Waterfront vacation rentals in South Sarasota

4.88 out of 5 average rating, 121 reviews

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

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

5 out of 5 average rating, 3 reviews

Condo in Bradenton

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!

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.

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.

5 out of 5 average rating, 14 reviews

A comfortable chair is positioned beside a window, offering views of Blueridge Lake. A decorative pillow reminiscent of tropical foliage adds a touch of style. Light-colored flooring and walls create a bright atmosphere, reflecting the serene outdoor environment.

Home in North Port

Blueridge Lakehouse Retreat

Enjoy Gulf Coast vibes in the heart of North Port, Florida. The house offers a perfect blend of coastal comfort with a touch of Florida charm, complete with plush seating in a screened lanai with an amazing view of the serene Blueridge Lake. The house is conveniently located nearby several pristine beaches, local attractions including the Warm Mineral Springs Park, shopping center, grocery stores and dining hotspots. Your stay at our cozy home promises to be an unforgettable Florida getaway!

5 out of 5 average rating, 41 reviews

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

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!

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.

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.

A serene view of a canal is presented from the wooden dock, featuring two green chairs positioned invitingly. The calm water reflects the sky and surrounding homes, creating a tranquil atmosphere. Lush greenery lines the waterway, providing a sense of natural beauty.

4.91 out of 5 average rating, 76 reviews

"Waterfront Oasis with Heated Saltwater pool"

Location! Lovely 3 bedroom 2 bath saltwater pool home. Set alongside a picturesque canal, this enchanting getaway has all the amenities,close to fantastic beaches, shopping and restaraunts! Access to the canal from the backyard grants you endless kayaking (kayak included) adventures right from the comfort of your backyard dock. Generously-sized, Saltwater Heated Pool, perfect for soothing relaxation. Nestled within a tranquil neighborhood, indulge in the ultimate vacation experience!

A tranquil waterfront view showcases multiple homes along a serene canal. Lush greenery lines the banks, while a calm water surface reflects the clear blue sky. A boat dock is visible at the property, enhancing the outdoor space's appeal.

4.83 out of 5 average rating, 12 reviews

Peaceful waterfront home

Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in the pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

4.98 out of 5 average rating, 173 reviews

Condo in Bradenton

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.

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.

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.

4.79 out of 5 average rating, 205 reviews

Apartment in Siesta Key

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!