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Waterfront holiday rentals near Lido Key Beach

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Top-rated waterfront rentals near Lido Key Beach

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Top guest favourite
A glass sliding door opens to a private balcony, offering views of palm trees and the beach. Outdoor seating is visible, with a chaise lounge beside a small table. The serene ocean can be seen in the background, enhancing the coastal ambiance.
Apartment in Longboat Key
4.88 out of 5 average rating, 108 reviews

Beachfront Escape – Private Balcony, Gulf Views

Beachfront Bliss — No Streets to Cross, Just Steps from the Sand! Enjoy breathtaking Gulf and sunset views from your private balcony in this spacious, newly updated condo. Featuring a brand-new bathroom and new flooring throughout, this 4th-floor unit (with elevator access) is the perfect retreat for your Longboat Key escape. The condo comfortably sleeps up to 6 guests. Sip your morning coffee or catch dolphin sightings and stunning sunsets from the balcony with 180° view of the Gulf. Elevator.

Top guest favourite
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
4.98 out of 5 average rating, 147 reviews

KING Bed + AMI Beaches + Beach Gear!

🎙️🦩Welcome to the Retro Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this retro “Old Florida” themed condo!

Guest favourite
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.
Apartment in Longboat Key
4.91 out of 5 average rating, 191 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Top guest favourite
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, 153 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 favourite
Two bright turquoise adirondack chairs are positioned on a pebbled shoreline, facing a calm canal. Lush palm trees and greenery surround the area, while distant houses line the opposite bank under a clear blue sky.
Home in Bradenton Beach
4.96 out of 5 average rating, 110 reviews

Waterfront Gem/ Pool Spa+ Dock/ Near Bridge Street

Anna Maria Waterfront oasis! **5 min walk to beach, private dock, pool heat included!!** Relax in the private heated pool, sip coffee on the dock, or walk to the beach. This bright, updated home has spacious living areas, a stocked kitchen, smart TVs, fast Wi-Fi, and cozy beds. Great for families or couples! Grill by the pool, dine under the stars, or fish from the dock. Includes washer/dryer, beach gear, and parking. Your peaceful, sunny getaway awaits—book now!

Top guest favourite
Apartment in Longboat Key
4.98 out of 5 average rating, 211 reviews

Oceanview on Longboat Key!

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 favourite
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.
Apartment in Siesta Key
4.97 out of 5 average rating, 343 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!

Top guest favourite
A spacious patio is highlighted by a heated pool, surrounded by a decorative stone border. Comfortable outdoor seating is arranged nearby, beneath string lights that create a soft glow. A serene water view and lush greenery are visible in the background, enhancing the outdoor ambiance.
Home in Bradenton
4.95 out of 5 average rating, 121 reviews

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI

Beautiful 5 bedroom home renovated in 2023. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

Top guest favourite
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.
Guest house in Bradenton Beach
4.99 out of 5 average rating, 192 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.

Top guest favourite
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.
Home in Bradenton
5 out of 5 average rating, 113 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!

Guest favourite
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.

Guest favourite
A living area is depicted with a neutral color palette and light hardwood flooring. A blue sofa and a wooden coffee table sit in front of a television on a console. A dining area with a table and chairs is visible in the background, alongside large sliding doors leading to an outdoor space.
Home in Siesta Key
4.96 out of 5 average rating, 115 reviews

Siesta Beach home w/ private access, walk to town!

Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, 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 bedroom 3 bathroom beachfront home with Gulf views that sleeps 8.

Popular amenities for waterfront rentals near Lido Key Beach

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Waterfront apartment rentals

Guest favourite
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.
Flat in Bradenton Beach
4.9 out of 5 average rating, 129 reviews

Newly Remodeled Beachfront Studio - On the sand!

Guest favourite
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.
Flat in Bradenton Beach
4.87 out of 5 average rating, 134 reviews

Low Tide @ Tides Inn

Top guest favourite
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
4.97 out of 5 average rating, 115 reviews

Sweet Retreat at Shorewalk!

Guest favourite
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.
Flat in Bradenton Beach
4.89 out of 5 average rating, 227 reviews

Las Palmas Beach Rentals Unit 1

Guest favourite
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.
Flat in Siesta Key
4.84 out of 5 average rating, 269 reviews

Siesta Key - Poolside Suite - Studio - Free kayaks

Top guest favourite
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
4.96 out of 5 average rating, 113 reviews

Longboat Key-OCEAN FRONT- on the beach

Superhost
A modern living room is presented with light gray walls and a large sliding glass door leading to a screened balcony. A comfortable sectional sofa sits against one wall, complemented by a decorative coffee table and a television displaying a serene beach scene.
Flat in Sarasota
4.85 out of 5 average rating, 79 reviews

Stylish gray condo 6 min from Siesta+ heated pool

Top guest favourite
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.
Flat in Ellenton
4.97 out of 5 average rating, 410 reviews

Serenity on the Manatee

Waterfront house rentals

Top guest favourite
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
4.98 out of 5 average rating, 83 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Guest favourite
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, 202 reviews

Peaceful Braden River Oasis: Cottage

Top guest favourite
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, 110 reviews

Tranquility on the bay.

Superhost
Home in Longboat Key
4.85 out of 5 average rating, 131 reviews

Summer House longboat key

Guest favourite
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, 146 reviews

Lake Front House with a Pool

Guest favourite
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

Guest favourite
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
4.89 out of 5 average rating, 101 reviews

Oceanfront home w/sunset views of Sarasota Bay

Top guest favourite
Home in Sarasota
5 out of 5 average rating, 12 reviews

Sarasota Serenity - Minutes to Beach

Waterfront apartment rentals

Guest favourite
A spacious patio provides a serene view overlooking Whitaker Bayou, with boats moored along the water. A round dining table, surrounded by white chairs, offers an inviting spot for meals while enjoying the scenery. The area is complemented by a colorful artwork piece on the wall.
Apartment in Sarasota
5 out of 5 average rating, 9 reviews

Modern 1/1.5 Waterfront at The Strand

Guest favourite
A spacious private balcony provides an unobstructed view of the Gulf of Mexico. Comfortable outdoor seating faces the beach, while lush greenery and palm trees enhance the coastal scenery. The bright blue waters reflect clear skies, creating a serene atmosphere for relaxation.
Apartment in Longboat Key
4.88 out of 5 average rating, 100 reviews

Best views of the beach from your balcony Unit 301

Top guest favourite
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.
Apartment in Longboat Key
4.86 out of 5 average rating, 190 reviews

The Beach Condo #107 Beachfront Full View

Top guest favourite
A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.
Apartment in Bradenton
4.98 out of 5 average rating, 189 reviews

Luxury 3/3 Margaritaville Resort

Top guest favourite
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.
Apartment in Bradenton
4.97 out of 5 average rating, 115 reviews

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

Guest favourite
A serene beach scene is captured, showcasing soft white sand meeting gentle waves of turquoise blue water. A clear sky with wispy clouds stretches overhead, while a lone seagull stands at the water's edge, adding a touch of life to the tranquil setting.
Apartment in Sarasota
5 out of 5 average rating, 12 reviews

1 - Lido Beach, Lido Key, Sarasota, FL

Guest favourite
A large window reveals a stunning view of the sunset over the Gulf. Two red adirondack chairs are positioned to face the ocean, inviting relaxation. The soft glow of the setting sun reflects on the water, creating a serene atmosphere in the living space.
Apartment in Bradenton Beach
4.91 out of 5 average rating, 192 reviews

Beachfront condo in paradise with hot tub

Guest favourite
A cozy lanai features a view of the tranquil lake, with vibrant turquoise chairs arranged around a patterned rug. Potted plants add greenery, while large glass doors provide natural light and an outdoor connection.
Apartment in Bradenton
4.96 out of 5 average rating, 182 reviews

The Seashell Cottage with peaceful water views!

Other waterfront holiday rentals

Guest favourite
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.
Apartment in Sarasota
5 out of 5 average rating, 14 reviews

Luxe Waterfront Resort Style Living at its Best!

Top guest favourite
An open kitchen and living area feature modern cabinetry and stainless steel appliances. A large kitchen island provides seating, while a cozy living space is equipped with a sectional sofa and an armchair. Natural light flows through the sliding glass doors, showcasing the outdoor scenery.
Holiday home in Sarasota
4.91 out of 5 average rating, 45 reviews

Waterside Retreat: Modern 2BR, Mins to Beach & Apt

Top guest favourite
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.
Apartment in Siesta Key
4.98 out of 5 average rating, 48 reviews

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Top guest favourite
An aerial view of a single-story home with a blue exterior and a metal roof highlights a private pool surrounded by a spacious patio. Lush landscaping and palm trees create a tropical atmosphere, while a shaded seating area under the umbrella invites relaxation.
Home in Sarasota
5 out of 5 average rating, 42 reviews

Waterfront Retreat | Heated Pool & Boat Dock

Guest favourite
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 Sarasota
4.92 out of 5 average rating, 25 reviews

Coastal Retreat near Siesta Key Beach and Downtown

Top guest favourite
Home in Sarasota
5 out of 5 average rating, 18 reviews

Brand New Luxury Home w/ Pool & Putting Green

Guest favourite
A modern living area is visible, featuring a spacious sofa paired with a low coffee table. Large glass doors open to the waterfront view, allowing natural light to fill the space. A dining area with a marble table and elegant chairs is positioned nearby, accentuated by a stylish chandelier.
Villa in Sarasota
4.98 out of 5 average rating, 55 reviews

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota

Guest favourite
A spacious bedroom features a large bed adorned with a blue throw and several pillows. Two framed art pieces are displayed above the headboard. Nightstands with lamps are placed on either side, while a door on the left leads to another room.
Cottage in Sarasota
4.94 out of 5 average rating, 36 reviews

The All Hands On Deck Cottage at Casa Limonada

Quick stats about waterfront rentals near Lido Key Beach

  • Total rentals

    20 properties

  • Nightly prices starting at

    £99 before taxes and fees

  • Total number of reviews

    340 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Sarasota
  6. Lido Key Beach
  7. Waterfront rentals