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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
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.
Apartment in Longboat Key
4.96 out of 5 average rating, 113 reviews

Longboat Key-OCEAN FRONT- on the beach

My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

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.
Condo 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 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.

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

Summer House longboat key

Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach. minutes from St Armand’s circle. feel free to reach out with any questions or requests

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.
Condo 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
The bedroom features a spacious bed with decorative pillows and a light blue throw. An accent bench sits at the foot of the bed, while a round mirror reflects soft lighting from a chandelier. A patterned wallpaper adds a coastal touch, enhancing the serene ambiance.
Condo in Bradenton
4.97 out of 5 average rating, 119 reviews

KING Bed + Anna Maria Island Beaches + Beach Gear!

⚓️🦩Welcome to the Coastal Flamingo! Your nautical 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 coastal escape!

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
Condo in Longboat Key
4.98 out of 5 average rating, 212 reviews

Oceanview on Longboat Key: Open Saturday Night!

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.
Condo in Siesta Key
4.97 out of 5 average rating, 344 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 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, 112 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 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.
Guesthouse 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 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.
Condo in Longboat Key
4.86 out of 5 average rating, 190 reviews

The Beach Condo #107 Beachfront Full View

Unit #107 has private beach access. Only a few steps to the beach will full gulf view. This end condo unit is quiet, ground floor . It is a small studio: new queen murphy bed and queen sofa bed. No separate bedroom. Limited initial limited supply of products/soaps/towels. Common use W/D across from unit. This is a small studio at 330 sq ft. It has been recently remodeled. Grounds, unit, pool recently renovated due to hurricanes.

Popular amenities for waterfront rentals near Lido Key Beach

Kitchen
Wi-Fi
Pool
Free parking on premises
Air conditioning

Waterfront apartment accommodation

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.
Apartment in Bradenton Beach
4.9 out of 5 average rating, 129 reviews

Newly Remodeled Beachfront Studio - On the sand!

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.
Apartment 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.
Apartment 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.
Apartment in Siesta Key
4.84 out of 5 average rating, 269 reviews

Siesta Key - Poolside Suite - Studio - Free kayaks

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.
Apartment in Ellenton
4.97 out of 5 average rating, 410 reviews

Serenity on the Manatee

Top Guest favourite
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, 118 reviews

Siesta Premier Location - The 'Calm of Siesta'

Superhost
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, 186 reviews

Siesta Key Condo. Sit by the water !

Guest favourite
A vibrant blue exterior of the studio is surrounded by lush greenery. Two chairs are positioned on a gravel patio area, providing a welcoming spot outside. The entrance to the studio is framed by palm trees, emphasizing a serene and inviting setting.
Apartment in Sarasota
4.84 out of 5 average rating, 327 reviews

· King bed . Pool. Daily rentals

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, 84 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 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

Guest favourite
Home in Siesta Key
4.9 out of 5 average rating, 113 reviews

Spacious & Modern Gem ~ Walk to Gated Beach ~ Pool

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, 6 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 Siesta Key
5 out of 5 average rating, 12 reviews

Sarasota Waterfront Pool Home with Dock

Waterfront condo accommodation

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.
Condo 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.
Condo in Longboat Key
4.88 out of 5 average rating, 100 reviews

Best views of the beach from your balcony Unit 301

Guest favourite
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, 126 reviews

Crystal House on Siesta Key Beach

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.
Condo 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.
Condo 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.
Condo in Sarasota
5 out of 5 average rating, 12 reviews

1 - Lido Beach, Lido Key, Sarasota, FL

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.
Condo in Bradenton
4.96 out of 5 average rating, 182 reviews

The Seashell Cottage with peaceful water views!

Top Guest favourite
Condo in Siesta Key
4.95 out of 5 average rating, 129 reviews

Siesta Key condo, beach access, heated pool

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.
Condo 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
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, 26 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

Top Guest favourite
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.
Condo in Sarasota
5 out of 5 average rating, 62 reviews

Breathtaking Beachfront Views in Siesta Key

Quick stats about waterfront rentals near Lido Key Beach

  • Total rentals

    20 properties

  • Nightly prices starting at

    $199 AUD 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