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Waterfront vacation rentals in Siesta Key

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Vacation rentals for every style

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Popular amenities for Siesta Key waterfront rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Waterfront apartment rentals

Guest favorite
A spacious bed is centered in the room, layered with neutral-colored bedding and decorative pillows featuring floral patterns. Flanking the bed are two bedside tables topped with lamps, and a large piece of artwork depicting a beach scene hangs above.
Apartment in Bradenton Beach
4.9 out of 5 average rating, 129 reviews

Newly Remodeled Beachfront Studio - On the sand!

Superhost
The living area features a white sofa paired with two pink accent chairs, creating a refreshing ambiance. A wooden coffee table sits on a light-colored rug, while plants and beach-themed artwork add charm. Large sliding doors provide natural light and connect to the outdoor space.
Apartment in Siesta Key
4.83 out of 5 average rating, 29 reviews

Condo Kokomo - stay ON the beach in Siesta Key!

Top guest favorite
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
4.97 out of 5 average rating, 111 reviews

Sweet Retreat at Shorewalk!

Guest favorite
A dining table showcases a glass top with intricately woven placemats. Each setting features decorative plates and neatly folded napkins secured with decorative rings. Sheer curtains frame the window, offering glimpses of lush palm trees outside.
Apartment in Bradenton Beach
4.89 out of 5 average rating, 227 reviews

Las Palmas Beach Rentals Unit 1

Superhost
A heated swimming pool is surrounded by a paver sun deck featuring loungers and chairs in various colors. Lush greenery and palm trees provide a natural backdrop, creating a relaxed atmosphere. The pool's water is calm and inviting, reflecting the sky above.
Apartment in Sarasota
4.75 out of 5 average rating, 325 reviews

King bed. Pool. Daily rentals

Superhost
A bright blue entrance door labeled 'Poolside Suite' is visible, leading into the suite. The door is framed by a light blue exterior, with a view of the pool area and palm trees in the background. Sunlight casts gentle shadows on the patio.
Apartment in Siesta Key
4.84 out of 5 average rating, 265 reviews

Siesta Key - Poolside Suite - Studio - Free kayaks

Top guest favorite
A sandy pathway leads through lush greenery, providing access to a charming two-story building. The structure features a spacious balcony, surrounded by palm trees and local vegetation, under a bright blue sky with scattered clouds.
Apartment in Longboat Key
4.95 out of 5 average rating, 109 reviews

Longboat Key-OCEAN FRONT- on the beach

Top guest favorite
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
4.97 out of 5 average rating, 405 reviews

Serenity on the Manatee

Waterfront house rentals

Top guest favorite
The charming cottage is enveloped by lush greenery, featuring a welcoming front patio with a small table and chairs. A swing sits nearby under a canopy of trees, adding to the serene outdoor space. The entrance showcases large windows, inviting natural light.
Home in Bradenton
4.94 out of 5 average rating, 200 reviews

Peaceful Braden River Oasis: Cottage

Top guest favorite
Home in Siesta Key
5 out of 5 average rating, 17 reviews

The Shore House Private Dock Hot Tub

Guest favorite
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
4.95 out of 5 average rating, 22 reviews

Coastal Retreat near Siesta Key Beach and Downtown

Superhost
Home in Siesta Key
4.9 out of 5 average rating, 110 reviews

Spacious & Modern Gem ~ Walk to Gated Beach ~ Pool

Guest favorite
A screened-in pool area is showcased, featuring a heated pool with clear blue water. Sunlight casts shadows on the tiled surface, while a picturesque view of a private lake and surrounding greenery is visible in the background.
Home in Sarasota
4.94 out of 5 average rating, 143 reviews

Lake Front House with a Pool

Superhost
A vibrant outdoor area features a cozy splash pool surrounded by a stylish deck. Colorful pink lounge chairs are arranged nearby, and a large, eye-catching mural depicting marine life and a ship creates a captivating backdrop.
Home in Siesta Key
4.79 out of 5 average rating, 118 reviews

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool

Superhost
A spacious kitchen area features sleek cabinetry and a large center island with a striking stone surface. Wooden beams add a rustic touch overhead, while modern appliances are seamlessly integrated. Natural light floods the space, creating an inviting environment for meal preparation and gathering.
Home in Siesta Key
5 out of 5 average rating, 3 reviews

Rustic Sands - 650

Guest favorite
A serene beach scene is captured with gentle waves lapping against the shore. The clear water displays various shades of blue and green, while a sandy coastline extends into the distance. People can be seen enjoying the beach, with a bright blue sky overhead.
Home in Siesta Key
4.91 out of 5 average rating, 149 reviews

Sea Club II Garden House

Waterfront condo rentals

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
4.85 out of 5 average rating, 182 reviews

Best Siesta Key Condo

Guest favorite
An aerial view of the Sea Shell condominium displays a four-story building with balconies facing the ocean. The bright blue sky and ocean can be seen beyond the structure, emphasizing the inviting coastal location.
Condo in Siesta Key
4.92 out of 5 average rating, 133 reviews

Sea Shell Ocean view On Beach Walk everywhere Pool

Guest favorite
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
4.87 out of 5 average rating, 104 reviews

Bayside Sunrise Cottage on Siesta Key!

Guest favorite
Condo in Bradenton
4.98 out of 5 average rating, 186 reviews

Luxury 3/3 Margaritaville Resort

Top guest favorite
A sign for Casa Mar Condo Resort is positioned prominently on the white sandy beach. Luxury lounge chairs are arranged in rows on the sand, with palm trees and buildings visible in the background against a clear blue sky.
Condo in Siesta Key
4.95 out of 5 average rating, 82 reviews

Casa Mar Steps 2 Siesta Key, Pool, Tennis, & More!

Top guest favorite
A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.
Condo in Bradenton
4.96 out of 5 average rating, 112 reviews

A&A's Paradise near IMG & Anna Maria beaches

Top 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, 165 reviews

The Seabreeze Cottage with peaceful water views

Guest favorite
An aerial view captures a wide stretch of sandy beach meeting the turquoise waters. Colorful umbrellas and beach chairs dot the shoreline, with beachgoers enjoying the sun. Lush greenery and buildings can be seen in the distance against a partly cloudy sky.
Condo in Sarasota
4.94 out of 5 average rating, 53 reviews

Top Floor Beautiful View Condo-Shore To Please

Quick stats about waterfront rentals in Siesta Key

  • Total rentals

    360 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    300 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    310 properties have a pool

Destinations to explore