & fees
KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE
Elegant dining room seats six, ideal for family meals.
Open-concept kitchen/living room—ideal for socializing in style.
Indulge in serene relaxation at our inviting pool oasis!
Open-concept living space with easy indoor-outdoor flow and patio access.
Exceptional
(12 reviews)

Dog Friendly -4 Bed 2 Bath w/ HTD Pool (Sleeps 13)

Sarasota

6% off
£3,675
for 7 nights, 1 home
£525 per night
includes taxes & fees
Dog Friendly -4 Bed 2 Bath w/ HTD Pool (Sleeps 13)
Dining
BACKYARD OASIS WITH PRIVATE POOL
GREAT OUTDOOR SEATING AREA FOR THE WHOLE FAMILY TO ENJOY!
Living area
Exceptional
(52 reviews)

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

Siesta Key

7% off
£6,511
for 7 nights, 1 home
£930 per night
includes taxes & fees
NO Bunks-King beds, Garage Parking, Private Beach Access-Less Crowded
sliding door in kitchen leads to patio area
additional bar area seating
Outdoor fire pit. Please note guests are responsible for refilling propane
Front (living) room
Exceptional
(129 reviews)

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

Sarasota

5% off
£2,495
for 7 nights, 1 home
£356 per night
includes taxes & fees
HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes
Interior
Private kitchen
Interior
Living area
Exceptional
(69 reviews)

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

Bradenton

7% off
£2,600
for 7 nights, 1 home
£371 per night
includes taxes & fees
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Interior
5th floor view is spectacular!
Well Kept Pool for  the exclusive use of Crescent Royale Owners and Guests
Property grounds
Exceptional
(79 reviews)

Top Floor Oceanfront View! Fantastic location! Saturday-Saturday only

Siesta Key

7% off
£2,417
for 7 nights, 1 apartment
£345 per night
includes taxes & fees
Top Floor Oceanfront View! Fantastic location! Saturday-Saturday only
Property grounds
Marina
Private kitchen
Exterior
Exceptional
(43 reviews)

Siesta Key Beachside Condo-direct beach access

Siesta Key

8% off
£2,110
for 7 nights, 1 apartment
£301 per night
includes taxes & fees
Siesta Key Beachside Condo-direct beach access
Dinning Room Table that Seats 10!
Resort Styled 5-bdrm waterfront w/Pool/Spa/FirePit/Putting Grn/Boat/Jet Ski Lift
Terrace/patio
Exterior
Wonderful
(16 reviews)

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

Bradenton

8% off
£4,943
for 7 nights, 1 home
£706 per night
includes taxes & fees
Waterfront 5BR Luxury Home – Pool, Spa, Boat Lift, Putting Green, Fire Pit
Interior
Private kitchen
Room
Living area
Exceptional
(34 reviews)

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

Sarasota

8% off
£1,621
for 7 nights, 1 home
£232 per night
includes taxes & fees
Renovated 2-bed 2 bath home with Pool, Garage, just a bike ride to Siesta Key!
Dining
Private kitchen
Terrace/patio
Room
Exceptional
(84 reviews)

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

Sarasota

8% off
£1,435
for 7 nights, 1 home
£205 per night
includes taxes & fees
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Private kitchen
Living area
Interior
Terrace/patio
Exceptional
(134 reviews)

Lido Beach Walk! One block to beach!

Sarasota

8% off
£1,206
for 7 nights, 1 room
£172 per night
includes taxes & fees
Lido Beach Walk! One block to beach!
Terrace/patio
Living area
Interior
Dining Room
Exceptional
(22 reviews)

Modern Villa steps away from the white sandy beach on upscale Lido Key, Sarasota

Sarasota

15% off
£2,145
for 7 nights, 1 villa
£306 per night
includes taxes & fees
Modern Villa steps away from the white sandy beach on upscale Lido Key, Sarasota
Property grounds
Sunset Royale Condominiums
Room
Interior
Exceptional
(53 reviews)

Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!

Siesta Key

8% off
£1,760
for 7 nights, 1 apartment
£251 per night
includes taxes & fees
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Glassed in and screened porch
Sports court
Exterior
Interior
Exceptional
(185 reviews)

Amazing 1 Br/1 Ba Condo at Casa Mar

Siesta Key

7% off
£1,785
for 7 nights, 1 apartment
£255 per night
includes taxes & fees
Amazing 1 Br/1 Ba Condo at Casa Mar
Fitness facility
Pool
Property grounds
Room
Excellent
(156 reviews)

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

Sarasota

8% off
£637
for 7 nights, 1 room
£91 per night
includes taxes & fees
Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL
Boat/Fishing Deck
Quiet and safe neighborhood for families to swim, walk, bike, and fish
View of spacious main pool and clubhouse.  Dry sauna and gym inside.
Enclosed patio brand new furniture (purchased June 2024)
Exceptional
(102 reviews)

Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!

Siesta Key

5% off
£3,054
for 7 nights, 1 apartment
£436 per night
includes taxes & fees
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!
Private kitchen
Interior
Interior
Room
Exceptional
(28 reviews)

Family Poolside Paradise on Quiet Cul-de-Sac 4.7 Miles from Siesta Key Beach

Sarasota

7% off
£2,043
for 7 nights, 1 home
£292 per night
includes taxes & fees
Family Poolside Paradise on Quiet Cul-de-Sac 4.7 Miles from Siesta Key Beach
  • 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, pools, gardens and more
  • More for less

    More 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.

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