Holiday rentals with a pool in Osage

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Osage

  • Total holiday rentals

    Explore 570 holiday rentals in Osage

  • Nightly prices starting at

    Osage holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 14,690 verified reviews to help you choose

  • Family-friendly holiday rentals

    450 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wifi availability

    560 of Osage holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Osage rentals

  • 4.8 Average rating

    Osage stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated rentals with a pool in Osage

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Superhost
A covered porch is featured with a round table and two high-backed chairs overlooking the water. A small potted plant is positioned at the center of the table. The view includes boats docked in the distance, surrounded by lush greenery.
Apartment in Osage Beach
4.76 out of 5 average rating, 123 reviews

Fantastic Water View Dock Slip Availibilty

Harbor Point is the place to be on the 21 MM. This adorable 1 bd/1bath unit includes a 10x26 dock slip. Arguably the BEST price in the complex! Relax on your covered porch with comfy porch seating, see the boats and hear the sound of summer! This complex offers a clubhouse, outdoor pool (May-Oct), laundry facilities, pickleball courts and a boat ramp. Great for relaxing or fishing tournaments. Has a boat launch and trailer parking on site. Harbor Point is close to restaurants by land and water.

Top guest favourite
Apartment in Osage Beach
5.0 out of 5 average rating, 114 reviews

Sunrise at the Harbor

You're sure to enjoy your stay in this stylish lake front condo centrally-located at the desirable 21 MM in the heart of the Lake of the Ozarks. Located just off Hwy 54 in Osage Beach, lakefront restaurants and bars are minutes away by both land and water. Grocery stores and shopping are just down the road, and the condo is equipped with everything you could possibly need if staying in is your thing. The complex offers a pool, laundry facility, tennis/pickleball courts, and an on-site boat ramp.

Guest favourite
A spacious bedroom features a large bed covered with a patterned blanket. Soft lighting is provided by bedside lamps on matching dressers. A comfortable chair is positioned by a window, and art pieces adorn the walls, enhancing the serene atmosphere of the room.
Townhouse in Osage Beach
4.94 out of 5 average rating, 142 reviews

Large Condo: Many amenities, updates & pickleball!

We have updated our space throughout with you in mind! Top level end unit with vaulted ceilings, lots of natural light, close to swim deck & amenities. Comfy furniture throughout! The resort is a lake classic & centrally located. Your family will love time here, making memories at the pools & in the lake, or on the playground & tennis courts. You can almost hear the laughter of family & friends out on the deck! Close to food, entertainment and fun. We’d love to help you plan your next getaway!

Guest favourite
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
4.91 out of 5 average rating, 158 reviews

Lake View Condo - Heart of Osage Beach + Boat Slip

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, you are just minutes away from all the attractions you desire. This location offers an on-site boat slip, and all the amenities you will need to enjoy your stay. Spend the day lounging by the lake at the Ledges' exclusive sandy beach, grill out on the private patio, or drive minutes to Lake of the Ozarks State Park.

Superhost
Home in Osage Beach
4.92 out of 5 average rating, 106 reviews

Fabulous Margaritaville Lake View Home!

Enjoy stunning lake views from this beautiful private home! Featuring abundant natural light, it offers a main-level bedroom with a king bed and 2 lower-level ensuites, each with 2 queen beds—perfect for families & friends. The fully stocked kitchen has everything you need plus washer & dryer. Located next to Margaritaville, you'll have access to most amenities (some with fees) plus tons of nearby bars, restaurants, and shopping. Plus, the Oaks Golf Course is only a five-minute drive away.

Top guest favourite
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.
Home in Osage Beach
4.99 out of 5 average rating, 183 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!

Guest favourite
A covered deck area offers seating with a glass table and chairs, providing an unobstructed view of the shimmering water. The sunlight reflects off the lake's surface, complementing the serene atmosphere. Nearby, a boat dock can be seen, enhancing the waterfront experience.
Apartment in Osage Beach
4.93 out of 5 average rating, 132 reviews

Unmatchable Sunset Views & Convenient Location

Fantastic views the moment you step into this modern updated condo. Beautiful sunset views over the main channel from the deck & Grand Glaize bridge from dining area in the all open floor plan. Spacious master bedroom & guest bedroom both have king size bed. Door to deck in master bedroom lets you soak in the view the moment you wake. Convenient laundry off kitchen. Easy access off Hwy 54 makes it a breeze to get to & close to popular restaurants/bars, shopping & grocery.

Guest favourite
A spacious living area features large windows that offer expansive views of the lake and surrounding landscape. A comfortable sectional sofa is positioned for relaxation, while a sleek coffee table sits in the center. A modern television is mounted on the wall, complementing a small potted plant nearby.
Apartment in Osage Beach
4.95 out of 5 average rating, 103 reviews

Lake Front Oasis | Full Views | 3BR 3 Bath

Our lakeside condo sleeps 8 comfortably with 3 full baths, has modern amenities & is conveniently located at the 23 mile marker. It’s close to popular bars & restaurants by land/water, like Redheads, Backwater Jacks, Margaritaville, Dog Days, 1932 Reserve & JB Hooks. The condo is minutes away from grocery stores, mini-golf, outlet mall & the strip. Boat rentals & gas docks are nearby. There’s a lakeside pool so you can always enjoy the beautiful views.

Guest favourite
Home in Osage Beach
4.84 out of 5 average rating, 128 reviews

Ozarks Themehouse! Arcade, Games, Views

Welcome to the Lake of the Ozarks’ first Themehouse! This five bed, three bath lake view home will time warp you back in history. It is within the Tan-Tar-A Estates which is adjacent to the Margaritaville Resort. Any stays 28 days or longer will require any guests 18 years old or older to complete a background check, credit score check, and sign a lease agreement. All payments are made through AirBNB.

Guest favourite
Apartment in Osage Beach
4.92 out of 5 average rating, 106 reviews

Private Lakefront Condo W/ Boat Slip

Dreaming of a lake getaway? Look no further than this stunning Osage Beach Condo, with lake views and a boat slip. This bright space is modern and cozy, with a kitchen with everything needed to cook a great meal, and free WiFi. Close to popular bars & restaurants Close to wineries Popular Spots: Dog Days, Backwater Jacks, Margaritaville, JB Hooks Brunch Options: Rusty Rooster, Millers Landing

Top guest favourite
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.
Home in Osage Beach
4.94 out of 5 average rating, 178 reviews

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

Osage Beach - Margaritaville Sunset Cliff Hide-A-Way. A newly decorated 3 bedroom, 3 bathroom entire home. With a screened in Deck and 3 other decks from each bedroom. Enjoy the open kitchen with breakfast bar, 2 large dining areas as well as all the amenities you will need for a great stay at Lake of the Ozarks.

Guest favourite
Apartment in Osage Beach
4.78 out of 5 average rating, 142 reviews

Indoor/Outdoor Pools!! Hot Tub! Steam Room! Sauna!

Enjoy the perfect Lake of the Ozarks getaway at this lakefront Osage Beach condo featuring resort-style amenities including indoor & outdoor pools, hot tub, sauna, fitness center, tennis, pickleball, and more. Conveniently located near marinas, restaurants, shopping, golf, and popular lake attractions.

Popular amenities for Osage rentals with a pool