Holiday rentals with lake access in Winter Park

4.96 out of 5 average rating, 190 reviews

The expansive lake is showcased during sunset, reflecting vibrant colors in the sky. Surrounding greenery adds a natural touch, while a dock extends into the water, offering a serene view of the landscape. Soft light illuminates the pathway along the lake's edge.

Hotel room in Orlando

PentHouse Suite with 2X View

Located at the gates of Walt Disney World, this Awesome PentHouse Suite offers easy access to area theme parks, and entertainment venues in the surrounding area, including Walt Disney World, Universal Studios, Sea-world, Legoland + Amazing Restaurants, Shopping and many more. Best of all wonderful views with 2 Large Balcony's, 1 for Sunrise @ East Side and 1 for Sunset @ West side overlooking Disney World with amazing fireworks every night, Enjoy! **Security camera for safety @ Entry door only!

4.94 out of 5 average rating, 148 reviews

A cozy living area features comfortable seating and a flat-screen TV, complemented by light streaming in through white blinds. A well-equipped kitchen is visible in the background, and an inviting bedroom with a king bed is seen alongside a detached private sauna, surrounded by lush greenery.

Cottage in Orlando

Mills Lakeside

Beautiful over-sized private 1 bedroom cottage, overlooking the lake. We are close to several other lakes and dog friendly parks to explore. Comfort was our number one focus when choosing furniture, and there is even a king sleep number mattress in the bedroom. The kitchen is fully equipped with a dining area, living area, desk/office space, washer, dryer, flat screen TV, wifi, cable TV with HBO, Netflix & Amazon. Light breakfast & snacks. Please note there is an additional charge to use pool.

4.88 out of 5 average rating, 588 reviews

A spacious pool house is visible behind a lush, green lawn, surrounded by trees. A paved path leads to the inviting pool area, while a gated fence provides added privacy. Sunlight filters through the leaves, creating dappled patterns on the grass.

Bungalow in Maitland

Maitland-Orlando Area, FL. Pool House Bungalow

Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view. 27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.

Apartment in Altamonte Springs

A spacious outdoor area features a pool surrounded by a tiled patio. Comfortable lounge chairs are neatly arranged around the pool, while decorative planters with blooming flowers add a touch of color. The setting is complemented by manicured lawns and a clear sky.

4.96 out of 5 average rating, 333 reviews

St.John suite

Luxurious space with PRIVATE ENTRANCE, BATHROOM, and breakfast kitchenette. Located on a large lake front property with amenities that include private dock, pool, large manicured lawns and much more. Ideal for canoeing, watching the sun rise or doing nothing at all. Close to theme parks and beaches. Spring Valley is a peaceful community with age old oak tree lined streets, Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting.

Guesthouse in Deer Island

An outdoor patio area features a screened enclosure with a private swimming pool. Comfortable seating is arranged around the pool, and lush greenery surrounds the space, providing a serene environment. Potted plants add a touch of color, enhancing the tranquil setting.

4.95 out of 5 average rating, 127 reviews

Sapphire Cottage - sleeps 6, on 5 acres with canal

On 5 beautiful wooded acres with a boat dock on the canal. Relax by the shared pool, enjoy a BBQ by the firepit, fish from the boat dock, enjoy nature, or simply read a book in the gazebo. Sapphire Cottage has a Master with a queen size bed, a fully equipped kitchen, 2 full size sofa-beds, dinning area for 6, and a full size bathroom. Whether you are looking to relax, enjoy the farm animals, or a bit of adventure we have the perfect location. We live in the main house across the cottage.

Place to stay in Audubon Park

A modern structure with a sloped roof is set amidst lush greenery. The open patio features sleek outdoor seating, providing a comfortable space for relaxation. Large windows allow natural light to fill the interior, while the manicured lawn adds to the serene environment.

4.98 out of 5 average rating, 104 reviews

Hip RetroModern Lakefront Cabana w/ EV Charger

The Kiwi Cabana is a modern euro-style studio that offers the best in location, comfort, and ambiance! Relax with a glass of wine on the patio or dock & enjoy a gorgeous sunset on the lake. Light the fire pit and fire up the grill for a romantic evening. Luxe Queen Murphy Bed. Wifi. Cable. Outdoor Lighting & Sound System. Spacious Leather Sectional. Multiple Coffeemakers. Dishwasher. Microwave. CounterTop Oven. Electric Vehicle Charger at Dedicated Guest Parking Space. STR License #1009857

4.96 out of 5 average rating, 205 reviews

A spacious deck features a comfortable seating area with soft cushions and a low table, overlooking a serene lake and lush greenery. The blue sky is dotted with clouds, enhancing the peaceful setting surrounded by tall trees.

Yurt in Orlando

Lakefront at The Yurt House w/Jacuzzi

Escape to our rare and unique lakefront yurt, The Yurt House, for a serene retreat. Only 30 minutes from major theme parks, this sanctuary is perfect for a romantic getaway or a family adventure. Indulge in the yurt's cozy interior, meticulously designed for your comfort and adorned with charm. Your comfort and enjoyment are our top priorities, and we can't wait to create an unforgettable stay tailored to your desires. Simply inform us of your preferences, and we'll take care of the rest!

Cottage in Altamonte Springs

A charming lakefront cottage is viewed from across the water, showcasing its blue exterior. The porch area includes a deck with seating, and two light-colored lounge chairs are positioned on the grassy lawn, surrounded by lush greenery and trees.

4.99 out of 5 average rating, 135 reviews

Incredible Private Lakefront Cottage Retreat

You can fully relax in this adorable lakefront cottage. We're sure you'll enjoy all of the wonderful amenities this peaceful property has to offer. Our incredibly unique cottage is nestled under a large grand oak tree and tucked away behind climbing jasmine vine clad fencing and security gates. Inside, you will find a new remodeled fully stocked kitchen and luxury bathroom. Our cozy cottage has all the comforts of home and more. Reserve your stay today and enjoy this special property.

Superhost

An outdoor patio area is furnished with a seating set featuring turquoise cushions, under a shaded pergola. A private pool reflects the blue sky, and a built-in grill is positioned nearby, enhancing the inviting atmosphere for relaxation and outdoor dining.

Guesthouse in Wadeview Park

4.86 out of 5 average rating, 316 reviews

Couples Oasis *Heated Pool* and Lake View

Have a romantic getaway in this SODO Couples Oasis Retreat with private pool or come work alone in this peaceful oasis. Perfect for couples or the busy profesional who want privacy and quiet with lake view while relaxing by the pool. Centrally located in SODO by downtown Orlando. Close to everything. Walk to great nearby eating places. Love ice cream Kelly’s Hand Made ice cream is a 5 minute walk from the house. *Heated Pool* available for $20 fee for first day and $10 every extra day.

Tiny home in Baldwin Park

A cozy sleeping area features a spacious bed adorned with a textured blanket and decorative pillows. Warm light is provided by pendant lights above, while vibrant art pieces and greenery enhance the decor against a neutral backdrop.

4.96 out of 5 average rating, 333 reviews

Costa Rica Vibes Free Bikes 12PM Checkout

Romantic lakefront cabin with Costa Rica vibes in Orlando. Wake to sunrise views from your heated king bed. Sip Cuban espresso in the garden, walk or bike to Baldwin, Winter Park & Downtown or explore The Cady Way Trail. Enjoy a couple’s rain shower, grill, fire pit, and hammock. Guests love the peaceful setting, artful touches, and location minutes from the airport, arena & trails. Perfect for anniversaries, solo stays, and creative escapes. ⚠️Sorry - there is no lake dock access.

Guest suite in Lake Underhill

A private outdoor area is showcased, featuring a sparkling pool accompanied by a hot tub. Lush greenery and colorful plants surround the space, while comfortable seating options, including bright blue chairs, invite relaxation. A pergola provides shade, enhancing the tranquil atmosphere.

4.92 out of 5 average rating, 383 reviews

Downtown Orlando Garden Retreat

This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

Home in Lake Eola Heights

A spacious living area features a modern sofa in light upholstery, complemented by a wooden coffee table. A sleek pool table occupies one corner, while large windows allow natural light to brighten the room. A contemporary floor lamp adds a touch of elegance to the space.

4.93 out of 5 average rating, 132 reviews

Spacious DT Orlando house off Lake Eola/ sleeps 6

Nestled in the historic Lake Eola Heights neighborhood and centrally located a block from Lake Eola Park. Close to bars and restaurants, and only a 20 min drive to MCO & all major theme parks. Space was designed with luxury appointments, for the upscale traveler to be comfortable as well as someone seeking accommodations with better offerings than that of what hotels have to offer. With 2 King beds in the bedrooms our space is big enough to fit your entire group.

Popular amenities for Winter Park lake access rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Lake access house rentals

A spacious living area is furnished with comfortable gray sofas and a soft rectangular ottoman. A stone accent wall with a mounted flat-screen TV adds texture. Artistic wall decor and stylish lighting fixtures complement the modern design, creating an inviting space for relaxation.

4.81 out of 5 average rating, 170 reviews

7485 - Luxurious 3 Bedroom Townhouse behind Disney

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.

4.98 out of 5 average rating, 105 reviews

Mickey's Lakefront Villa at Sunset Lakes

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.

4.87 out of 5 average rating, 255 reviews

3 bedroom Villa in Kissimmee

A grand living area showcases a striking stone wall adorned with an extensive collection of framed artwork. Soft seating is arranged around a fireplace, providing a cozy yet elegant atmosphere. A staircase leads to the upper level, while rich drapery frames the large windows, allowing natural light to flow in.

4.98 out of 5 average rating, 172 reviews

Waterfront Wizarding Near Universal's Harry Potter

A screened patio area is equipped with outdoor furniture, including a spacious sectional sofa and a dining table under a shaded canopy. A hot tub is positioned nearby, surrounded by potted plants, while string lights add a touch of ambiance to the setting.

4.98 out of 5 average rating, 120 reviews

Jacuzzi 3BR Villa near Disney, resort amenities

An enclosed in-ground swimming pool is featured, surrounded by a screened lanai. Various lounge chairs and umbrellas provide seating options. The pool is clear and inviting, with a decking area that offers space for relaxation.

4.93 out of 5 average rating, 149 reviews

Disney New Neighbor

4.89 out of 5 average rating, 157 reviews

A scenic view overlooking Starke Lake is presented, featuring a spacious deck with railing. A tranquil pool is visible in the foreground, while vibrant clouds reflect the colors of a sunset in the background, enhancing the natural beauty of the surroundings.

Home in Ocoee

Lakeview Sunsets with Loft Escape West of Orlando

Superhost

Home in Orlando

5 out of 5 average rating, 4 reviews

The Lake Retreat | Lakefront 3BR Home in Orlando

Lake access apartment rentals

4.83 out of 5 average rating, 144 reviews

A private terrace is presented with ample lounge chairs facing a scenic waterfront view. Lush greenery surrounds the area, and a bright blue sky is visible above, enhancing the open atmosphere. The cityscape with buildings is visible in the distance.

Apartment in Orlando

BEST Views~2B2B~Universal~Disney

4.95 out of 5 average rating, 123 reviews

An open living space features a dining area with a dark wood table and chairs. A glass coffee table sits in front of a light-colored sofa. Light wood flooring is observed, complemented by wall art and stylish accents, creating an inviting atmosphere throughout the room.

Apartment in St. Cloud

2 BR Cozi Apartment

4.93 out of 5 average rating, 105 reviews

A sparkling pool is set in a sunny courtyard, surrounded by palm trees and lounge chairs. The three-story building features yellow exterior with red-tiled roofs, and a secure fence encloses the area for privacy and safety.

Apartment in Orlando

2 bedrooms 2 baths near Disney Universal Seaworld

4.96 out of 5 average rating, 124 reviews

The living area features a light-colored sofa adorned with decorative pillows, positioned in front of a wooden coffee table. A large television mounted on the wall displays a tropical beach scene. A blue sideboard complements the coastal-themed wallpaper in shades of blue and white.

Apartment in Kissimmee

Oceanic Oasis Near Disney

4.97 out of 5 average rating, 154 reviews

The living area features a modern sectional sofa adorned with decorative pillows. A sleek coffee table is positioned on a patterned rug, while large sliding doors lead to a balcony, enhancing natural light. An adjacent dining area with stylish chairs is visible in the background.

Apartment in Kissimmee

3121-402 Resort Lake View Disney Universal Orlando

4.96 out of 5 average rating, 128 reviews

A comfortable living area features a spacious couch with reclining sections and soft cushions. A Smart TV is placed on a black media console next to a stylish clock, while light filters through striped curtains. A small table holds a notepad, providing additional convenience.

Apartment in Minneola

Spacious Apartment In Minneola

4.94 out of 5 average rating, 386 reviews

A dining table is set for six, adorned with teal plates and drinking glasses. The living area features a comfortable gray sofa and a TV mounted on the wall, with natural light filtering in from the balcony doors, which lead to a green outdoor seating area.

Apartment in Kissimmee

Great Full Apartment. Just 5' from Disney Orlando

4.76 out of 5 average rating, 119 reviews

A serene studio room features a spacious bed with a light quilt and decorative pillows. A bedside lamp provides soft illumination. A kitchenette with modern appliances is visible, and a closet stands against the wall. Natural light enters through a nearby window.

Apartment in Orlando

Location! Location! Lovely studio in Orlando

Lake access cottage rentals

4.97 out of 5 average rating, 219 reviews

A screened wrap-around porch offers views of the lake, with sunlight casting striped shadows on the floor. Two lounge chairs are positioned for relaxation, while a colorful playpen is set against the railing. Decorative surfboards are mounted on the walls, enhancing the space's charm.

Cottage in Sanford

Lakefront,Sanford airport, Boombah, Venue 1902,UCF

A well-lit living area features a modern television mounted on a textured wall. A comfortable sofa and sleek coffee table invite relaxation. Natural light enters through a window with light-filtering shades. Decorative elements such as a small plant and art pieces enhance the space.

Cottage in Kissimmee

4.83 out of 5 average rating, 280 reviews

15min away from Disney- Family home and pool

4.83 out of 5 average rating, 220 reviews

A cozy living area is highlighted by a deep blue sofa positioned against a light-colored wall. Colorful artwork adorns the walls, with a vibrant floral piece and a nature scene featuring birds. Natural light filters in through the window, creating a warm ambiance.

Cottage in Clermont

Charming Lakefront Cottage Near Disney

Superhost

A single-story park model home is shown, featuring a stone-accented exterior. A large tree provides shade, while a shed stands nearby. The driveway is paved, and bright greenery surrounds the property, contributing to a welcoming environment.

Cottage in Kissimmee

4.74 out of 5 average rating, 152 reviews

Sherwood Forest Vacation Home Near Disney

4.72 out of 5 average rating, 153 reviews

A modern kitchen features stainless steel appliances, including a refrigerator and microwave. A spacious island with bar seating offers two stools, while a dining table is set with blue dishes. Bright, neutral cabinetry provides a fresh atmosphere, complemented by decorative wall art.

Cottage in Clermont

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

A charming cottage exterior showcases a light grey façade with turquoise shutters. A welcoming porch is adorned with seating and potted plants. Leafy shrubs and a stone pathway lead to the front entrance, framed by hanging Spanish moss from the trees.

Cottage in Winter Garden

4.9 out of 5 average rating, 114 reviews

~ 12 Mi to Disney: Downtown Winter Garden Cottage!

4.94 out of 5 average rating, 36 reviews

A spacious living area features high ceilings with exposed wooden beams and a chandelier. Various seating options, including a dark sofa and striped chairs, surround a coffee table on a large area rug. Natural light filters through large windows in the background.

Cottage in Tavares

Unique cottage with a heated pool on the canal