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Lake house vacation rentals in Windermere

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Top-rated lake house rentals in Windermere

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

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Top guest favorite

A tranquil outdoor space features a private pool under a protective screen enclosure, framed by reclining lounge chairs. The setting offers a view of the lake, contrasting with the colorful sunset sky, creating a serene atmosphere for relaxation.

Home in Kissimmee

4.98 out of 5 average rating, 100 reviews

Mickey's Lakefront Villa at Sunset Lakes

Updated Pics Dec 2024. We have no gas burning appliances. We abide by the AirBnB enhanced cleaning protocol. We want our guests to be happy, healthy and safe in their home away from home. Please see house rules. Located in beautiful Sunset Lakes – it's hard to find a vacation home closer to Walt Disney World with all that's offered at Mickey’s Lakefront Villa. Be amazed at how quiet and secluded you will feel yet just minutes away from all of the entertainment that you came here to enjoy.

Top guest favorite

The villa features a modern exterior with a sloped roof and a two-car garage. Palm trees are landscaped around the front yard, which is bordered by well-maintained grass. A clear blue sky provides a bright backdrop to the welcoming entrance.

Home in Kissimmee

4.87 out of 5 average rating, 246 reviews

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

A serene lakeside view is presented, featuring calm waters reflecting a gradient of soft colors during sunset. A wooden dock extends into the water, framed by lush greenery and grasses. The landscape conveys a tranquil setting, inviting moments of reflection in nature.

Home in Winter Garden

4.97 out of 5 average rating, 100 reviews

Waterfront EPIC views, Dock, wildlife Near Disney

Experience the stunning sunrise views over Lake Apopka from our newly refurbished, elegantly appointed 4-bedroom, 2.5-bath vacation home in Winter Garden, FL. This haven is close to Orlando's Universal Studios 20 min, Disney World 25 min) & shopping (Mall of Millenia, premium outlets 17 min) Modern amenities, spacious layout that promises relaxation and convenience making the perfect home for exploring all local attractions and enjoying Florida's natural beauty. Minutes from City Swimming Pool

Top guest favorite

The outdoor pool area is surrounded by a wooden privacy fence, featuring two blue sun loungers and a dining table with four chairs. Lush greenery complements the scene, and a large umbrella provides shade over the patio. Clear blue skies create a bright atmosphere.

Home in Auburndale

5 out of 5 average rating, 121 reviews

Stylish 3BR Retreat with Pool Near Attractions - P

Come relax at this clean, modern and cozy home. Hang out in the private pool or play yard games. Family & pet-friendly with fenced backyard. Walking distance to Lake Juliana for great fishing and watersports! At "The EstablishMint" you will experience Central Florida in a professionally designed home close to Disney, Legoland, Golf Courses, Lake Myrtle Sports Complex, Winter Haven Chain of Lakes, Waterskiing, Bike Trails. Between Tampa & Orlando. Minutes from Lakeland. Extended stays welcome!

The Captain's Lounge features shiplap walls and vintage maritime decor, with luxurious crimson and gold velvet upholstery. An oversized treasure chest serves as a coffee table, while an entertainment center boasts a 65" HDTV. A vibrant view of the adjacent lake is available from the patio.

Home in Osceola County

4.93 out of 5 average rating, 120 reviews

Pirate & Princess: Themed/Disney/Resort

Wishes come true at The Pirate & Princess 5BR/6BA immersive vacation home, 6 miles from Disney. Seeking enchanted adventure? Sprinkle pixie dust, second star to the right, to… Reunion Resort! Gated golf resort; pools/dining/gym. Treasure Island, Peter Pan, Tinker Bell, Captain’s Lounge, Little Mermaid & Moana; Disney-inspired rooms, professionally designed! Private Pool/Spa/BBQ/Chef’s Kitchen/Office/Laundry/WiFi/In-Law Apt./Sunset Lake Views. Family-friendly gem to delight kids! Sleeps 15.

A spacious game room features a blue pool table at its center, surrounded by light wooden flooring. To one side, seating options include modern chairs and a couch, with natural light filtering through large windows. The kitchen and dining area are visible in the background.

Home in Orlando

4.95 out of 5 average rating, 110 reviews

Lake House Retreat w/ Firepit - Centrally Located

Our cozy lakefront retreat in the heart of Orlando boasts a fenced-in backyard with stunning lake views. Relax around the fire pit/wood-burning grill or enjoy a game of corn hole or ping pong on the porch. With a pool table in our game room and comfortable sleeping arrangements for up to 8 guests, this is the perfect place to relax and unwind. Located just minutes from downtown, Disney World, Universal Studios, and the airport, this is an ideal spot to experience all the area has to offer.

The interior of Hook's Cabin features a spacious living area with natural light flooding through large windows, complemented by modern furniture. A heated pool and outdoor lounge area are visible through the glass doors, highlighting the community's inviting amenities.

Home in Clermont

4.88 out of 5 average rating, 144 reviews

Hook's Cabin- Lake & Pool near Disney A-frame

Hook’s Cabin is nestled within the peaceful gated community of Vacation Village it is a beautifully renovated A-Frame home and your perfect place to stay & play! You will enjoy private Lake Louisa access, Heated Olympic-sized community Pool, Pickleball / Basketball courts, play grounds, & FREE parking, Fast WiFi, flat screen smart Tv's w/ cable, full kitchen, & in home laundry. All less than 25 mins from Disney & other Orlando theme parks, and 5 miles from the National Training Center.

A single-story home is showcased with a light gray exterior and a dark garage door. Lush green grass surrounds the front, complemented by palm trees and shrubs. The driveway leads to the entrance, under a clear blue sky with a few clouds.

Home in Kissimmee

4.9 out of 5 average rating, 128 reviews

Peaceful Waterfront Retreat, Close to Everything!

Beautiful 4br peaceful lakefront home in safe, quiet community. Close to major shopping and restaurants! Just a short drive to the Turnpike and 417 highway, close to Disney, Seaworld, Medical City, Lake Nona and the VA Hospital. Comfortable space with smart TVs and central AC. Fully equipped kitchen. Split floor plan perfect for families and friends. The master bedroom faces the rear of the home, large windows allowing natural light to enter the home all while enjoying your waterview!

Top guest favorite

Two wooden cabins are positioned under tall trees, reflecting on the calm water's surface. A small seating area with bright blue chairs and a fire pit is situated on the grassy shore, providing a relaxed outdoor space, while the surrounding nature complements the serene setting.

Home in Clermont

4.93 out of 5 average rating, 211 reviews

Lake Front Home with private Dock on Lake Louisa

Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow full disinfecting of the house.

A screened lanai features a refreshing swimming pool, offering views of a quietly flowing pond surrounded by lush greenery. The space is illuminated by natural light filtering through the mesh enclosure, inviting relaxation amid nature.

Home in Kissimmee

4.82 out of 5 average rating, 110 reviews

Nice pond view home with pool and outdoor theatre!

Enjoy the elegance of this peaceful and centrally-located place just minutes away from Disney World, Sea World, Universal Studios & all other fun attractions of Florida. The house is tucked away in the tranquil zone next to a beautiful quiet pond that you can enjoy every evening after a busy day playing. Enjoy the pool with the sun all day and a private outdoor home theatre at night. We have a grill for your full enjoyment too. Just an hour away from sandy beaches.

A spacious bedroom is decorated with vibrant turquoise walls. A plush bed with a burgundy coverlet is centered, accompanied by two decorative pillows. Nightstands with lamps flank the bed, and natural light filters through the window, creating a calming atmosphere.

Home in Kirkman South

4.89 out of 5 average rating, 145 reviews

1BR Private Unit-4 MINS to Universal & Intl Drive

Discover the charm of Orlando in our spacious, quiet, and renovated 1BR retreat. Nestled in a tranquil cul-de-sac by the lake, this central haven is just 3 min from Universal Studios, 15 min from Disney, and 4 min from INTL Dr. Enjoy a plush queen bed, queen sofa bed, renovated bath, kitchenette, and a private entry. Perfectly situated, 10 min to convention, Millennia Mall, and Outlets. Your rejuvenating escape awaits in the heart of all attractions.

Top guest favorite

A private screened-in pool area features a spacious pool and spa, with a view of a serene lake at sunset. Comfortable lounge chairs are positioned around the pool, and a peaceful nature reserve is visible beyond the water.

Home in Kissimmee

4.99 out of 5 average rating, 121 reviews

Spectacular Lake View - Game Room- Close to Disney

Our home has all the features to comfortably provide your family with the amenities while on vacation! A kitchen ready for your cooking needs, a pool and spa(heating fee required), a Game/Media Room, and TVs throughout the house. The resort offers many amenities, including tennis courts, a sand volleyball court, walking trails, bike rentals, a huge pool, a poolside Tiki bar, a fitness center, a mini-golf, and so much more! Just a short walk away.

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for Windermere lake house rentals

Free parking on premises

Air conditioning

Waterfront lakehouse rentals

A vibrant game room is highlighted by colorful Mario-themed wall art, featuring interactive gaming stations equipped with racing chairs. Adjacent, a home theater is presented with luxurious seating and a large screen, surrounded by atmospheric LED lighting. A resort-style pool and relaxing outdoor space are seen, complemented by poolside lounge chairs.

Home in Kissimmee

4.92 out of 5 average rating, 12 reviews

NEW Modern Villa Near Disney w/ Pool & Spa!

A modern living room features two green accent chairs and a light-colored sofa, arranged around a small coffee table. A wall-mounted TV is positioned above a wooden media console. Large windows provide views of the green outdoor space, enhancing the bright interior.

Home in Casselberry

4.96 out of 5 average rating, 49 reviews

Luxurious Lakefront Home | Near DT & Winter Park

A screened-in patio features a private swimming pool and hot tub, surrounded by a tranquil lake view. String lights create a soft illumination against a colorful sunset sky, enhancing the peaceful outdoor setting.

Home in Kissimmee

4.88 out of 5 average rating, 124 reviews

10 min Disney | Lakeview Hot Tub, BBQ | Game Room

Top guest favorite

The recreation area is designed with vibrant blue lighting and themed decor. It features a pool table, arcade games, and a commercial air hockey table. The walls are adorned with popular character themes, including Super Mario and Avengers, creating an engaging and playful atmosphere.

Home in Kissimmee

5 out of 5 average rating, 90 reviews

Dream Vacation w/Avengers, Star Wars, & Mario Kart

A well-lit bedroom features a spacious bed dressed in a checked blue and white duvet. Flanking the bed are wooden nightstands, each topped with a lamp. Soft carpeting covers the floor, and artwork is displayed on the light blue wall.

Home in Kissimmee

4.89 out of 5 average rating, 141 reviews

Hotel Styles Beds / Fun house / Family Friendlyyy

A bright and spacious living area showcases a modern design, featuring a welcoming sign displaying 'VACATION MODE ON.' A wine bottle and glasses are positioned on the counter, while natural light floods in through large windows, highlighting the dining area and outdoor views.

Home in Kissimmee

4.91 out of 5 average rating, 112 reviews

LARNE LODGE House with Hot Tub 3 miles to Disney!

Two lounge chairs are positioned beside a heated pool, overlooking a serene lake. A pink flamingo pool float rests nearby. The outdoor area includes a large umbrella for shade, creating a peaceful space for relaxation.

Home in Kissimmee

4.92 out of 5 average rating, 87 reviews

Dreamy Waterside Villa | Heated Pool & Near Disney

The expansive exterior of the home is showcased, featuring a terracotta tile roof and a paved driveway leading to the front entrance. The property is situated by a serene lake, with neighboring homes visible in the background, framed by lush greenery.

Home in Kissimmee

4.95 out of 5 average rating, 21 reviews

Modern Lake House with Heated Pool and Theater!

Pet-friendly lake house rentals

A stylish seating area features a sleek lounge chair with wooden accents beside a small side table. A textured mural of flowing lines adorns the wall, complementing the modern aesthetic. A dining area is visible in the background, with a wooden table and chairs.

Home in Kissimmee

4.96 out of 5 average rating, 93 reviews

Modern 4bd house/heated pool,Close to Disney

A tranquil backyard features a sparkling pool surrounded by lush greenery and palm trees. Sunlight reflects off the water, creating a serene atmosphere. A covered seating area adds to the comfort, enhancing the outdoor space that overlooks a picturesque view of Lake Gandy.

Home in Orlando

4.89 out of 5 average rating, 55 reviews

Recharging Lakeview Oasis w/Pool centrally located

A wooden dock extends over calm waters, featuring a single lounge chair positioned for optimal lakefront views. The scene is framed by a bright blue sky, with fluffy white clouds reflecting on the tranquil surface of the water.

Home in Casselberry

4.96 out of 5 average rating, 52 reviews

Sunset Lake Retreat

An aerial view captures the expansive resort area, featuring a winding lazy river, a spacious lagoon-style pool, and a children's play area. The surroundings are landscaped with palm trees, while shaded seating and a tiki bar add to the inviting atmosphere.

Home in Kissimmee

4.9 out of 5 average rating, 119 reviews

4BD Deluxe nxt to Mickey

A cozy living area is highlighted by a decorative wall, a TV mounted above a light-colored cabinet, and a plush seating arrangement. A fire pit with glowing embers is visible, providing a warm ambiance. A game table with two chairs and a pool table is present, alongside a screened pool area showcasing a sunset view.

Home in Kissimmee

4.88 out of 5 average rating, 197 reviews

Waterfront retreat,KING Bed,Heated Pool & Fire Pit

A vibrant Monsters Inc-themed double bedroom is presented, showcasing two double beds adorned with colorful bedding and plush character pillows. The walls are decorated in bold hues of blue and orange. A bedside lamp provides soft lighting, enhancing the playful decor.

Home in Kissimmee

4.78 out of 5 average rating, 107 reviews

Free Waterpark, Fantasy World, Monsters Inc Villa

Top guest favorite

A large swimming pool is bordered by palm trees and lounge chairs, offering plenty of options for relaxation. Umbrellas provide shade in select areas, while the surrounding landscape features neatly arranged pavers leading to additional resort facilities.

Home in Davenport

4.99 out of 5 average rating, 71 reviews

Pet friendly 3bed room home 10 minutes from Disney

The pool area is shown with clear blue water reflecting sunlight, surrounded by lush palm trees. String lights hang above the pool, creating a vibrant outdoor atmosphere. A scenic view of the lake is visible in the background, enhancing the inviting environment.

Home in Altamonte Springs

4.92 out of 5 average rating, 48 reviews

Lakefront House ~ Pool ~ 5 Star Location

Private lake house rentals

A modern two-story home stands proudly with a sleek facade, featuring large windows that provide ample light. A spacious driveway accommodates multiple vehicles, framed by neatly manicured landscaping and palm trees. The home overlooks a grassy area, creating a serene and open atmosphere.

Home in Kissimmee

4.97 out of 5 average rating, 60 reviews

The Family Fun House Kissimmee

A two-story ranch style home features a light exterior with contrasting dark trim. The entrance is highlighted by a decorative door, flanked by landscaped greenery. A manicured lawn extends around the house, with palm trees and other foliage providing a natural backdrop under a partly cloudy sky.

Home in Davenport

5 out of 5 average rating, 15 reviews

Private Ranch Style Home on Lake

A refreshing pool area is surrounded by lounge chairs under a covered pergola, providing shade. Palm trees and vibrant greenery are visible in the background, contributing to a relaxing environment. Sunlight casts playful shadows over the water's surface, creating a serene atmosphere.

Home in Orlando

5 out of 5 average rating, 22 reviews

3bd/3bth 5*,New Epic, Conv Center walking distance

A spacious living area is visible, featuring a comfortable gray sofa and two black chairs. An open kitchen with wood cabinetry and modern appliances can be seen in the background. A bar with three stools creates an inviting transition between the kitchen and living space.

Home in Orlando

5 out of 5 average rating, 6 reviews

Lake View Vacation House (1)

A comfortable living area features soft grey sofas arranged around a round glass coffee table. A ceiling fan is positioned above, while large sliding glass doors offer access to the outdoor space. Light green walls and decorative art pieces add a touch of color.

Home in Orlando

4.85 out of 5 average rating, 13 reviews

4 bed HS 10 min Universal W/Game room & Lake View

The exterior of the home is showcased, featuring a spacious driveway with paver stones, surrounded by lush palm trees. The two-car garage sits on the left side, while the entrance of the house is visible, framed by greenery under a clear blue sky.

Home in Florida Center

4.94 out of 5 average rating, 16 reviews

The Universal Lake Home

Top guest favorite

A charming exterior of the house is presented, showcasing a combination of warm-toned siding and well-maintained landscaping. A concrete pathway leads to the entrance, bordered by vibrant green grass and shrubs. Large windows allow natural light to enter, viewed under a colorful sunset sky.

Home in Kissimmee

4.97 out of 5 average rating, 79 reviews

Serenity W/ a splash of Disney!Short drive 10Mile

An open living area is shown, featuring a modern gray sectional sofa with bright decorative pillows and a light pink throw. A sleek dining table accommodates six, positioned near the kitchen, which is equipped with stainless steel appliances. Coastal-themed artwork adorns the walls, complementing the neutral decor.

Home in Clermont

4.93 out of 5 average rating, 86 reviews

Cozy 3 bed/3 bath Townhouse 11 miles to Disney

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