Holiday rentals with a pool in Osage

5.0 out of 5 average rating, 103 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.

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.

4.77 out of 5 average rating, 121 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.

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.

4.96 out of 5 average rating, 124 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.

4.96 out of 5 average rating, 182 reviews

Apartment in Lake Ozark

Lakefront Panoramic Hammock Retreat+Saltwater Pool

Welcome to Tara Condos! Grab the BEST main‑channel view from this top‑floor 1BR +loft +1.5 baths with a balcony built for hammock hangs, sunrise coffee, stargazing, and stunning sunsets. Right on Horseshoe Bend—near the strip, golf, and all other lake fun! Dive into the lake‑view saltwater pool (mid‑May–Sept) and enjoy boat & PWC slip access (May–Sept). Lakefront ✅ Hammocks ✅ Saltwater pool ✅ King bed ✅ Responsive hosts ✅ Guest favorite ✅ Your fun‑charged lake escape starts now. See you soon!

4.98 out of 5 average rating, 215 reviews

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.

Apartment in Lake Ozark

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!"

4.99 out of 5 average rating, 175 reviews

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

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!

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.

4.94 out of 5 average rating, 127 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.

4.85 out of 5 average rating, 135 reviews

The image showcases a serene view from the property, featuring a tree-lined landscape leading to a calm cove. The villa's exterior is highlighted, with a deck visible alongside the pathway. A gentle slope descends towards the water, surrounded by lush greenery.

Villa in Osage Beach

Charming Lake Villa with boat slip in quiet cove

Let our treehouse style villa nestled in a quite cove of off MM17 help you relax and enjoy the beauty of Lake of the Ozarks. A short drive to everything Osage Beach has to offer, yet far enough away to allow you that time to connect with family & friends. You'll feel right at home in our newly renovated and well stocked kitchen. We love the open layout that the unique design of the villa provides. Make this your Lake of the Ozarks vacation home for many years to come.

4.98 out of 5 average rating, 102 reviews

Apartment in Lake Ozark

Romantic Lakeshore Retreat - Close to the Lake!

Real close to the water!!! At Lakeshore Retreat you will enjoy an incredible panoramic view of the Lake! Whether you wish to fish, boat, swim or just explore, this is the perfect spot to begin and end your adventure each day. You will enjoy a 65" Roku SmartTV, 2 fireplaces (electric), 400mbps WiFi, Keurig coffee, games, salt-water pool (seasonal), an incredibly comfortable bed, and more! Romantic getaway or family vacation? This is the place to be!

An inviting outdoor patio features comfortable seating arranged around a fire pit. The space offers panoramic views of the lake and a vibrant sunset sky, creating an ideal setting for relaxation.

4.98 out of 5 average rating, 106 reviews

5 Star Corner Penthouse with Million Dollar View!

The most STUNNING location for a relaxing lake getaway! Located in the recently built Waterside One, this luxurious condo features the best views on the lake. Walk in to your exclusive corner penthouse and find newly upgraded beds, furnishings, and decor! Our unit has three bedrooms and two bathrooms with a 12' x 34' boat slip and PWC slip! Waterside One is known for being in the heart of Osage beach while having the best views the lake has to offer!

A serene lake view at sunset is captured, displaying vibrant hues of orange, pink, and purple reflecting on the calm water. The surrounding trees silhouette against the colorful sky, and dock posts are seen gently emerging from the lake, enhancing the tranquil ambiance.

4.94 out of 5 average rating, 193 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!