Waterfront holiday rentals in Sarasota

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.

4.95 out of 5 average rating, 146 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.

ViewBeachIndoor spaces

4.98 out of 5 average rating, 103 reviews

A cozy living area features a light blue wall, with a comfortable white sofa arranged around a neutral-toned rug. In the foreground, a wooden dining table with four chairs provides seating. Natural light enters through a doorway that leads to an outdoor space.

Guest house in Bradenton

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

BeachViewQuiet

4.94 out of 5 average rating, 171 reviews

Three blue Adirondack chairs are positioned on a grassy area overlooking a tranquil canal. The chairs face the water, enhancing the serene environment. A white picket fence borders the space, with greenery and trees visible in the background.

Cottage in Bradenton

Waterfront Retreat• Private Pool• Golf• Ping Pong!

Dive into the ultimate summer getaway! Relax at this cozy waterfront cottage with a private pool, & a short drive to AMI’s white-sand beaches. 2BR/2BA with two living areas include a bright Florida room overlooking the canal. Enjoy ping pong and a putting green ⛳. Start your mornings with coffee on the dock, watching fish jump out of the water. Fast WiFi, workspace, beach gear, and a kitchen with cooking essentials. Perfect for beach days, family getaways, or a relaxing coastal escape.

BeachViewAmenities

5.0 out of 5 average rating, 112 reviews

Manatee Cove: Waterfront Oasis w/GameRoom &HotTub

Welcome to Your Private Waterfront Oasis! This spacious home on a serene canal off Sarasota Bay features 3 bedrooms, 2 bathrooms & a HUGE climate-controlled game room! Enjoy direct water access for fishing, canoeing, kayaking and spotting manatees. Just 7 minutes from the airport & 15 minutes from Sarasota, you’ll have access to beautiful beaches like Siesta Key & Anna Maria Island. Offering free WiFi, BBQ grill & firepit, this retreat is perfect for families seeking relaxation & adventure!

ViewBeachKitchen

5.0 out of 5 average rating, 118 reviews

Flat in Longboat Key

Beach Bliss: Discounted August & September!

This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

ViewBeachOutdoor spaces

4.95 out of 5 average rating, 419 reviews

Tiny home in Sarasota

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

ViewBeachGetting around

4.98 out of 5 average rating, 123 reviews

Home in Bradenton Beach

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

ViewBeachAccess

A charming house with a well-manicured lawn is framed by lush greenery. The front porch is accented by decorative red doors, and a stone walkway leads up to the entrance. Large trees provide shade over the landscaped yard.

5.0 out of 5 average rating, 107 reviews

Peaceful Braden River Oasis: Main House

Escape to our charming riverfront Main House—a spacious 2 bed, 2 bath retreat that sleeps up to 7. Enjoy stunning river views, a screened-in porch, and access to the peaceful river dock. With a master suite featuring an outdoor shower and a spacious lofted sleeping area, this home offers everything you need for a relaxing and memorable getaway. Part of a unique property with two other rental units—perfect for groups or families seeking tranquility and adventure.

BeachRiverTV

4.97 out of 5 average rating, 119 reviews

Home in Sarasota

Lovely Home by Sarasota Bay

Enjoy a stylish coastal bungalow in North Sarasota, just minutes from downtown’s restaurants, shops, and Sarasota Bay. Relax in modern comfort with central A/C, high-speed WiFi, and smart TVs in every room. Nearby, explore beaches like Siesta Key, Lido Key, and Anna Maria Island. The fully-equipped kitchen, comfortable bedrooms, and modern bath make for a relaxing stay. Plus, you’re close to top attractions like The Ringling Museum, Marina Jack, and more!

ViewBeachWalkability

An aerial view captures a serene private pool encompassed by a stone patio, with several lounge chairs arranged nearby. Lush greenery and tropical plants border the scene, while a dark pond reflects the surrounding nature, enhancing a tranquil outdoor space.

5.0 out of 5 average rating, 141 reviews

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG

🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

ViewBeachWalkability

4.98 out of 5 average rating, 126 reviews

Home in Sarasota

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

BeachViewBack garden

4.98 out of 5 average rating, 366 reviews

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

DEC SALE! Sarasota #1 Luxury Villa w/PRIV BEACH!

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

BeachViewShared spaces

Popular amenities for waterfront rentals in Sarasota

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.94 out of 5 average rating, 141 reviews

Flat in Siesta Key

Siesta Premier Location - The 'Calm of Siesta'

BeachViewFamily

4.91 out of 5 average rating, 152 reviews

Flat in Bradenton Beach

Newly Remodeled Beachfront Studio - On the sand!

BeachViewCheckout

Flat in Gulf Gate Estates

A light-filled living area features a comfortable gray sofa with green accent cushions, positioned near sliding glass doors. Outside, a private outdoor space is visible, shaded by a large umbrella, surrounded by greenery. A decorative ottoman sits in front of the sofa, enhancing the inviting space.

4.87 out of 5 average rating, 102 reviews

Private Garden Apartment with Heated Pool | 1BR

ViewBeachTV

4.85 out of 5 average rating, 380 reviews

Flat in Siesta key

· King bed . Pool. Daily rentals

BeachViewLong stay

4.96 out of 5 average rating, 124 reviews

Tall grasses gently sway in the foreground, framing a serene beach scene. Soft waves lap against the shore, reflecting hues of orange, pink, and purple from the sunset sky. Cloud formations add depth to the view, enhancing the tranquility of the coastal landscape.

Flat in Longboat Key

Longboat Key-OCEAN FRONT- on the beach

BeachViewSleep quality

4.97 out of 5 average rating, 151 reviews

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.

Flat in Bradenton

Sweet Retreat at Shorewalk!

BeachViewAccess

4.71 out of 5 average rating, 196 reviews

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.

Flat in Siesta Key

Siesta Key Condo. Sit by the water !

RiverViewAccuracy

4.84 out of 5 average rating, 212 reviews

A bright living area features a comfortable sofa facing a television, with a small dining table beside a window. Beach gear is organized nearby, and large glass doors offer a view of palm trees outside, allowing natural light to illuminate the space.

Flat in Bradenton Beach

"Dream Away" at The Beach Dreams Resort

ViewBeachCondition

Waterfront house rentals

4.89 out of 5 average rating, 113 reviews

A serene outdoor seating area features several lounge chairs with cushions, positioned on a brick patio overlooking tranquil water. The setting is complemented by a soft sunset in the background, with lush greenery visible across the bay.

Home in Sarasota

Oceanfront home w/sunset views of Sarasota Bay

ViewBeachSleep quality

4.78 out of 5 average rating, 561 reviews

An inviting beach scene features a sun umbrella providing shade over a wooden lounge chair, set upon soft, sandy shores. The clear blue sky contrasts with the tranquil turquoise waters, creating a peaceful atmosphere near the shoreline.

Home in Siesta Key

Beachfront Getaway in Siesta Key

ViewBeachCondition

5.0 out of 5 average rating, 124 reviews

River House with Kayaks. Relax on the River.

BeachRiverValue

4.97 out of 5 average rating, 114 reviews

A large, colorful sign displays the text 'Siesta Beach #1 Beach in the USA!' against a backdrop of a cloudy sky. The sign features images of people enjoying beach activities, surrounded by wooden posts and rope detailing, set in a grassy area that leads to the beach.

Home in Siesta Key

Siesta Key Quaint Beach House

BeachBikingKitchen

4.95 out of 5 average rating, 100 reviews

Home in Cape Coral

Luxury Waterfront Home/Hot Tub/BBQ | 8 Guests

ViewLocationOutdoor spaces

Home in Gulf Gate Estates

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.

4.92 out of 5 average rating, 121 reviews

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

ViewBeachFamily

4.98 out of 5 average rating, 121 reviews

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

Private Island Old FL Waterfront Heaven on Earth

ViewBeachQuiet

4.98 out of 5 average rating, 40 reviews

Home in Siesta Key

Luxury Canal-Front Home + Heated Pool Near Beach

BeachViewCheck-in

Waterfront apartment rentals

A dining table is set with elegant glassware and neutral tableware. A decorative figurine of a crane stands between two tall candlesticks, with a soft ocean view visible through the screened lanai in the background.

4.92 out of 5 average rating, 102 reviews

Siesta Key Oasis with Gulf Views

BeachViewDecor

Apartment in Longboat Key

An aerial view shows a two-story beachfront property with direct access to the beach. A shared pool is visible in the center, surrounded by lounge chairs. The studio unit is indicated with a blue circle on the left, featuring a patio area and proximity to the sandy beach.

4.87 out of 5 average rating, 209 reviews

The Beach Condo #107 Beachfront Full View

ViewBeachPool

Apartment in Longboat Key

4.98 out of 5 average rating, 107 reviews

Beach Condo with Quiet, Private Beach

ViewBeachFamily

A serene pool area is bordered by palm trees, reflecting the gentle hues of a sunset. Lounge chairs are arranged around the pool, and a shaded cabana is visible in the background. The tranquil water mirrors the evening sky, enhancing a peaceful atmosphere.

4.97 out of 5 average rating, 134 reviews

Private Beach with Loungers · 2 Pools & Bay Views

BeachViewLocation

4.98 out of 5 average rating, 184 reviews

A spacious living area features a light-colored sofa against a vibrant tropical leaf mural. A sleek white entertainment unit holds a flat-screen TV, complemented by a decorative lamp and a colorful area rug underfoot. Natural light filters through window blinds.

Apartment in Bradenton

KING Bed + AMI Beaches + Beach Gear!

ViewBeachAmenities

Superhost

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.

4.88 out of 5 average rating, 146 reviews

Crystal House on Siesta Key Beach

ViewBeachCleanliness

A dining area is presented with a large wooden table surrounded by blue upholstered chairs. Sunlight pours through expansive windows, revealing views of the turquoise waters and sandy beach beyond. A beach-inspired artwork decorates the wall, adding a touch of coastal charm.

5.0 out of 5 average rating, 100 reviews

Breathtaking Beachfront Views in Siesta Key

ViewBeachWalkability

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.