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Waterfront vacation rentals near Siesta Beach

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Top-rated waterfront rentals near Siesta Beach

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A scenic view captures a vibrant sunset sky filled with shades of orange and purple. The beachfront community can be seen below, with illuminated buildings and streets creating a lively atmosphere against the backdrop of the ocean. The serene waves reflect the colorful sky.

Cottage in Siesta Key

4.88 out of 5 average rating, 257 reviews

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

*Siesta Key elevated villa at Solitude Suites on Siesta Key. *Your own detached private villa, located in a small resort. *Waterfront resort w/ FREE pool, kayaks, stand up paddle boards & Tiki Hut. * Just a 10-12 min walk to award winning beach. *1 Bedroom w/King bed. *1 full bathroom w/shower. *Large kitchen, open living room, fully furnished inc towels & linens. *Private screened lanai w/ table & chairs. *Beautiful shared pool w/ sun shelf & waterfall. *2 min car ride to beach. *Updated!

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

4.93 out of 5 average rating, 110 reviews

NO Stairs, beachfront & short 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.

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

4.89 out of 5 average rating, 217 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.

A contemporary living area features a comfortable gray sofa with decorative pillows. A white coffee table sits centrally, while an accent chair with a colorful pattern offers additional seating. Two lamps illuminate the space, complementing the soft green walls.

Condo in Siesta Key

4.84 out of 5 average rating, 153 reviews

The Key to a Great Vacation!

Welcome to our one bedroom, one bath (4 piece) main floor condo. Recently renovated. Freshly painted with new furniture, a brand new king size memory foam mattress with contemporary decoration (with queen size pull out couch). Easily accessible with no steps to climb and close, convenient parking right outside the front door. Quiet, peaceful and near both Siesta Key Beach and the condo pool ensure a wonderful vacation. Walk across the street and enjoy one of the best beaches in the world.

A window view frames the serene landscape of Siesta Key Beach, showcasing palm trees and sandy shores. Natural light fills the room through the window, with decorative window treatments accentuating the view. The scene captures the essence of beachside tranquility.

Apartment in Siesta Key

4.93 out of 5 average rating, 108 reviews

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!

The modern kitchen features white cabinetry and a spacious island with seating for four. Stainless steel appliances are visible, including an oven, microwave, and refrigerator. Stylish pendant lights hang overhead, illuminating the area. A neutral tile backsplash adds a clean, contemporary touch.

Condo in Siesta Key

4.94 out of 5 average rating, 119 reviews

Seaside Sanctuary

This condo is set in the perfect location between the beach and the bay! Soak up the sun at the heated pool, enjoy the tiki bar, or try your luck fishing on the pier, all while viewing the boats on the intercoastal! Included is private deeded beach access that is just a easy 5 min walk. Hop on the free trolley right outside your door to go to Siesta Key Village with plenty of restaurants, bars and shops only .5 miles away. 65" tv free wifi Netflix Disney+. Boat slip available up to 24'

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, 123 reviews

Sea Shell Ocean view On Beach Walk everywhere Pool

Post Hurricane- Complex OPEN Enjoy ocean views in this 2 bed 2 bath spacious beach side 4th floor condo at Sea Shell Updated coastal decor across from Capt Curts, restaurants, grocery, coffee, ice cream Easy to WALK everywhere No car needed Perfect location Great for families Sleeps 6- 1 king & 2 queens & walk in closets Balcony with GULF views Private beach steps away from bldg. Free beach loungers. POOL Siesta Beach #1 in US Quick Wifi Superhost- 265+ reviews that ave FIVE STAR!

Top guest favorite

A dining setting on a patio table showcases a plate of breakfast foods, including a toasted bagel, fruit, and a drink. Soft, rolled towels are stacked nearby, with a view of the beach and pool visible in the background.

Condo in Longboat Key

4.98 out of 5 average rating, 180 reviews

Condo with a View 1: Open M - Thurs, $150/nt!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!

Top guest favorite

Condo in Siesta Key

4.97 out of 5 average rating, 315 reviews

On the Beach; Siesta Key SunBum Studio

Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking!

The master bedroom features a large king bed and a double bed, both dressed in soft bedding. A wooden armoire and nightstand provide storage, while a decorative rug adds warmth to the tiled floor. Natural light streams through a window, creating a cozy atmosphere.

Guest suite in Sarasota

4.9 out of 5 average rating, 328 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 :-)

Top 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, 172 reviews

Best Siesta Key Condo

Rarely Available! Beautiful, open floor plan is the perfect location vacation. Condo is stocked with everything you will need to enjoy your stay. The resort is quiet and peaceful with direct access to the most beautiful private white sand beach. Also enjoy the Intra Coastal waterway with fishing and boat dock right on the property in our backyard next to the huge pool and bbq. This is the best of both worlds!!! Individually managed by owners.

A cozy seating area is visible, featuring two chairs and a round wooden table. Decorative lanterns and potted plants adorn the table. Through the large screened window, a vibrant sunset over the beach and palm trees is framed, providing a serene view.

Condo in Siesta Key

4.94 out of 5 average rating, 106 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.

Popular amenities for waterfront rentals near Siesta Beach

Free parking on premises

Air conditioning

Waterfront apartment rentals

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, 125 reviews

Newly Remodeled Beachfront Studio - On the sand!

The bathroom is equipped with a white toilet and a sink with a modern faucet. A shower curtain featuring blue and aqua dots complements the decor. A mirrored cabinet and light fixtures are mounted above the sink, reflecting natural light from the window.

Apartment in Bradenton Beach

4.87 out of 5 average rating, 130 reviews

Low Tide @ Tides Inn

A spacious king bed is dressed in a light blue quilted coverlet, complemented by navy blue and white accent pillows. Beside the bed, two nightstands with lamps provide soft illumination, while striped curtains frame a window allowing natural light.

Apartment in Sarasota

4.75 out of 5 average rating, 321 reviews

King bed. Pool. Daily rentals

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

4.88 out of 5 average rating, 222 reviews

Las Palmas Beach Rentals Unit 1

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, 102 reviews

Longboat Key-OCEAN FRONT- on the beach

Top guest favorite

A stunning sunset over the Manatee River is captured, highlighting vibrant hues of orange, pink, and purple reflected in the calm water. A wooden dock extends into the river, creating a peaceful focal point against the colorful sky.

Apartment in Ellenton

4.96 out of 5 average rating, 389 reviews

Serenity on the Manatee

A serene waterfront scene captures the calm surface of the Passe-a-Grill Channel during sunset. Silhouetted against the warm hues of the evening sky, a palm tree stands gracefully. The distant bridge and boats add to the tranquil atmosphere of the landscape.

Apartment in St. Petersburg

5 out of 5 average rating, 5 reviews

Isla Del Sol Serenity

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

4.69 out of 5 average rating, 182 reviews

Siesta Key Condo. Sit by the water !

Waterfront house rentals

Top guest favorite

An outdoor dining area features a wooden table surrounded by black wicker chairs, positioned on a patio overlooking a canal. The scene is enhanced by greenery, trees, and the bright sky, creating a serene setting for meals or gatherings.

Home in Port Charlotte

5 out of 5 average rating, 13 reviews

Waterfront Escape on canal ocean access kayaks

The exterior features a welcoming front entrance with a vibrant coral door framed by a light-colored archway. Soft landscaping, including manicured plants, enhances the pathway leading to the door. A lantern is attached beside the entrance, providing a touch of charm.

Home in Port Charlotte

4.8 out of 5 average rating, 10 reviews

Quiet fenced waterfront home

An inviting pool area is enclosed by a screened lanai, providing a serene setting. A kidney-shaped pool reflects the clear blue sky, complemented by a seating area with lounge chairs. Decorative potted plants add a touch of greenery, enhancing the tranquil ambiance.

Home in Port Charlotte

4.9 out of 5 average rating, 10 reviews

#1 Amazing Waterfront Home w/pool - Prime Location

Home in Port Charlotte

4.88 out of 5 average rating, 25 reviews

Waterfront Sea Cottage w/Pool

A two-story coastal home is presented, featuring a light grey exterior with multiple gabled roofs and large windows. The front entrance is accented by wide stairs leading to a double door entrance, surrounded by landscaped shrubs and palm trees, with a driveway visible below.

Home in Englewood

5 out of 5 average rating, 3 reviews

Bayfront Home 4bed/4 bath private pool GCV1-057

A private pool area is enclosed by a black screen enclosure, providing sunlight while offering a serene view. The pool has a curved shape, with a stone patio surrounding it. Comfortable lounge chairs are positioned nearby, inviting relaxation in a tranquil outdoor space.

Home in Englewood

4.97 out of 5 average rating, 29 reviews

Intracoastal canal front 3 bd 3 ba w/ heated pool

Top guest favorite

A bright living space is bathed in natural light from large sliding glass doors, revealing views of the waterfront. Two ceiling fans enhance the airy atmosphere. A comfortable sofa and coffee table provide seating, while a TV is mounted on the wall, complementing the coastal decor.

Home in Bradenton

5 out of 5 average rating, 44 reviews

Boaters Waterfront Bungalow•Private Dock• Swim Spa

A charming single-family home is depicted, featuring a light-colored exterior with a welcoming entrance and a staircase leading to the front door. Lush greenery surrounds the property, including palm trees and well-maintained grass, creating a serene outdoor setting.

Home in Bradenton

5 out of 5 average rating, 10 reviews

Waterfront Wares Creek Cottage with dock access

Waterfront condo rentals

A spacious pool area is surrounded by modern buildings, featuring lounge chairs arranged around the water's edge. The pool, shaped in a gentle curve, invites relaxation under a clear blue sky with a few scattered clouds.

Condo in Sarasota

5 out of 5 average rating, 13 reviews

Luxe Waterfront Resort Style Living at its Best!

A bright living area features a comfortable beige sofa and armchair, complemented by a textured throw pillow and a decorative accent. A glass coffee table sits on a patterned area rug, while natural light enters through large vertical blinds, illuminating the space.

Condo in Tierra Verde

4.72 out of 5 average rating, 116 reviews

Seaside Serenity With Beautiful Aqua Vistas

A screened balcony offers a serene space with a table surrounded by four chairs. A cozy sofa is positioned against the wall, all set against expansive windows showcasing views of the vibrant greenery outside, allowing for tranquil observation of the surroundings.

Condo in Bradenton

5 out of 5 average rating, 3 reviews

One Particular Harbour 396-103~ Beaches 5 minutes

Condo in Bradenton

5 out of 5 average rating, 3 reviews

Intracoastal Connections-Incredible Sunsets-Luxury

Top guest favorite

A serene waterfront view is depicted, showcasing a calm bay reflecting hues of blue and orange from the sunset. The sky transitions from soft clouds to a vibrant horizon, highlighting the tranquil setting of the Boca Ciega Bay.

Condo in St. Petersburg

4.98 out of 5 average rating, 50 reviews

Fully Renovated Waterfront Condo on Isla Del Sol

Condo in Bradenton

4.98 out of 5 average rating, 174 reviews

Luxury 3/3 Margaritaville Resort

Aerial view captures a sandy beach curving along the water, dotted with tiki huts under clear blue skies. The green lawn leads to the water's edge, providing a seamless transition from the building to the beachfront.

Condo in St. Petersburg

5 out of 5 average rating, 40 reviews

Beautiful ground floor condo - stunning waterviews

Aerial view of Chadwick Cove Marina and its surroundings, depicting a waterfront area filled with boats moored at multiple docks. The spacious condo building is visible alongside harbor views and lush greenery. The calm waters and distant shoreline enhance the serene setting.

Condo in Englewood

4.89 out of 5 average rating, 18 reviews

Bayfront Condo Walkable to Everything. Unit 2

Other great vacation rentals near Siesta Beach

Top guest favorite

A light-filled living area features a comfortable sectional sofa adorned with blue throw pillows. Natural light pours in through large windows, illuminating the soft, neutral tones of the decor. A lamp stands beside the sofa, and sliding glass doors lead to an outdoor seating area.

Home in Bradenton

4.76 out of 5 average rating, 176 reviews

Recently Updated! - Close to White Sandy Beaches!

The exterior of the home features a clean, minimalist design with a welcoming blue front door. A small entryway is visible, framed by greenery. A concrete parking area offers convenient access to the entrance.

Home in Bradenton

4.96 out of 5 average rating, 136 reviews

"Oasis Villa Retreat" Near Beaches and IMG Academy

An inviting pool area is enclosed by a screened lanai, featuring a spacious saltwater pool with clear, shimmering water. Comfortable lounge chairs are positioned around the pool, creating a relaxing outdoor space. Natural light filters in, illuminating the area.

Home in Sarasota

4.94 out of 5 average rating, 100 reviews

Beautiful heated pool home, minutes from beaches

Home in Sarasota

4.9 out of 5 average rating, 10 reviews

Great House / Great Location ~ with Heat Pool~

Top guest favorite

A bright yellow exterior welcomes guests with a charming front door painted in a soft turquoise color. A decorative door handle and an oval glass panel add detail. A doormat inscribed with 'hello' is placed at the entrance, accompanied by a potted plant beside the steps.

Home in Sarasota

4.98 out of 5 average rating, 396 reviews

The Cottage at Central Park II

The entrance to Venice is marked by a decorative sign surrounded by vibrant palm trees and lush flowerbeds. The bright blue sky creates a cheerful atmosphere, while the street leads into a welcoming shopping area featuring arched architecture.

4.76 out of 5 average rating, 136 reviews

Vacation home by Shasta Rd

An inviting outdoor space features a bubbling hot tub illuminated with colored lights. A covered lanai area boasts casual seating options, including rocking chairs and a foosball table, all surrounded by warm ambient lighting. Lush greenery is visible through the screened enclosure.

Home in Bradenton

4.98 out of 5 average rating, 139 reviews

Near downtown! Saltwater Pool! HOT TUB! Games!

A sandy beach scene is presented, lined with turquoise lounge chairs and shaded by palm trees. The clear blue sky and calm ocean create a serene atmosphere, while gentle waves can be seen lapping at the shore in the background.

Home in Bradenton

4.9 out of 5 average rating, 129 reviews

Luxury Cottage near Anna Maria Island and Beach

Quick stats about waterfront rentals near Siesta Beach

Total rentals
320 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
280 properties have a pool

Destinations to explore