Waterfront vacation rentals in South Sarasota

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Top-rated waterfront rentals in South Sarasota

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A bright and airy living area features large windows allowing natural light to fill the space. Comfortable seating is arranged around a woven coffee table, with art pieces adorning the walls. A door leads to outdoor views, enhancing the inviting atmosphere.
Home in Terra Ceia
4.98 out of 5 average rating, 108 reviews

Private Island Old FL Waterfront Heaven on Earth

Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

Guest favorite
Home in Sarasota
4.79 out of 5 average rating, 182 reviews

Star Fish. 3 Bed 2 Bath. POOL. Daily Rentals

Welcome to our 3 Bedroom 2 Bathroom Siesta Key Beach House. Full kitchen. Walk to beach. We provide chairs & towels for the Beach Walk to Beach access #12 on Siesta key Lots of places to eat and drink, close by. Free WIFI Daily, Weekly rentals. Swimming Pool on site King Bed in Master bedroom, Bedroom 2 and 3 both have Queens This home is in a great location and it is only a short walk to shops , restaurants and Beach. This home has 2 x 1 bedroomed units attached and is great for families

Guest favorite
A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.
Condo in Siesta Key
4.89 out of 5 average rating, 137 reviews

Crystal House on Siesta Key Beach

This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!

Guest favorite
Home in Longboat Key
4.86 out of 5 average rating, 138 reviews

Summer House longboat key

Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach. minutes from St Armand’s circle. feel free to reach out with any questions or requests

Guest favorite
An inviting living area features a blue sofa with decorative pillows, complementing a rustic wooden coffee table. A mounted Smart TV displays the Netflix logo. Bright pink LED lights illuminate the ceiling, enhancing the compact kitchen area, which includes bar stools and stylish cabinetry.
Tiny home in Sarasota
4.96 out of 5 average rating, 402 reviews

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

Superhost
A bright sleeping area features a spacious bed with a blue and white patterned blanket. Large sliding glass doors lead to an outdoor area with a pool, framed by greenery. A flat-screen TV is mounted on the wall opposite the bed.
Apartment in Siesta Key
4.77 out of 5 average rating, 136 reviews

Siesta Key ~New Waterview studio ~ sleeps 4 ~ pool

Kick back, relax & enjoy Siesta Key! Brand newly remodeled in Sept 22 this studio sleeps 4 people in 2 queen beds side by side. Located in “Solitude Suites on Siesta Key” resort, this Waterview Suite is sure to please you! Enjoy your ground floor studio with a kitchenette, and full bathroom. Right outside your door is the resort with shared access to: the community pool, Tiki hut with ping pong table, bbq grills, and the boat dock with free kayaks & SUPs for your use! Max 4 occupants.

Top guest favorite
A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.
Condo in Siesta Key
4.97 out of 5 average rating, 367 reviews

On the Beach; Siesta Key SunBum Studio

Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. If we are booked check out our additional units under our profile.

Top guest favorite
Home in Siesta Key
5 out of 5 average rating, 155 reviews

Beach, Village, Dock & Private Pool! One-of-a-kind

Fully Restored Post-Hurricane and Ready to Welcome You!! RCC in Siesta Key is a one-of-a-kind coastal cottage perfectly located between the beach, canal, and village. Enjoy a private heated pool, private dock, and one of the best locations on the island. This 1,500 square foot standalone bungalow has been fully restored with fresh post-hurricane updates. If you want a charming, private beach home with no shared walls and no condo feel, you have found the right place!

Top guest favorite
A modern kitchen features white cabinetry and a spacious counter. Stainless steel appliances, including an oven and microwave, are visible. A decorative beach sign adorns the wall, and a bowl of fresh fruit sits on the counter, adding a pop of color to the bright space.
Condo in Siesta Key
4.86 out of 5 average rating, 190 reviews

Private Beach & Intracoastal Waterfront

Experience the best of Florida’s Gulf Coast in this bright, spacious condo with an open floor plan and everything you need for a relaxing stay. Enjoy the rare best of both worlds location with direct access to a private white-sand Gulf beach and Intracoastal waterfront views right behind the property. Amenities include a heated pool, BBQ area, fishing dock, and boat dock. Quiet, peaceful resort. Owner-managed; monthly stays include a complimentary second cleaning. 🌴

Guest favorite
A light-filled living area showcases a large white sectional sofa adorned with colorful throw pillows. A turquoise coffee table displays decorative shells, and a light-toned area rug is centered beneath. Artwork featuring vibrant coastal scenes is mounted on the walls, enhancing the relaxed ambiance.
Condo in Bradenton
4.96 out of 5 average rating, 185 reviews

The Seabreeze Cottage with peaceful water views

Welcome to my newly renovated townhouse! The Seabreeze Cottage is a two bedroom, 1.5 bath, colorfully decorated townhouse with a fun beachy vibe! It has beautiful and peaceful water views of the lake. It’s within 30 minutes of the Gulf Coast’s best beaches, including Anna Maria Island, Longboat Key, and Siesta Key. Only ten miles from Sarasota airport (SRQ) and about one hour from Tampa airport (TPA).

Top guest favorite
A comfortable living area features a spacious gray sofa adorned with soft pink and white pillows. A round coffee table sits at the center, accompanied by patterned armchairs. Natural light filters through large windows, highlighting a serene ambiance.
Home in Cortez
4.99 out of 5 average rating, 167 reviews

My Peaceful place on the bay.

Tucked away from the hustle and bustle, my mobile home is located in a very unique neighborhood right on the bay with a little beach 2 min. down the road from my house, where you can sit and enjoy the views or fish. The homes are a combination of mobile homes like mine and houses with the most wonderful people of all walks of life. Very quiet, friendly and 5 min. to Bradenton beach and 10 min. to AMI.

Superhost
The exterior of the guest house features large glass doors framed by blue accents, opening onto a paved patio area. A comfortable swing chair is positioned in front, with a soft grassy area visible beyond. Lush trees provide shade, creating a relaxing outdoor environment.
Home in Bradenton
4.87 out of 5 average rating, 151 reviews

Peaceful Braden River Oasis: Guest House

Unwind at this peaceful riverfront escape. The Guest House offers a cozy bedroom, full amenities, and a perfect blend of relaxation and adventure. Sip coffee by the water, fish or just relax on the dock. Part of a unique property with two other charming rentals—ideal for a weekend away exploring or a quiet reset. You may never want to leave! *pack and play available upon request

Popular amenities for South Sarasota waterfront rentals

When is the best time to visit South Sarasota?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ790ﺩ.ﺇ1,194ﺩ.ﺇ1,396ﺩ.ﺇ1,113ﺩ.ﺇ771ﺩ.ﺇ749ﺩ.ﺇ705ﺩ.ﺇ650ﺩ.ﺇ668ﺩ.ﺇ679ﺩ.ﺇ845ﺩ.ﺇ808
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Quick stats about waterfront rentals in South Sarasota

  • Total vacation rentals

    Explore 60 vacation rentals in South Sarasota

  • Nightly prices starting at

    South Sarasota vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

  • Verified guest reviews

    Over 1,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    60 of South Sarasota vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across South Sarasota rentals

  • 4.8 Average rating

    South Sarasota stays are highly rated by guests—averaging 4.8 out of 5!