Holiday rentals with a pool in Osage Beach

4.96 out of 5 average rating, 139 reviews

Lake views: Couple retreat/Family time/Remote work

Your perfect winter getaway - Truly a guest favorite at the lake! If you're looking for the BEST VIEW of the main channel, you’ve found it! 1 bedroom, 1.5 bath, top floor condo with a loft and HUGE private balcony on the water where you can nestle into a hammock and immerse yourself in views of summer sunsets and stargaze. Located on the desirable Horseshoe Bend—close to restaurants, bars, golf courses, & more! The complex also has a pool with lake views (mid May-mid Sept) Boat+PWC slip May-Sept

A spacious living area features a light-coloured sofa with decorative cushions, accompanied by a coffee table. Large sliding doors lead to a balcony, offering views of the lake. A dining area with a table for four is visible, with additional seating at the counter.

4.95 out of 5 average rating, 110 reviews

Cozy Lakefront Condo, Amazing Lake View! 2bd/2bath

This stunning lakefront condo, located at the 17mm in the heart of Osage Beach, offers both convenience and comfort with its tasteful updates and stunning lake views. You will have seasonal access to 1 heated pool that opens May 1, and 2 lakeview pools that open May 15. You can also enjoy the tennis/pickleball/basketball court open year round. Being conveniently located to wineries, restaurants, activities and much more, makes this an enjoyable and relaxing lake retreat for you and your family.

A cozy living area is presented with stone accents and a wall-mounted television. Two comfortable armchairs are positioned near large windows offering lake views. A light sofa and decorative coffee table enhance the welcoming ambiance, creating a serene space for relaxation.

4.86 out of 5 average rating, 118 reviews

Luxurious/Rare Condo - On the Water - Osage Beach

** Lakefront Paradise at Parkview Bay ** Welcome to your LUXURIOUS lakefront retreat at Parkview Bay, where serenity meets luxury. Nestled within the prestigious Parkview Bay complex, our EXCLUSIVE condo promises awe-inspiring lake views from every angle. Step into your spacious 3 bedroom, 2.5 bathroom condo, thoughtfully upgraded to ensure your comfort and style throughout your stay. Our prime location means you're just moments away from the Osage Beach Premium Outlets and other attractions!

A serene lake scene is presented at sunset, with vibrant hues of pink, orange, and purple reflecting off the water. Dock structures line the shore, and lush greenery is visible in the background, creating a peaceful and picturesque landscape.

4.96 out of 5 average rating, 237 reviews

Prime Location 2B/2B Parkview Bay Lake front, Slip

2 bed, 2 bath high-end finished condo. Boat slip available AMAZING lake views of the state park. This lake getaway offers a 5-minute car drive and short boat drive to all the best hot spots the lake has to offer, including shopping, dining, grocery stores, and kids' activities. Parkview Bay is by far the most desirable condo location in Osage Beach. Near all of the attractions and activities that you're looking for. Shopping, restaurants (Wobbly Boots, Backwater Jack's, Dog Days, Redhead).

A screened-in deck features comfortable wicker seating with blue cushions and a hammock, providing a relaxing space to enjoy the panoramic lake view. Light curtains sway gently with the breeze, framing the serene outdoor atmosphere accessible from both living areas.

4.98 out of 5 average rating, 180 reviews

Lakescape Romantic Retreat w/ Hammock - No steps!

"This is IT!" 3mm Million Dollar Main Channel Panoramic View, Walk-in Level Entry, Two 58" Roku TV's, King Sized Bed, Electric Fireplace, Screened-in Deck, Electric Blackstone Griddle, Salt-water Pool, Deck Furniture, Papasan Lounger, Keurig Coffee, 400mbps WiFi... and a hammock! The perfect retreat for couples, but big enough for a small family... we'd love to host you at Lakescape Romantic Retreat! We believe our condo checks so many boxes that you'll say, just like we did, "This is IT!"

A balcony table set for two overlooks the lake at sunset. Two glasses of beverages are placed on a reflective surface, with a decorative tray featuring a heart-shaped centerpiece. The lake's calm waters shimmer in the warm evening light, enhancing the scenic view.

4.95 out of 5 average rating, 215 reviews

Stylish Lakefront, King Suite, Sunset, Pool, Slip

THE SUNSETS are always spectacular when you have this panoramic view of the lake! Superb convenient location with easy access to US highway 54. Within walking distance to restaurants, shopping and entertainment. Top floor unit with vaulted ceilings & sky windows for wonderful natural light. Fantastic open floor plan with spacious comfortable living area. Enjoy the lakeside Master Bedroom that walks out to the large balcony. This condo is in one of the most popular complexes in Osage Beach!

A waterfront view showcases a three-story condominium complex featuring multiple balconies. Sunlight reflects off the water, and a landscaped area with chairs is visible in front of the building. Lush greenery lines the shoreline, enhancing the serene lakeside setting.

4.93 out of 5 average rating, 166 reviews

Recently Updated Waterfront Condo

This newly updated 1 bed/1 bath Condo sits on the 19mm of the Lake of the Ozarks. The master bedroom has a king bed with a 55 inch Smart TV. Living room has a queen sofa sleeper with a 55 inch Smart TV. Condo has a fully equipped kitchen. Contains all the towels and linen you’ll need during your stay. Complete with washer/dryer. The open deck area contains a patio table and chairs. This condo has all the conveniences of home plus a location just minutes away from family fun!

5 out of 5 average rating, 32 reviews

Top 5%*Shuffleboard*Covered Patio*King Bed*65"TV

* Lakefront*Unobstructed Views*Newly Remodelled*New Furnishings*Lighted ShuffleBoard*65" Frame TV* New King Size Bed*Covered Patio*New Appliances*Updated Bathroom*High Speed Internet*Cable TV Traveling with friends or need more room to spread out? We’ve got you covered. Just downstairs, we also host a separate 2-bedroom, 2-bath unit with its own fireplace, covered patio, and the same incredible lakefront views — perfect for a group trip while still enjoying your own space.

A private deck is seen overlooking a serene lake, with a beautiful sunset casting warm hues across the sky. Two high chairs and a small table are positioned on the deck, providing a tranquil setting for relaxation and enjoyment of the views.

4.93 out of 5 average rating, 30 reviews

WinterRenterDeals/BreathtakingView/On The Water!

Winter Renter Deals available! Ideal for 2 adults &2kids. Stunning Location! Upscale Osage Beach. Lake Front/You Cant get any closer to the water w/Massive view of the lake! Fishing from the Dock. Bball goal, Tennis Court &Gorgeous pool w/breathtaking lake view. Private Deck overlooks the water. Fully stocked kitchen. 1 King bedroom, 1 pullout couch, 1 king size blowup bed, 2 large TV’s, & Easy access to enter. Close to Redhead’s, golf courses &2 miles to Margaritaville

A spacious living area features a comfortable sofa paired with a coffee table and accent rug. High stools are positioned at the kitchen counter, with light-colored cabinetry visible in the background. Soft wall colors create a bright and inviting space, enhancing the open layout.

4.87 out of 5 average rating, 301 reviews

Cute & cozy condo! Sleeps 6 + WiFi! 💙☀️ 🛥️ 🏖️ ⚓

The condo is located by Lake of the Ozarks MM12 with easy access to restaurants, shopping and across the street from the indoor pool/hot tub area. Completely updated and loaded with amenities to complete your vacation getaway. Southwood Shore Resorts offers Boat Ramp (access to)🛥️ Fishing 🎣 Picnic area with playground 🧺 Tennis Court 🎾 Swim Deck 🏊 Outdoor Pool Closed for the season Indoor Pool Hot Tub *Trailer parking is not permitted on the property.

The living area features a modern layout with a comfortable sofa positioned near a circular wooden coffee table. A wall-mounted flat-screen TV is visible, alongside a stylish sideboard. Glass sliding doors open to a balcony, with light filtering through window treatments.

4.95 out of 5 average rating, 102 reviews

Winter Special Book 2 nights, get a 3rd night free

Experience the sheer elegance of this condominium at Lake of the Ozarks! Whether you're embarking on a solo adventure, planning a family-friendly vacation, or seeking a romantic getaway, this unit promises to create lasting memories. Recently remodeled with all-new furnishings, this one-bedroom, one-bathroom retreat comfortably accommodates 1-4 guests. WINTER DEAL ALERT: Book 2 Nights, Get the 3rd Night FREE! Valid for stays December–March.

A contemporary living area features a large sectional sofa, an electric fireplace below a wall-mounted TV, and a striking feature wall of natural stone. Sliding glass doors open to a patio with views of the water, allowing natural light to fill the space.

4.94 out of 5 average rating, 142 reviews

Lake Life Location with Serenity

Enjoy a peaceful and stylish stay at this unique lakefront condo in Osage Beach! Located just minutes from shopping, entertainment, and recreation venues, this 2-bed, 1-bath vacation rental provides a serene escape from the concrete jungle. Spend your days boating, fishing, jet-skiing, and more on the Lake of the Ozarks, then return home to relax on the deck. Make your next vacation one to remember at this central location!

Popular amenities for Osage Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Village of Four Seasons

An aerial view of a spacious pool area surrounded by a paved deck. Lounge chairs with red cushions are arranged around the pool. Shade structures are positioned alongside, providing options for relaxation. The landscape features a stone edge leading to the water, enhancing the lakeside setting.

4.95 out of 5 average rating, 43 reviews

Charming Lakefront Condo Retreat on MM12

4.96 out of 5 average rating, 93 reviews

Fabulous Margaritaville Lake View Home!

A vibrant game room is showcased with classic arcade machines, including Galaga, Marvel superheroes, and Pac-Man. The wall features a playful design reminiscent of vintage gaming, highlighted by colorful characters against a dark background.

4.82 out of 5 average rating, 104 reviews

Ozarks Themehouse! Arcade, Games, Views

An outdoor covered porch features a large dark wood dining table surrounded by wicker chairs, ideal for meals with a view. A lantern sits at the center of the table. Nearby, a grill and additional seating can be seen, with lake views through the railing.

4.95 out of 5 average rating, 152 reviews

Margaritaville Resort area. Grill. Lake view

Superhost

Home in Village of Four Seasons

4.67 out of 5 average rating, 3 reviews

New Condo • 2BR/2BA • Sleeps 6 • pool/hotub

A private pool is visible at the forefront, bordered by a wood deck. The shimmering water reflects the golden hues of the sunset, with expansive views of the lake extending into the horizon. Soft waves create a tranquil atmosphere, offering a serene backdrop.

4.93 out of 5 average rating, 40 reviews

Private Heated Pool Open all Fall! Great Location!

Superhost

A front view of a modern, two-story house is displayed, surrounded by trees with autumn leaves. The entrance features a ramp leading to a spacious porch with wooden railings. The driveway is partially visible, showing the house's placement within the neighborhood.

4.86 out of 5 average rating, 99 reviews

Home next to Margaritaville!

The exterior of the home is visible, showcasing two levels and a screened-in porch on the upper floor. The property is surrounded by trees, providing a natural, wooded setting. A spacious deck extends from the porch, enhancing the outdoor living space.

4.93 out of 5 average rating, 169 reviews

Margaritaville - Tan Tar A Sunset Cliff Hide-A-Way

Apartment rentals with a pool

A vibrant sunset fills the sky with warm hues, viewed from a wooden balcony adorned with hanging flower pots. The serene lake reflects the colorful sky, while boats are moored nearby, creating a peaceful lakeside ambiance.

4.94 out of 5 average rating, 16 reviews

Premium Lakefront Couples Getaway | Fishing- Grill

Apartment in Village of Four Seasons

The tranquil lake view captures a serene sunset, with soft colors reflecting on the water's surface. A spacious outdoor pool is visible, framed by comfortable lounge chairs, offering a perfect relaxation spot. A friendly dog sits on a light-colored couch, emphasizing the pet-friendly atmosphere.

4.96 out of 5 average rating, 128 reviews

The Lucky Minnow-Hot Tub, Pool, Pet Friendly

A welcoming living area features a spacious sofa and a comfortable armchair, complemented by a coffee table and decorative plant. Large windows offer stunning views of the lake, while a fireplace adds warmth to the ambiance. A ceiling fan provides gentle airflow.

4.96 out of 5 average rating, 53 reviews

Lakeside Condo Retreat *views*king BR*fam friendly

A private deck overlooking the lake offers a serene seating area for two. Nearby, a sparkling outdoor pool invites relaxation under clear blue skies. The kitchen features modern appliances and bright cabinetry, while a cozy living area is highlighted by a comfortable sofa and natural light.

4.84 out of 5 average rating, 77 reviews

Waterfront Deck • Steps to Lake • POOL • King Bed

A spacious living area features a deep blue sectional sofa arranged around a wooden coffee table. Natural light filters through large glass doors leading to a balcony, with views of the lake. Decorative wall hangings and a flat-panel TV enhance the inviting ambiance.

4.98 out of 5 average rating, 107 reviews

Gwen's Getaway! 10 Mile Main Channel View!

A panoramic view of the tranquil water at sunset, reflecting warm hues across the surface. The shoreline outlines a mix of residential and commercial areas, with boat slips visible along the water's edge. The distant horizon features the sun setting behind gentle hills.

4.97 out of 5 average rating, 38 reviews

Great view and location at Bridgepointe

A scenic balcony view overlooking the water and boat slips. Two white rocking chairs and a small table sit on the balcony, complemented by gentle blue tones. The surrounding trees and a distant shoreline are visible under a partially cloudy sky.

4.84 out of 5 average rating, 32 reviews

Lake & pool view! Boat slip!

Apartment in Village of Four Seasons

4.92 out of 5 average rating, 72 reviews

Serene Waterscape Ozark Getaway - Grill & BoatSlip

Other holiday rentals with a pool

4.99 out of 5 average rating, 76 reviews

Romantic Lakeshore Retreat - Steps to Water!

Flat in Village of Four Seasons

An inviting outdoor dining area features a wooden table set with dishes and glasses. White chairs are arranged around the table, and views of the marina and surrounding buildings are visible in the backdrop. Warm string lights hang above, enhancing the setting.

4.85 out of 5 average rating, 66 reviews

Daylight Cove: Lakefront Condo, Pool, Hot Tub!

4.94 out of 5 average rating, 47 reviews

A spacious living area is highlighted by a large flat-screen TV mounted on the wall opposite a comfortable sectional sofa adorned with blue and white cushions. Natural light fills the room, which features a dining table visible in the background, alongside a cozy fireplace.

Flat in Osage Beach

Luxury LOZ Condo

The living area is highlighted by a welcoming design featuring modern furnishings. A comfortable sofa faces large glass doors that open to the outdoor space. Decorative plants and colorful wall art add character, complemented by warm lighting and a wood-accented cabinet against a vibrant orange wall.

5 out of 5 average rating, 9 reviews

The Oasis @ Topsider, 2 Resort Style Pools

Cottage in Village of Four Seasons

An aerial view showcases a serene lakefront setting, featuring lush green trees surrounding the property. A small outdoor pool is visible among the trees, with a covered boat dock and slips situated adjacent to the water.

4.99 out of 5 average rating, 97 reviews

Lake Front Cottage - Four Seasons - Mile Marker 13

The screened-in balcony features two comfortable blue chairs positioned next to a small glass table. The space is adorned with a decorative wall piece, offering a view of the lake and surrounding area, while sunlight creates an inviting atmosphere.

5 out of 5 average rating, 16 reviews

Exclusive luxury condo with lake view

5 out of 5 average rating, 7 reviews

A modern living room features a comfortable sectional sofa facing a large wall-mounted TV. Natural light floods the space through expansive sliding glass doors, which open to a private deck. A massage chair is positioned nearby, accompanied by stylish floor lamps and a coffee table.

Flat in Osage Beach

Penthouse “Sweet 503” Topsider