Waterfront holiday rentals in South Sarasota

Find and book unique waterfront accommodation on Airbnb

Top-rated waterfront accommodation in South Sarasota

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Top Guest favourite
An aerial view showcases a large detached building surrounded by mature oak trees and lush greenery, with a serene lake visible in the background. The expansive yard complements the peaceful setting, offering ample space for outdoor activities.
Guest suite in Sarasota
4.95 out of 5 average rating, 104 reviews

Oak Hammock on the Lake

Located in a quiet, safe neighborhood, at the end of a 400’ paver driveway, lined with old oak trees. Guest area is located in a large detached building with its own, secure, ground floor entrance. The unit is provided with its own AC and heat. The “Florida Shower” provides a large, private outdoor shower experience, with plenty of hot water, beneath the stars. Offers a ten acre lake view from inside or out. Many species of birds and wildlife are spotted, with 45 acres of bordering woodland.

Guest favourite
An aerial view showcases a private island surrounded by water, featuring lush greenery and two tiny homes. A manicured lawn is visible with seating areas, umbrellas, and pathways that create a serene outdoor environment.
Tiny home in Sarasota
4.87 out of 5 average rating, 235 reviews

@Tiffanythetinyhome| island | netflix|bike|hammock

You are about to book a famous HGTV 270ft² / 25m² tiny home on a private 1.5-acre island! ☆ Walk to dining, nightlife, and shopping ☆ Fully equipped kitchen (K-cup) ☆ Backyard fire pit + BBQ ☆ Screened-in outdoor lounge w/ hammocks ☆ 415Mbps ☆ Smart TV w/ Netflix ☆ Memory foam bed ☆ FREE Bikes + kayaks + beach gear 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing) We use a compost toilet. Please read house rules for info.

Guest favourite
A bright living area features a spacious white sofa centered beneath a large woven light fixture. Tropical plants are situated near large windows that allow natural light to fill the space. A neutral rug complements the light-colored furniture and decor.
Home in Arlington Park
4.92 out of 5 average rating, 24 reviews

Coastal Retreat near Siesta Key Beach and Downtown

Welcome to your Coastal Retreat—your gateway to the best beach experience in all of Florida. Located in Sarasota’s most desirable neighborhood, this light-filled home blends fresh coastal design with a relaxed vacation vibe. Just minutes from award-winning beaches and vibrant downtown, you’ll have easy access to everything that makes this region a hidden gem. Walk to the charming bars and restaurants. Everything has been recently updated. Book your stay today—this is a truly special find!

Top Guest favourite
Home in Sarasota
5 out of 5 average rating, 11 reviews

Sarasota Serenity - Minutes to Beach

Plan your next beach escape at this beautiful boho beach style home in a quiet neighborhood. Less than 3 miles to the stunning white sand Siesta Key beach. Full home has two beds, two baths, & fully equipped kitchen. Recently renovated with amenities. Enjoy indoor/outdoor living with access to 4 patio spaces with a large lanai overlooking a small lake. Close to Legacy Trail for biking and many great restaurants and bars in this Gulf Gate Neighborhood. We look forward to hosting you!

Top Guest favourite
Guest suite in Sarasota
4.9 out of 5 average rating, 345 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 :-)

Guest favourite
A vibrant blue exterior of the studio is surrounded by lush greenery. Two chairs are positioned on a gravel patio area, providing a welcoming spot outside. The entrance to the studio is framed by palm trees, emphasizing a serene and inviting setting.
Apartment in Sarasota
4.84 out of 5 average rating, 322 reviews

· King bed . Pool. Daily rentals

New Studio, King Bed, 1 bathroom on Siesta Key is a short walk to beach Access #12 on Siesta key, Own entrance, Free Parking, self contained. #2 Sand dollar Studio , Comes with a microwave, fridge, coffee maker, smart TV Perfect for a couple, No Pets , No Smoking. Pool shared with 2 other villas . Short walk to The Beach, Bars, Restaurants and shopping. Lots of places on your doorstep to rent boats, bikes, kayaks, Paddle boards, Great value

Guest favourite
A heated pool is framed by a screened enclosure, allowing for sunlit swims while providing shade. Comfortable lounge chairs are lined along the poolside, and greenery is visible in the background, creating a serene atmosphere for relaxation.
Home in Sarasota
4.93 out of 5 average rating, 106 reviews

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

Charming 2BR/2BA Lakefront Home with Heated Pool – Just 2 Miles to Siesta Key Beach! Escape to this picturesque lakefront retreat, only 2 miles from the world-famous Siesta Key Beach. Perfect for families or groups, this spacious and beautifully furnished home offers a relaxing and memorable getaway. Lounge by the heated pool, soak in stunning lake views, or explore nearby attractions—this home is your ideal Sarasota vacation base.

Guest favourite
A spacious screened lanai features a circular wooden table surrounded by two wooden chairs with patterned cushions. Potted plants and decorative items are placed on the table. Beyond the railing, palm trees and the vibrant blue of the Gulf coast are visible.
Condo in Siesta Key
4.92 out of 5 average rating, 116 reviews

Siesta Key Beach Front Condo

Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views.

Guest favourite
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, 168 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 favourite
A serene outdoor space features a sparkling pool surrounded by lush greenery. Comfortable seating is provided under a large umbrella, while decorative light fixtures enhance the ambiance. Tropical plants and well-maintained landscaping create a refreshing atmosphere for relaxation and enjoyment.
Home in Sarasota
4.98 out of 5 average rating, 81 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Guest favourite
A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.
Island in Sarasota
4.97 out of 5 average rating, 337 reviews

Oct SALE! Private Sarasota #1 Luxery beach Villa

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Superhost
A cozy living area features a blue sectional sofa accompanied by decorative pillows and a side table with a lamp. A wall clock adds a modern touch, while large sliding glass doors offer views of the outdoor space. A dark blue accent chair complements the scene.
Condo in Sarasota
4.89 out of 5 average rating, 155 reviews

6 min to Siesta Beach | Heated Pool | Lake View

🌴 Stylish Retreat Near Siesta Key & Heated Pool! Welcome to your perfect Sarasota getaway! This 720 sq. ft. pet-friendly home offers a , heated pool access, and a prime location just 6 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.

Popular amenities for South Sarasota waterfront rentals

Quick stats about waterfront rentals in South Sarasota

  • Total rentals

    60 properties

  • Nightly prices starting at

    $108 AUD before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

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