Holiday rentals with a pool in Osage Beach

4.96 out of 5 average rating, 140 reviews

Couple retreat/Family time/Remote work. Lake views

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

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, 104 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. Please inquire prior to booking for details and free n

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.

4.87 out of 5 average rating, 119 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!

Guest suite in Osage Beach

A spacious living area features a light gray sofa and a wooden dining table surrounded by four chairs. A ceiling fan is visible, along with a decorative wall piece that reads 'Lake of the Ozarks.' The kitchen area is seen in the background.

4.94 out of 5 average rating, 185 reviews

Fun in the Sun; Condo Overlooking Lake

Ground level, no steps. Great lake view. Close to shopping mall, restaurants, bars and nightlife. The master bedroom includes a queen-sized bed with a NEW mattress, a full bathroom, TV with cable and DVD. It has a sliding patio door that opens to the deck. Spare bedroom has a queen sized bed. The living room has a 50" flat screen TV with cable; full length windows that overlook the lake. The kitchen has new cabinets and granite counter tops, stainless appliances. Non-smoking and no pets.

A bright three-season room features large windows on two sides, offering views of greenery outside. A glass dining table with light blue chairs is positioned centrally, while a cozy seating area with wicker chairs and cushions is visible in the background.

4.83 out of 5 average rating, 376 reviews

Large, Great View, Fully furnished Luxury 3bd 2ba

Awesome Lake of the Ozarks location off Hwy HH close to the Lodge of the Four Seasons, great restaurants, nightlife, golf, and family friendly activities. 3 bed, 2 bath luxury condo with a gorgeous lake view, three season room accessible from the living room and each bedroom, master bedroom suite and stainless appliances. Great for couples, solo, business travelers, families with kids, and groups. Walking distance to the Regalia Hotel huge swim up bar pool & restaurant. Access to POA gym.

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, 181 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 charming cottage nestled among lush greenery features a welcoming front porch with seating. The light exterior contrasts with the surrounding trees, while a pathway leads to the entrance. Accents like hanging plants and a circular window enhance the inviting facade.

4.99 out of 5 average rating, 137 reviews

Tan-Tar-a Resort Home

LOTO Vacations presents this Perfect Vacation Getaway located in the Margaritaville/Tan-Tar-a Estates in Osage Beach close to MM26. 3 beds/3 bath/Sleeps 8 with a fully equipped kitchen, dining, living room & 4 Seasons room with an interior lake view! Completely Remodeled Inside! 2 pools for renters to use & Margaritaville amenities at with a price. Easy access to Margaritaville Resort, restaurants, etc. Close car ride to Ozark Distillery, Redheads, Shorty Pants, Landshark, Golfing & MORE!

4.9 out of 5 average rating, 144 reviews

A spacious living area is presented, featuring a white leather couch, a coffee table adorned with greenery, and a large television mounted above a fireplace. Natural light floods through sliding glass doors that lead to a patio, where scenic lake views are visible.

Townhouse in Osage Beach

Lake View Condo - Heart of Osage Beach + Boat Slip

**DECK RENOVATION SEPT-DEC** Condo is still available for rent, but the deck will be inaccessible. Access to unit may be necessary during renovation. We will alert you if personnel needs to enter the unit. Enjoy the perfect getaway at this beautifully remodeled 3-bedroom, 2-bath condo at the highly sought-after Ledges Complex. Located at Mile Marker 20 in the Heart of Osage Beach. This location offers an on-site boat slip, and all the amenities you will need to enjoy your stay.

A living space is displayed featuring a comfortable sectional sofa and an armchair. A black dining table is set with placemats, accompanied by four chairs. Natural light enters through sliding glass doors, which lead to a small balcony or patio area.

4.94 out of 5 average rating, 111 reviews

Lake Ozark Condo- Stay & Play!

Osage Vistas is 23 acres of beautifully landscaped grounds with over a mile of paved roads for excellent walking, running and panoramic views of the lake. Its also on the same property as the Regalia hotel and you'll have access to the largest swim up bar pool in the state of Missouri, kids pool, restaurant and playground area. If you want more privacy you can also access one of the POA 6 pools. You will also have a personal designated parking spot directly in front of the unit.

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

Popular amenities for Osage Beach rentals with a pool

Kitchen

Wi-Fi

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

4.89 out of 5 average rating, 127 reviews

The exterior of the home features a spacious deck with sliding glass doors leading into the living area. Surrounded by trees, the property includes a stone retaining wall and patio area for outdoor relaxation.

Home in Lake Ozark

**5 BR**STEPS AWAY FROM H. TOAD'S AND SHADY GATOR!

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

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, 106 reviews

Ozarks Themehouse! Arcade, Games, Views

A charming lake home is nestled among vibrant pink flowering trees. Tall windows and a balcony offer expansive views and natural light. The well-maintained exterior features a combination of light-colored siding and wooden accents, surrounded by lush greenery and trees in the background.

4.9 out of 5 average rating, 61 reviews

Tan-Tar-A Vacation Home on Golf Course & Lake View

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

A spacious outdoor deck showcases comfortable seating arrangements, including a cozy gray sofa and armchairs. A modern coffee table sits in the center, and natural light floods the area, highlighting the surrounding trees and vibrant autumn foliage.

5 out of 5 average rating, 8 reviews

Winter Cozy Serene lake Getaway Awaits!

A screened-in back porch features a hot tub, inviting light from large windows, and a comfortable seating area with two rocking chairs. A colorful area rug lies on the floor, enhancing the space's casual, relaxed feel. Views of the surrounding yard are visible through the mesh screening.

4.95 out of 5 average rating, 38 reviews

Lake Views with Hot Tub, Fire Pit & Spacious Rooms

Condo rentals with a pool

4.67 out of 5 average rating, 9 reviews

Osage Oasis – Unmatched Views, Convenient Location

A serene lake view is captured at sunset, displaying a reflection of warm colors across the water. Silhouettes of boats and covered slips line the shore, while gentle hills are visible in the background, creating a peaceful ambiance.

5 out of 5 average rating, 40 reviews

Peaceful 2 Bedroom Condo with NO Cleaning Fees

The open living and dining area features a round dining table with six chairs, complemented by a bar with seating for four. A comfortable sofa and additional chairs are framed by soft lighting, with a sliding door leading to the outdoor deck.

4.93 out of 5 average rating, 75 reviews

Miles Wide Lake View-Screened Deck, 2BR/2BA

An open living area displays comfortable seating arrangements with soft furnishings and a large flat-screen TV. Natural light streams through large sliding doors, leading to a balcony with lake views. The kitchen showcases spacious granite countertops and bar-top seating, adding to the welcoming ambiance.

5 out of 5 average rating, 12 reviews

Designer Condo Last-Minute Discounts Available

A bright kitchen features a large countertop with seating for three. Modern stainless steel appliances and decorative accents are visible. A pendant light hangs above, and a small table offers a cozy spot for meals. The open design allows natural light to illuminate the space.

4.94 out of 5 average rating, 16 reviews

Cozy 1BR Condo - Pool & Wi-Fi

A serene view of the lake at sunset is captured from the balcony. The water reflects soft hues of orange and purple as a boat creates gentle ripples, while the shoreline is lined with trees and buildings under a softly clouded sky.

4.94 out of 5 average rating, 88 reviews

Family-Friendly lakefront Condo - Stunning Views

A cozy living area is presented, featuring a stone fireplace with a lit fire and a large television displaying nature scenery. A comfortable sectional sofa and a coffee table are arranged on a patterned rug, with a dining area visible in the background.

4.91 out of 5 average rating, 11 reviews

Penthouse Condo Indoor Pool Sauna HotTub Game Room

Condo in Village of Four Seasons

A bright living area features a leather sofa and a matching armchair arranged around a simple coffee table. Large sliding glass doors open onto an outdoor deck, allowing for natural light to fill the space. Shelves above the sofa display decorative items and greenery.

4.95 out of 5 average rating, 161 reviews

Lakefront Condo with Indoor Pool/Hot Tub!

Other holiday rentals with a pool

A serene view of a lake, showcasing the expansive water with several boat slips along the shore. A well-maintained grassy area meets the waterfront, with swimming pools visible in the background. Soft sunlight highlights the tranquil scene, indicative of a peaceful retreat atmosphere.

4.83 out of 5 average rating, 42 reviews

Upscale Waterfront! 3 bed, 3 bath, Boat slip

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.

Apartment in Osage Beach

Luxury LOZ Condo

The living area features a comfortable leather sofa and a round dining table with high-backed chairs. Large sliding glass doors provide access to a private balcony, offering views of the water. A ceiling fan enhances ventilation, while mirrored walls enhance the sense of space.

4.62 out of 5 average rating, 55 reviews

CUTE as BUGS EAR

A covered patio area features a white outdoor dining table with four chairs, overlooking the water. Serene lake views are highlighted by wooden docks in the distance. A small BBQ grill is placed to the side, and a ceiling fan is visible above.

4.97 out of 5 average rating, 30 reviews

B Lakefront! Remolded Boat Slip Patio Views Pool!

4.85 out of 5 average rating, 13 reviews

A serene view of the lake is captured, highlighting the tranquil water and distant shoreline. The sun casts a warm light over the scene, while colorful trees frame the foreground. Surrounding buildings are visible, showcasing a harmonious blend with the natural landscape.

Apartment in Lake Ozark

Stunning Main channel view! Newly remodeled.

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!

4.91 out of 5 average rating, 33 reviews

An expansive outdoor pool area is showcased, featuring a large central pool surrounded by lounge chairs and cabanas. A shaded bar area can be seen, and a stage is set up in the background, flanked by trees and a clear blue sky.

Apartment in Lake Ozark

chilled out