Vacation rentals in South Sarasota

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Top-rated vacation rentals in South Sarasota

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Guest favorite

Guest suite in Sarasota

4.94 out of 5 average rating, 479 reviews

Studio Apartment. Priv Yard. 5 min to Siesta Key!

Self checkin. Includes kayak and bikes! You’ll love my place because of the coziness, the high ceilings, and the location. My place is good for couples, solo adventurers, and business travelers. Converted garage space. Your own private fenced back yard, kitchenette, fridge, private bathroom, Amazon Firestick with Netflix, Hulu and dock/boat ramp just 30 sec from your door and in a beautiful neighborhood. Just a 10 min bike ride to Siesta Key. The #1 beach in America! What more could you ask for!

Aug 9 – 16

$94 per night

Guest favorite

Guest suite in Sarasota

4.98 out of 5 average rating, 104 reviews

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

Nov 6 – 13

$99 per night

Guest favorite

Guesthouse in Sarasota

4.96 out of 5 average rating, 248 reviews

Sarasota guest house only 8 miles to Siesta Key

Our Florida-themed guest house has everything you need to enjoy your vacation in beautiful Sarasota, Florida. It is a very comfortable, clean and private one bedroom and one bathroom guest house. It is a completely separate space and has it's own private entrance. It is conveniently located in a quiet, safe neighborhood near Interstate I-75, Shopping, Dining, Twin Lakes Park, Serenoa Golf Course, Myakka River State Park and just 8 miles from the #1 beach in the U.S. - Siesta Key Beach.

Aug 17 – 24

$86 per night

Guest favorite

Apartment in Sarasota

5.0 out of 5 average rating, 117 reviews

New Apartment In a Private House Near Siesta

Large brand new construction 900 square foot 1 bedroom apartment. Beautifully furnished, efficient apartment attached to the side of the main house. This unit has a private entrance with bright, modern interior. The apartment offers 2 queen size beds. The full bathroom has a large shower. A Washer and dryer located inside the apartment. Nestled on a quiet street with easy access to Siesta key. Located 1 mile from the Stickney Point bridge with easy access to Siesta Key. Great location!

Oct 19 – 26

$120 per night

Guest favorite

Home in Sarasota

4.99 out of 5 average rating, 201 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Close to restaurants and shopping. 1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. (URL HIDDEN) Linens & towels are all new. New tile and wood floors throughout. Quite neighborhood for walking .

Apr 26 – May 3

$99 per night

Guest favorite

Cottage in Sarasota

4.94 out of 5 average rating, 139 reviews

Sea-esta Cottage-cheerful 2bd/1ba w/ free parking

Experience ultimate relaxation in this serene and stylish rental. A brand new home in the heart of Amish Village, Pinecraft. Two cozy bedrooms with plush bedding and soothing coastal decor. Sip your coffee on the front porch, immersed in the tranquility of this idyllic neighborhood. Take a short walk to Yoder's Fresh Market & Restaurant, Coastal 98 Cafe, and the Pinecraft Ice Cream Shop. Just 6 miles to Siesta Key and 7 miles to Lido Beach for endless coastal adventures.

Aug 6 – 13

$107 per night

Guest favorite

Guest suite in Sarasota

4.91 out of 5 average rating, 274 reviews

Siesta Keys stylish and affordable Airbnb.

Relax while you stay in a colorful and warm Siesta Key/Sarasota neighborhood home that is only minutes from the famous Siesta Key beach. Enjoy your private, safe, and comfortable suite while being in close reach to all that Florida has to offer. Your suite is spacious and accommodating, wether your an individual, couple, family, or group of friends we have the space and amenities for you to maximize both your comfort and fun time while here in Florida :-)

Oct 21 – 28

$84 per night

Guest favorite

Guesthouse in Sarasota

4.99 out of 5 average rating, 131 reviews

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

May 27 – Jun 3

$115 per night

Guest favorite

Guest suite in Arlington Park

4.91 out of 5 average rating, 135 reviews

★PRIVATE★ZEN STUDIO ★1 BLOCK TO SIESTA DRIVE

Japanese inspired relaxing 1 room studio attached to a home. Enjoy your own private entry which includes a large enclosed outdoor patio with Zen Rock Garden. Mini Kitchen for light cooking. The plush queen bed is a guest favorite for comfort! Listing price reflects the size (Charming 210sqf) without sparing comfort, quality, or location. Minutes drive to picturesque downtown Sarasota, and a few minutes more to Siesta Key & Lido Beaches.

Jul 22 – 29

$85 per night

Guest favorite

Guest suite in Sarasota

4.97 out of 5 average rating, 350 reviews

Adorable studio close to Siesta beach!

Come stay in this private studio with its own fenced in patio in the back! Has shared washer and dryer. New Queen bed ,pullout couch (twin). gas grill,toaster oven/airfryer, microwave , hot plate for cooking and full fridge plus ac unit. Rainfall showerhead and river stones on shower floor. beach chairs ,towels available. Off street parking in driveway. The famous, huge fresh market " Detweilers" is only 1.5 miles away

Oct 13 – 20

$80 per night

Guest favorite

Guesthouse in Sarasota

4.86 out of 5 average rating, 371 reviews

The Cottage, very close to Siesta Beach!

The cottage was built in 1926 and is in a Historic Neighborhood. Our location is a 10 min car ride or 25 min bike ride to the #1 Rated Siesta Key Beach and a short stroll to popular eateries and shopping areas. The cottage is cozy and has all the essentials of home. Private entrance, backyard, kitchenette with a full fridge. Ideal for 2 people but can accommodate more. Dogs welcome

Oct 28 – Nov 4

$99 per night

Guest favorite

Townhouse in Sarasota

4.96 out of 5 average rating, 139 reviews

Upgraded, spacious duplex in Sarasota!

Welcome to our home in Sarasota which is back on Airbnb after a 3 year hiatus! It's a beautiful, comfortable and well designed space, close to everything Sarasota has to offer. You are close to all the beaches, downtown Sarasota, SRQ Airport, Ringling museum and did I say beaches! I absolutely loved living here and I hope you find Sarasota to be a really enjoyable place.

Jun 13 – 20

$90 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for South Sarasota vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near South Sarasota's top sights

Trader Joe's110 locals recommend

Walt's Fish Market Restaurant150 locals recommend

Phillippi Estate Park17 locals recommend

Phillippi Creek Oyster Bar57 locals recommend

Best Buy3 locals recommend

Chili's Grill & Bar12 locals recommend

Other great vacation rentals in South Sarasota

Guest favorite

Guest suite in Sarasota

4.97 out of 5 average rating, 116 reviews

Private & Luxurious studio. “The Beach house”

Oct 5 – 12

$83 per night

Guest favorite

Home in Sarasota

4.87 out of 5 average rating, 204 reviews

The Pineapple Suite.Teal tropical home in Sarasota

Aug 28 – Sep 4

$79 per night

Guest favorite

Home in Sarasota

4.95 out of 5 average rating, 244 reviews

Lovely guest house

Aug 18 – 25

$75 per night

Guest favorite

Apartment in Downtown Sarasota

4.85 out of 5 average rating, 292 reviews

Sarasota Downtown close to Lido Beach

Jun 6 – 13

$82 per night

Guest favorite

Guesthouse in Sarasota

4.93 out of 5 average rating, 459 reviews

La Casetta: "the little house" near to the beaches

Nov 13 – 20

$90 per night

Guest favorite

Guest suite in Sarasota

4.91 out of 5 average rating, 270 reviews

Private Suite, 10 minutes to Siesta Key!

Jun 9 – 16

$89 per night

Guest favorite

Apartment in Sarasota

4.92 out of 5 average rating, 251 reviews

The Tangerine Apart (Near Downtown/ Spacious)

Aug 28 – Sep 4

$74 per night

Guest favorite

Guest suite in Sarasota

4.94 out of 5 average rating, 113 reviews

Sweet Siesta Suite

Sep 25 – Oct 2

$95 per night

Show all

Quick stats about vacation rentals in South Sarasota

Total rentals
370 properties
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Rentals with a pool
260 properties have a pool
Pet-friendly rentals
90 properties allow pets
Family-friendly rentals
300 properties are a good fit for families
Total number of reviews
8.8K reviews

Frequently Asked Questions

Do apartment rentals in South Sarasota have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in South Sarasota. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in private suite rentals in South Sarasota?
Experience the best of South Sarasota with our private suite rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in South Sarasota?
Four-legged friends are welcome in South Sarasota. Choose from more than 90 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in South Sarasota?
Yes! Work meets play with ease at over 210 vacation rentals in South Sarasota featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for Apartment Rentals in South Sarasota?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with a kitchen, over 20 homes with free parking, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there South Sarasota vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 260 vacation homes with pools in South Sarasota, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in South Sarasota have free parking?
Absolutely! We offer over 130 condo rentals with free parking in South Sarasota. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in South Sarasota have a kitchen?
Absolutely! We offer over 20 apartment rentals with a kitchen in South Sarasota. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in South Sarasota?
South Sarasota has more than 300 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in South Sarasota have wifi?
Absolutely! We offer over 160 house rentals with wifi in South Sarasota. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in South Sarasota

Top-rated vacation rentals in South Sarasota

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for South Sarasota vacation rentals

Stay near South Sarasota's top sights

Other great vacation rentals in South Sarasota

Guest suite in Sarasota

Home in Sarasota

Home in Sarasota

Apartment in Downtown Sarasota

Guesthouse in Sarasota

Guest suite in Sarasota

Apartment in Sarasota

Guest suite in Sarasota

Quick stats about vacation rentals in South Sarasota

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Do apartment rentals in South Sarasota have air conditioning?

How much does it cost to stay in private suite rentals in South Sarasota?

Are there pet-friendly vacation rentals in South Sarasota?

Are there vacation rentals with a dedicated workspace in South Sarasota?

What are the most popular amenities for Apartment Rentals in South Sarasota?

Are there South Sarasota vacation rentals on Airbnb with pools?

Do condo rentals in South Sarasota have free parking?

Do apartment rentals in South Sarasota have a kitchen?

Are there family-friendly vacation rentals in South Sarasota?

Do house rentals in South Sarasota have wifi?

Destinations to explore