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Waterfront holiday rentals in South Sarasota

Find and book unique waterfront accommodation on Airbnb

Quick stats about waterfront rentals in South Sarasota

  • Total holiday rentals

    Explore 60 holiday rentals in South Sarasota

  • Nightly prices starting at

    South Sarasota holiday rentals start at $112 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Holiday 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 holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across South Sarasota rentals

  • 4.8 Average rating

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

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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Superhost
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

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!

4.88 out of 5 average rating, 146 reviews
Top Guest favourite
A spacious living area features a comfortable sofa and two cozy armchairs. A wooden coffee table sits at the center, complemented by a geometric area rug. Large sliding glass doors provide natural light and lead to an outdoor seating area, showcasing a view of the beach.
Condo in Siesta Key

NO Stairs, Siesta beachfront. Walk to the village!

Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

4.95 out of 5 average rating, 146 reviews
Top Guest favourite
A cozy living area features a light blue wall, with a comfortable white sofa arranged around a neutral-toned rug. In the foreground, a wooden dining table with four chairs provides seating. Natural light enters through a doorway that leads to an outdoor space.
Guesthouse in Bradenton

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

4.98 out of 5 average rating, 104 reviews
Guest favourite
Cottage in Siesta Key

Adorable Cozy Silver Sands Cottage on Siesta Key!!

Wake up with a few minutes' walk to the world-famous, white crystal sand Siesta Key Beach with access across Midnight Pass Rd. Return to a bayside, quaint cottage with a heated pool, Tiki hut, fishing pier, & boat basin, directly on the Intracoastal Waterway. One of a few remaining small communities with Old Florida charm. Ground floor with close, free parking. Open porch swing. Blackout shades in BR, WiFi, high-def tv's, Keurig & reg coffee maker, full kitchen, outdoor shower.

4.88 out of 5 average rating, 202 reviews
Top Guest favourite
Apartment in Siesta Key

Siesta Premier Location - The 'Calm of Siesta'

My place is right across the street from Siesta Key beach, family-friendly activities, and nightlife. You’ll love my place because of the location, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, adventurers, business travelers, and families. Walking distance to the village and is at less crowded section of the public beach which equals perfect location!! Updated and beautifully decorated condo with breathtaking view of the beach, You will LOVE it!

4.94 out of 5 average rating, 143 reviews
Top Guest favourite
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

@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

4.95 out of 5 average rating, 425 reviews
Guest favourite
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

Best Gulf Coast Condo w/Private Beach & Bay view

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. 🌴

4.86 out of 5 average rating, 205 reviews
Top Guest favourite
Guest suite in Sarasota

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 :-)

4.91 out of 5 average rating, 397 reviews
Top Guest favourite
Home in Gulf Gate Estates

Coastal Paradise w/ Pool & Dock, Minutes to Siesta

Wake to the sounds of birds and enjoy the slower pace of waterfront living. Escape to Coral Harbor, a private one-acre waterfront retreat just 3 miles from world-famous Siesta Key Beach. Whether you're soaking up the Florida sun, enjoying cocktails under the tiki bar, feeding turtles from your private dock, or relaxing in the complimentary heated saltwater pool, Coral Harbor is designed for unforgettable family vacations and group getaways.

4.95 out of 5 average rating, 128 reviews
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 Gulf Gate Estates

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.

4.92 out of 5 average rating, 122 reviews
Top Guest favourite
A clean, large pool is surrounded by comfortable lounge chairs. Illuminated in soft purple light, the pool features colorful inflatables, with a gazebo and grill visible in the background. Palm trees frame the serene lakeside view beyond the pool area.
Home in Sarasota

Lakefront Getaway in Sunny FL

Welcome to your lakeside retreat in sunny Florida! Our house offers stunning lake views and spacious, immaculate rooms. Just a short drive to Siesta Beach (#1 in the USA). The main house has 3 beautifully furnished bedrooms. The separate guest house it can be available for an extra fee. Relax by the large, clean pool in our private, gated property. Well-equipped kitchen, gazebo, grill, and family-friendly features await!

4.9 out of 5 average rating, 101 reviews
Guest favourite
A light-filled living area features a comfortable gray sofa with green accent cushions, positioned near sliding glass doors. Outside, a private outdoor space is visible, shaded by a large umbrella, surrounded by greenery. A decorative ottoman sits in front of the sofa, enhancing the inviting space.
Apartment in Gulf Gate Estates

Private Garden Apartment with Heated Pool | 1BR

Ground-floor 1-bedroom condo in the quiet Sienna community of Sarasota with a private fenced garden. Siesta Key Beach is a 5–10 minute drive (traffic dependent). Pet-friendly home — all pets welcome with a flat $10 pet fee per reservation, regardless of the number of pets. Guests enjoy access to a heated community pool and a calm residential setting close to shopping and dining.

4.86 out of 5 average rating, 106 reviews

Popular amenities for South Sarasota waterfront rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Waterfront apartment accommodation

Top Guest favourite
A serene view of the Manatee River showcases calm waters reflecting the sky. Lush greenery surrounds the area, accompanied by a covered dock nearby. An American flag flutters gently, and a hint of a charming structure with a porch is visible to the right.
Apartment in Ellenton

Serenity on the Manatee

4.97 out of 5 average rating, 472 reviews
Guest favourite
A large heated swimming pool is visible in the foreground, surrounded by lounge chairs and umbrellas. The water appears inviting under a clear blue sky, with a view of the inter-coastal waterway in the background. Tropical vegetation adds to the serene atmosphere.
Apartment in Siesta Key

Siesta Key Condo. Sit by the water !

4.71 out of 5 average rating, 196 reviews
Top Guest favourite
Apartment in Longboat Key

Beach Bliss!

5.0 out of 5 average rating, 125 reviews
Guest favourite
A compact studio space features a king bed covered in a light blue blanket, with a mirrored closet nearby. A small kitchenette is equipped with a retro-style blue refrigerator, a microwave, and a coffee maker. A large wall-mounted TV displays poolside imagery.
Apartment in Siesta Key

Solitude Suite Studio-Siesta Key-Waterfront Resort

4.78 out of 5 average rating, 356 reviews
Guest favourite
Apartment in Siesta key

· King bed . Pool. Daily rentals

4.85 out of 5 average rating, 390 reviews
Top Guest favourite
A spacious living room features a large grey sectional sofa with teal accent pillows, a wooden coffee table, and a light blue area rug. Large glass doors provide access to an outdoor area, while a vibrant seascape painting adorns the wall.
Apartment in Bradenton

Sweet Retreat at Shorewalk!

4.97 out of 5 average rating, 157 reviews
Top Guest favourite
Tall grasses gently sway in the foreground, framing a serene beach scene. Soft waves lap against the shore, reflecting hues of orange, pink, and purple from the sunset sky. Cloud formations add depth to the view, enhancing the tranquility of the coastal landscape.
Apartment in Longboat Key

Longboat Key-OCEAN FRONT- on the beach

4.96 out of 5 average rating, 125 reviews
Guest favourite
Apartment in Bradenton Beach

Studio - On the sand! Right on the beach. Sunsets

4.92 out of 5 average rating, 157 reviews

Waterfront house rentals

Top Guest favourite
A large, colorful sign displays the text 'Siesta Beach #1 Beach in the USA!' against a backdrop of a cloudy sky. The sign features images of people enjoying beach activities, surrounded by wooden posts and rope detailing, set in a grassy area that leads to the beach.
Home in Siesta Key

Siesta Key Quaint Beach House

4.97 out of 5 average rating, 114 reviews
Guest favourite
Home in Siesta Key

Siesta Key Escape: Sleeps 10 - Pool - Gated Beach!

4.91 out of 5 average rating, 131 reviews
Top Guest favourite
A charming house with a well-manicured lawn is framed by lush greenery. The front porch is accented by decorative red doors, and a stone walkway leads up to the entrance. Large trees provide shade over the landscaped yard.
Home in Bradenton

Peaceful Braden River Oasis: Main House

5.0 out of 5 average rating, 107 reviews
Guest favourite
Home in Sarasota

Lovely Home by Sarasota Bay

4.97 out of 5 average rating, 122 reviews
Guest favourite
An inviting beach scene features a sun umbrella providing shade over a wooden lounge chair, set upon soft, sandy shores. The clear blue sky contrasts with the tranquil turquoise waters, creating a peaceful atmosphere near the shoreline.
Home in Siesta Key

Beachfront Getaway in Siesta Key

4.78 out of 5 average rating, 567 reviews
Guest favourite
A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.
Home in Bradenton

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

4.96 out of 5 average rating, 123 reviews
Top Guest favourite
An aerial view captures a heated private pool surrounded by tropical landscaping. Deck chairs and a lounge chair provide seating options, and stone pathways lead to the pool. The pool curves gracefully, inviting relaxation in a serene outdoor setting.
Home in Bradenton Beach

Walk to it all! Restaurants + Heated Pool +Beach!

4.98 out of 5 average rating, 114 reviews
Top Guest favourite
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

Private Island Old FL Waterfront Heaven on Earth

4.98 out of 5 average rating, 124 reviews

Waterfront condo accommodation

Top Guest favourite
A detailed map highlights the location of Siesta Key, showcasing nearby points of interest and roadways. The Gulf of Mexico is indicated to the southwest, while the surrounding areas and other keys are marked, providing context for travel and exploration.
Condo in Siesta Key

Bayside Sunrise Cottage on Siesta Key!

4.88 out of 5 average rating, 119 reviews
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

Siesta Key Beach Front Condo

4.91 out of 5 average rating, 137 reviews
Guest favourite
A light-filled living area features a comfortable white sectional sofa with decorative pillows, complemented by a wooden coffee table. Large glass doors lead to an outdoor space, while a television and two lamps enhance the room's functionality and warmth.
Condo in Siesta Key

The Palm Bay Club on Siesta key Beach

4.84 out of 5 average rating, 125 reviews
Top Guest favourite
A serene pool area is bordered by palm trees, reflecting the gentle hues of a sunset. Lounge chairs are arranged around the pool, and a shaded cabana is visible in the background. The tranquil water mirrors the evening sky, enhancing a peaceful atmosphere.
Condo in Siesta Key

Heated Pools & Spa · Private Beach + Bay Views

4.97 out of 5 average rating, 137 reviews
Guest favourite
Condo in Siesta Key

Beachwalk Townhouse with view of Gulf of Mexico

4.79 out of 5 average rating, 110 reviews
Guest favourite
A view from above showcases the lush, landscaped grounds of the condo complex, featuring curving pathways and palm trees. In the foreground, a heated pool is visible, with beach access just beyond. The serene beach and expansive ocean create a welcoming atmosphere.
Condo in Siesta Key

Sarasota Surf & Racquet Club Siesta Key Condo

4.82 out of 5 average rating, 152 reviews
Guest favourite
Condo in Siesta Key

Gulf Views | Walkable | Spacious

4.92 out of 5 average rating, 166 reviews
Top Guest favourite
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

Beachfront Siesta Key | Gulf View + Private Beach

4.97 out of 5 average rating, 397 reviews

When is the best time to visit South Sarasota?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$418 AUD$488 AUD$530 AUD$422 AUD$360 AUD$353 AUD$270 AUD$249 AUD$256 AUD$260 AUD$323 AUD$309 AUD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

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