Waterfront vacation rentals in South Sarasota

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in South Sarasota

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

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Superhost

The home's exterior is softly illuminated by warm lights, highlighting the paved driveway and tropical landscaping. Tall palm trees and lush greenery surround the entrance, creating a serene atmosphere. The modern roof adds a contemporary touch, enhancing the inviting appearance of the property.

Home in Longboat Key

4.88 out of 5 average rating, 121 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with 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, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

Superhost

Condo in Bradenton

5 out of 5 average rating, 3 reviews

Intracoastal Connections-Incredible Sunsets-Luxury

Experience waterfront luxury at this stunning 3-bed, 3-bath gem in Marina Walk, One Particular Harbor. Just 1.8 miles from Anna Maria Island's beaches, this home offers breathtaking views of Anna Maria Sound. Monthly guests enjoy resort pools, fitness center, nature trails, kayaking, and Sky Bar. Short-term visitors access the pool, splash park, and BBQ areas. Relax on the lanai, savor sunsets, or explore local attractions. Fully equipped with beach essentials, it’s your perfect coastal escape!

Top guest favorite

A modern canalfront home is showcased, featuring a well-maintained lawn and palm trees. The exterior presents a combination of light-colored walls and a dark roof. Large windows allow natural light into the living spaces, while a spacious driveway leads to the double garage.

Home in Port Charlotte

5 out of 5 average rating, 21 reviews

Modern Waterfront Bliss

Bring the whole family to this exceptional canalfront gateway with lots of room for fun. Brand new, spacious retreat nestled along the peaceful canal. This modern home is designed for both comfort and style, offering cozy interiors and expansive living spaces perfect for relaxation. Whether you're enjoying the serene water views from the patio, cooking in the fully equipped kitchen, or unwinding in the beautifully appointed bedrooms, every corner of this house invites you to feel right at home.

Guest favorite

A private dock is shown along a serene canal, featuring aqua chairs positioned for relaxation. A boat lift in the background is visible, while lush greenery and clear skies reflect on the calm water surface, creating a tranquil outdoor space.

Bungalow in Englewood

5 out of 5 average rating, 7 reviews

Dockside Delight:Waterfront/Gulf Access/4minsbeach

Canal-Front, Direct Gulf Access & Private Dock Stylish home w/ hotel-grade amenities Prime Location: Just 2-5 minutes from Englewood's vibrant dining, shopping, and entertainment on Dearborn Street. Outdoor Fun & Watersports: Guests can enjoy scenic paddles with our complimentary kayaks or unwind in style with lounge chairs, a hammock, firepit, BBQ, games and cozy ambiance —perfect for day or night relaxation Manasota Key's breathtaking beaches - 2 miles away for the ultimate coastal escape.

Superhost

Home in Englewood

4.8 out of 5 average rating, 15 reviews

Close to beach w/pool and dock-ready-set-relax

Your dream vacation starts now in this completely renovated waterfront pool home. Boaters enjoy quick access to Lemon Bay ICW with NO bridges. Feel like your on an island w/your lg screened in Pool, Sunset cove firepit area & room for corn hole tournaments . Enjoy plenty of seating with a water view and watch the wildlife & our favorite manatee family. Easy dining with outdoor gas grill & umbrella tables. Manasota Key, Boca Grande beaches & more w/in minutes. Easy walk to 4+restaurants

Top guest favorite

An aerial view showcases the waterfront retreat with a private boat dock and spacious outdoor areas. The property is surrounded by lush greenery, and the tranquil Bayou waters reflect the clear sky. A nearby boat launch is visible, enhancing accessibility for water activities.

Home in Bradenton

5 out of 5 average rating, 41 reviews

Dreamy Waterfront Bungalow w/Heated Spa. Near AMI.

Charming WATERFRONT retreat on Warner’s Bayou with a private boat dock right outside your door. Enjoy stunning waterfront views and frequent visits from dolphin and manatees. The fully equipped kitchen, spacious living area, and cozy bedrooms will make you feel right at home. Unwind on the patio or soak in the heated swim spa. Explore Robinson Preserve or take a short drive to Anna Maria Island for sun, sand, and adventure—just minutes away. Your unforgettable Florida escape starts here!

Superhost

An aerial view captures a waterfront home surrounded by lush greenery and landscaped areas. The property features a dock along the private canal, with nearby residential homes in a peaceful neighborhood. Clear blue skies and calm waters complete the tranquil setting.

Home in Port Charlotte

4.89 out of 5 average rating, 9 reviews

#1 Amazing Waterfront Home w/pool - Prime Location

Beautifully fully furnished waterfront home with pool, dock, and all the amenities! You'll enjoy the private, screened lanai with room to dine next to the pool with cascading fountain or soak up the sun in the lounge chairs while viewing the canal. Sleeps 6 comfortably. Gorgeous spacious master bedroom with master bath, two walk-in closets, jacuzzi tub and walk-in shower. Close to many restaurants, shopping, fishermen's Village and all Punta Gorda and Port Charlotte has to offer.

Superhost

An aerial view showcases a peaceful waterfront neighborhood, featuring a network of canals and homes with manicured lawns. The property is positioned along a canal, and the advantageous location provides direct access to the waterways leading to the Gulf.

Home in Englewood

4.87 out of 5 average rating, 23 reviews

Waterfront Tranquil Paradise

Welcome to our beach bungalow. You will not beat this stunning view of sunsets over the Gulf of Mexico on Englewood Beach! Enjoy the beautiful sunsets from your dock or the great Englewood Beach which is just minutes away. We’ll provide the beach chairs, umbrella and beach towels so you can enjoy the warm Florida sunshine. This perfect tranquil waterfront paradise offers a unique, bright, and open floorplan. Let our home make your vacation dreams a reality!

Guest favorite

Condo in Bradenton

4.98 out of 5 average rating, 173 reviews

Luxury 3/3 Margaritaville Resort

Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

Guest favorite

An aerial view captures a spacious property situated along a canal, showcasing a clear waterway lined with docks. Two boats are visible at the water's edge, with a well-maintained lawn and neighboring homes framed by palm trees, creating a serene waterfront setting.

Home in Port Charlotte

4.95 out of 5 average rating, 22 reviews

The Waterfront White House

BRING YOUR BOAT🤙🏼 Our three-bedroom two-bathroom home nestled on a canal leading to the Charlotte Harbor, is one you won’t want to miss. Newly renovated, with room to stretch out in, plenty of parking, the place is just as cozy as it looks. The boat dock has 2 underwater fish lights that bring in everything from snook, to redfish, to tarpon, and the boatramp is only 12 minutes away. Come enjoy water front southern living at its finest.

Superhost

Apartment in Siesta Key

4.79 out of 5 average rating, 205 reviews

2/2 Beach House Apt on Siesta Key

Siesta Key Waterfront Apartment. Sleeps 6. Split plan 2 bedroom, 2 full bathroom “Beach House” w/ a full kitchen & recently updated! Bedroom 1: King. Bedroom 2: Queen. Living room: Sleeper sofa. 75” smart TV in the living room. A private screened lanai overlooking canal to Sarasota Bay. This is located in a super cute, quaint resort w/ other units. FREE KAYAKS & SUPs FOR GUESTS!

Top guest favorite

Aerial view of a serene canal, featuring a private dock adjacent to lush greenery. The calm water reflects the surrounding landscape, while a grassy area offers seating with views of the water. A covered boat slip is visible, enhancing the waterfront setting.

Cottage in Bradenton

4.96 out of 5 average rating, 106 reviews

Waterfront*3bd 2ba*Pool* PingPong Table*relaxing

• Fish from dock • Dog Friendly • 2 bd / 2 ba • Keyless Entry • Fire Table • Pool and pool floats • Putting Green • Selfie Wall **Add my listing to you wishlist by clicking the 🖤 in the upper-right corner* >> 10 miles to beach, *Award Winning Ana Maria Island >>7 miles to IMG Academy >> 11 miles to SRQ Airport >>2 miles from Pittsburg Pirates Training camp