We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Waterfront vacation rentals near Siesta Beach

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals near Siesta Beach

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

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, 120 reviews

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.

The enclosed Lanai features large bay windows showcasing views of the Gulf of Mexico. A seating area includes wicker chairs and a coffee table. Light-colored walls are contrasted by wooden accents and a ceiling fan, creating a bright and airy atmosphere.

Apartment in Siesta Key

4.93 out of 5 average rating, 116 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!

Condo in Siesta Key

4.95 out of 5 average rating, 128 reviews

Siesta Key condo, beach access, heated pool

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'

A cozy porch area features a hanging swing adorned with colorful cushions, complemented by a small dining table and chairs. The entrance is framed by green lattice work, creating a welcoming space. A sign with the text 'WELCOME' is mounted on the wall.

Cottage in Siesta Key

4.86 out of 5 average rating, 173 reviews

Adorable Cozy Silver Sands Cottage on Siesta Key!!

Adorable one bedroom "Old Florida Cottage" on the intracoastal bay side of Siesta Key. This is a stand alone cottage, ground floor, no elevators or flights of stairs to mess with. New Pool with a tiki hut, fishing dock, boat basin (up to 24'), beach access 4 min. walk across Midnight Pass Rd. to the #1 beach with the whitest, softest sand you'll ever see! Hi Def TV in LR , Wifi, TV in BR, Keurig in the kitchen, stocked with everything but your clothes and toothbrush.

Top guest favorite

A charming cottage is depicted with light blue wooden siding and white accents. The front yard is gravelled, surrounded by landscaping featuring mature trees and shrubs. A welcoming porch with a railing leads to the main entrance, enhancing the property's inviting look.

Home in Siesta Key

5 out of 5 average rating, 151 reviews

Beach, Village, Dock & Private Pool! One-of-a-kind

FULLY RESTORED POST HURRICANE! HERE IT IS! This “one of a kind” property is uniquely situated between the beach, canal, village with a private heated pool & dock, one of the best spots on Siesta Key! This charming 1,500 sq. ft. cottage beach home is being offered for the 1st time and post hurricane updates! If you want a cute, private original bungalow style beach cottage home all to yourself without the shared wall feel of a condo, then you are in the right spot!

Top guest favorite

An oceanfront view is captured from the private lanai, showcasing the serene blue waters of the Gulf of Mexico and a heated pool below. Palm trees frame the scene, and beachgoers can be seen in the distance enjoying the sandy shore.

Condo in Longboat Key

4.98 out of 5 average rating, 202 reviews

Condo with a View 1: Open Sunday, $150/nt + Fees!

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!

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

4.96 out of 5 average rating, 335 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!

A well-appointed kitchen features light-colored cabinetry and countertops, with modern appliances including a microwave and oven. An island provides additional workspace, while a dining area is visible in the background. Soft lighting creates a welcoming ambiance throughout the space.

Condo in Siesta Key

4.96 out of 5 average rating, 108 reviews

Palm Bay Club! Resort Style Living on Siesta Key!

Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.

Top guest favorite

Guest suite in Sarasota

4.9 out of 5 average rating, 344 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 vibrant yellow cottage is depicted with a landscaped area featuring palm trees and a gravel yard. Colorful adirondack chairs in pastel shades of pink and blue offer seating options, creating a casual outdoor space. Nearby cottages are visible, enhancing the beachfront setting.

Guesthouse in Bradenton Beach

4.99 out of 5 average rating, 186 reviews

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

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 Sarasota

4.93 out of 5 average rating, 106 reviews

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.

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

4.92 out of 5 average rating, 115 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, 129 reviews

Newly Remodeled Beachfront Studio - On the sand!

A vibrant sunset is captured over the calm ocean waters, with the sun partially dipping below the horizon. A silhouette of a bird is seen flying across the sky, adding movement to the serene scene. The warm orange and yellow tones dominate the visual landscape.

Apartment in Siesta Key

4.93 out of 5 average rating, 71 reviews

Siesta Sunsets Suite

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!

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

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, 110 reviews

Longboat Key-OCEAN FRONT- on the beach

A spacious living area features neutral-colored walls and a large sectional couch adorned with decorative pillows. A glass coffee table sits in front of the couch, complemented by a dining area with wooden chairs and a contemporary table. Natural light enters through multiple windows, enhancing the open feel.

Apartment in Siesta Key

4.92 out of 5 average rating, 26 reviews

Sunset Sensation

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, 406 reviews

Serenity on the Manatee

Waterfront house rentals

Top guest favorite

A serene outdoor space features a sparkling pool surrounded by lush greenery. Comfortable seating is provided under a large umbrella, while decorative light fixtures enhance the ambiance. Tropical plants and well-maintained landscaping create a refreshing atmosphere for relaxation and enjoyment.

Home in Sarasota

4.97 out of 5 average rating, 78 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Top guest favorite

A bright kitchen is showcased, featuring modern cabinetry and appliances. A small dining area with two wooden stools is positioned next to a white countertop. Natural light fills the space through a nearby door and window, creating an open atmosphere.

Home in Bradenton

4.99 out of 5 average rating, 101 reviews

Tranquility on the bay.

Home in Siesta Key

4.9 out of 5 average rating, 110 reviews

Spacious & Modern Gem ~ Walk to Gated Beach ~ Pool

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

An inviting living area features a spacious sectional sofa adorned with vibrant pillows and a cozy fireplace. Large glass doors provide natural light and views of the outdoor pool area, while a unique coffee table complements the mid-century modern design.

Home in Siesta Key

5 out of 5 average rating, 5 reviews

Mid-Century Modern, Pool, Mins to Siesta Key Beach

Home in Sarasota

4.96 out of 5 average rating, 71 reviews

True Island Living House/beach/water views

An outdoor seating area is presented with dark wicker furniture, blue cushions, and an orange throw draped over the arm. A table sits in the center, with manicured grass and a view of the waterfront in the background, framed by a decorative gazebo.

4.95 out of 5 average rating, 150 reviews

MCM Waterfront Retreat • Dock, Kayaks & Beaches

Top guest favorite

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

4.98 out of 5 average rating, 105 reviews

Private Island Old FL Waterfront Heaven on Earth

Waterfront condo rentals

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!

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

4.89 out of 5 average rating, 125 reviews

Crystal House on Siesta Key Beach

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

4.82 out of 5 average rating, 137 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

Condo in Bradenton

4.98 out of 5 average rating, 186 reviews

Luxury 3/3 Margaritaville Resort

A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.

Condo in Longboat Key

4.91 out of 5 average rating, 185 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Top guest favorite

A bright living area features comfortable seating and a light blue color scheme. Large windows provide views of the beach and turquoise waves. The space includes a dining counter with stools and a TV mounted on a wooden cabinet, enhancing the room's open and airy feel.

Condo in Bradenton Beach

4.99 out of 5 average rating, 147 reviews

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

A heated pool is surrounded by lounge chairs set on a white deck, with palm trees and lush greenery nearby. A multi-story building looms in the background, along with a tennis court visible at the side. A safety sign is placed by the gated entry.

Condo in Siesta Key

4.88 out of 5 average rating, 104 reviews

Siesta Key Beach (OHAB) Townhouse #1 beach

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, 166 reviews

The Seabreeze Cottage with peaceful water views

Other waterfront vacation rentals

An outdoor BBQ area is showcased under a covered structure, featuring a picnic table, two grilling stations, and a surrounding landscape of beach and palm trees. The soothing ocean can be seen in the background, enhancing the space for relaxation and dining.

Home in Siesta Key

4.77 out of 5 average rating, 524 reviews

Beachfront Getaway in Siesta Key

A spacious private balcony overlooks the beach, with outdoor furniture arranged for relaxation. Lush greenery and sandy shores are visible in the distance, complemented by bright blue skies and gentle waves of the Gulf of Mexico.

Condo in Siesta Key

4.9 out of 5 average rating, 49 reviews

Romantic 1BR Suite, Private Balcony & Sunset Views

Aerial view captures the pristine beach alongside the expansive manicured grounds of a gated community. The layout features several buildings with red roofs, centered around a heated salt water pool. The shoreline and beach-goers are visible in the distance.

Condo in Siesta Key

4.98 out of 5 average rating, 46 reviews

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Top guest favorite

Villa in Holmes Beach

5 out of 5 average rating, 14 reviews

Beachfront Paradise! Ground level with Heated pool

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, 83 reviews

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

Condo in Sarasota

5 out of 5 average rating, 4 reviews

Johnnys Island Palm | Walk to Beach & Dining

A modern living space is showcased with a comfortable dark sofa and a round coffee table on a textured area rug. A dining table with four chairs is positioned nearby, while a large window offers a view of the ocean and natural light fills the room.

Condo in Siesta Key

5 out of 5 average rating, 42 reviews

Amazing beach view! Entire unit renovated!

Top guest favorite

A dining area is visible with a wooden table surrounded by blue upholstered chairs. Large windows offer views of the beach and turquoise waters, providing a bright, airy atmosphere enhanced by natural light. Coastal-themed artwork adorns the wall, complementing the serene beach scenery.

Condo in Sarasota

5 out of 5 average rating, 59 reviews

Breathtaking Beachfront Views in Siesta Key

Quick stats about waterfront rentals near Siesta Beach

Total rentals
340 properties
Nightly prices starting at
G$12,554 GYD before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
270 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
300 properties have a pool

Destinations to explore