Waterfront holiday rentals in Lakewood Ranch

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.

Guesthouse 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.

ViewBeachBiking

4.93 out of 5 average rating, 169 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.

BeachRiverCheckout

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!

ViewBeachOutdoor spaces

4.95 out of 5 average rating, 418 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)

ViewBeachWalkability

4.98 out of 5 average rating, 182 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.

Condo in Bradenton

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!

BeachViewGetting around

4.98 out of 5 average rating, 182 reviews

The front of the Guesthouse is showcased, featuring a welcoming light blue door and a stone chimney. Black rocking chairs are positioned on the porch beside landscaped greenery. A decorative sign stating 'WELCOME' is prominently displayed on the side, adding to the inviting exterior.

Home in Myakka City

Charming Country Cottage (Near Lakewood Ranch)

Named one of "Sarasota Area's Favorite Airbnbs" by Sarasota Magazine September 2021! Enjoy solitude in a country setting but have access to many activities, restaurants, and amenities only 10 minutes away in Lakewood Ranch community. The Guesthouse is a 40 minute drive to several wonderful beaches, including beautiful Siesta Key. Other nearby places of interests include UTC Shopping District, Hunsader Farms, TreeUmph and Ellenton Outlet Mall, Myakka State Park, and Celery Fields.

ViewBeachFamily

4.92 out of 5 average rating, 101 reviews

Sea Gem | Waterfront Oasis w/ Pool, Dock + Kayaks

BNB Breeze Presents: Sea Gem → Welcome to your private slice of paradise—a stunning waterfront retreat. Designed for unforgettable days under the Florida sun, this home blends comfort, style, and nature. - Private dock with string lights - Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1st - Rooftop deck with sweeping views - Kayaks and paddleboards for adventures - Outdoor kitchen with grill and wine cooler - Peaceful dolphin sightings from your backyard

ViewRiverCheckout

5.0 out of 5 average rating, 124 reviews

River House with Kayaks. Relax on the River.

Grab a kayak, and hop on the river for a chance to see some of Florida's wildlife. Birds, otters, and alligators! The Riverhouse is a one of a kind vacation home. A fully equipped kitchen, living Rm with leather couches and a dining area. 3 bdrms- a King in the Master, 2 twins in 2nd and a bunk rm, 2 full baths, a balcony, and 2 patios. Situated on a quiet cul-de-sac, only 5 mins from I-75 and 10 mins from UTC Mall, Benderson race park, and exceptional dining experiences.

ViewBeachBackyard

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.

RiverViewKitchen

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!

ViewBeachLaundry

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!

ViewBeachLayout

A screened-in lanai features a heated pool with crystal-clear water, set against a backdrop of pastel skies and lush palm trees. The tranquil lakeside view reflects the surrounding greenery, providing a peaceful atmosphere for relaxation.

4.97 out of 5 average rating, 105 reviews

Aquamarine Oasis - Waterfront, Heated Pool/Hot Tub

Beautiful, bright, modern beach-style home with lakeside view, vaulted-screened lanai, BBQ, and heated pool/hot tub. Relax in an open-concept, single-story house with 4 TV's, unlimited WiFi, 4 bedrooms and multiple sleeping options - great for families! Community clubhouse with lagoon pool, tennis, basketball courts, children's play structure and lush grounds/walkways. Close to shopping, restaurants, golfing, and gorgeous beaches.

ViewBeachLaundry

Popular amenities for Lakewood Ranch waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

Apartment in Longboat Key

5.0 out of 5 average rating, 118 reviews

Beach Bliss: Discounted August & September!

BeachViewCheckout

4.97 out of 5 average rating, 150 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.

Apartment in Bradenton

Sweet Retreat at Shorewalk!

ViewBeachWi-Fi

Apartment 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, 101 reviews

Private Garden Apartment with Heated Pool | 1BR

BeachViewBackyard

Apartment in Bradenton Beach

4.91 out of 5 average rating, 152 reviews

Newly Remodeled Beachfront Studio - On the sand!

BeachViewSolo travel

4.94 out of 5 average rating, 140 reviews

Apartment in Siesta Key

Siesta Premier Location - The 'Calm of Siesta'

BeachViewNearby

Apartment in Longboat Key

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.

4.96 out of 5 average rating, 124 reviews

Longboat Key-OCEAN FRONT- on the beach

ViewBeachLocation

Apartment in Bradenton Beach

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.

4.84 out of 5 average rating, 212 reviews

"Dream Away" at The Beach Dreams Resort

BeachViewBathroom

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.

Apartment in Siesta Key

Siesta Key Condo. Sit by the water !

RiverBeachAccuracy

Waterfront house rentals

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.

4.96 out of 5 average rating, 148 reviews

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

BeachViewBackyard

Superhost

Home in Sarasota

4.85 out of 5 average rating, 117 reviews

LUXE! Heated Salt POOL! Close to Town, Beach, IMG

BeachViewBathroom

4.99 out of 5 average rating, 152 reviews

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 Cortez

Tranquility on the bay.

BeachAmenitiesGetting around

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

4.96 out of 5 average rating, 121 reviews

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

BeachGetting aroundIndoor spaces

The exterior of the house features a large anchor adorned with a thick rope, surrounded by decorative stones. Lush greenery and tropical plants frame the entrance, while a red door invites guests inside. A bicycle leans against the wall, adding a casual touch.

4.94 out of 5 average rating, 109 reviews

Waterfront Home w/ Private Dock, Kayaks, and Yard!

BeachViewNearby

A tranquil view of a small private lake is presented, surrounded by well-maintained homes. The water reflects the clear blue sky and green grass lining the shore, creating a serene setting for relaxation. Lush trees provide shade along the bank.

4.81 out of 5 average rating, 140 reviews

Heated Pool (No Cleaning Fee)

ViewBeachBarbecue

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

ViewBeachIndoor spaces

A comfortable living area is furnished with a gray sofa and decorative pillows. A large beanbag sits on the textured rug, while a medium-sized TV is positioned on a light-colored console. Natural light fills the space through sliding glass doors, adorned with sheer curtains.

4.96 out of 5 average rating, 134 reviews

Waterfront View Mins To AMI Beaches

BeachViewAccuracy

Waterfront condo accommodation

4.97 out of 5 average rating, 140 reviews

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

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

ViewBeachQuiet

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!

ViewBeachOutdoor spaces

4.87 out of 5 average rating, 209 reviews

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

The Beach Condo #107 Beachfront Full View

BeachViewAir conditioning

4.97 out of 5 average rating, 209 reviews

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

Luxury 3/3 Margaritaville Resort

BeachViewQuiet

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.

4.97 out of 5 average rating, 391 reviews

On the Beach; Siesta Key SunBum Studio

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, 133 reviews

Private Beach with Loungers · 2 Pools & Bay View

BeachRiverCheckout

4.89 out of 5 average rating, 121 reviews

Condo in Longboat Key

Beachfront Escape – Private Balcony, Gulf Views

ViewBeachGetting around

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.