Vacation rentals with a pool in Village of Four Seasons

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Top-rated rentals with a pool in Village of Four Seasons

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

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Top guest favorite
Condo in Lake Ozark
4.96 out of 5 average rating, 153 reviews

Perfect lakeside getaway/family time/remote work

Summer getaway! Truly a guest favorite at the lake - If you're looking for the BEST VIEW of the main channel, then welcome to Tara Condos! 1 bedroom, 1.5 bath, top floor, condo with a loft and HUGE private balcony on the water where you can nestle into hammocks and immerse yourself in views of the stars and summer sunsets. Located on the desirable Horseshoe Bend—close to restaurants, bars, golf courses, & more! Included: Salt water pool with lake views (mid May-mid Sept) & Boat+PWC slip May-Sept

Top guest favorite
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.
Condo in Osage Beach
4.96 out of 5 average rating, 112 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.

Top guest favorite
Condo in Village of Four Seasons
5 out of 5 average rating, 9 reviews

New Lake front Rental at Regatta Bay w/ boat slip

Bring the whole family or make it a couples weekend trip! This spacious 3 bed, 3 bath is located in Regatta Bay. This condo complex offers all the amenities: 2 swimming pools, pickle ball, basketball, hiking, firepit, fishing, and pavilion just to highlight a few. The views that this condo offers are unforgettable. You will be comfortable catching some of the best sunsets on the screened in porch. This place has everything you need. You do not want to wait to see all of the personal touches!

Guest favorite
A cozy seating area features a brown sofa and two matching armchairs, accompanied by a rustic coffee table. A vibrant area rug with bold colors adds warmth to the space. Natural light filters through the sheer curtains, highlighting wall art depicting a turtle.
Condo in Village of Four Seasons
4.79 out of 5 average rating, 149 reviews

* Indoor Pool * Hot Tub * Close To Everything *

Enjoy a cozy, spacious condo in a secure gated community. The indoor pool and hot tub are open year-round and conveniently located just steps from the unit. You’ll be close to it all — the Bagnell Dam Strip, Shady / Lazy Gators, Backwater Jack’s, shopping, restaurants, and plenty of family-friendly activities. The outdoor pool was fully renovated in 2022, and a large green space with a playground sits right across from the condo. You’ll also have access to on-site tennis and pickleball courts.

Top guest favorite
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.
Condo in Lake Ozark
4.98 out of 5 average rating, 191 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!"

Top guest favorite
An outdoor seating area offers a view of the lake with several boats docked nearby. Comfortable chairs are arranged around a small table, with a decorative rug underfoot. American flags can be seen in the background, adding a touch of color to the scene.
Condo in Village of Four Seasons
4.95 out of 5 average rating, 38 reviews

Lake Front Family Condo with pool & boat slip

Spacious 2 bed 2 bath lakefront condo with a designated lake swimming area, indoor/outdoor pool, hot tub, tennis/basketball courts and play ground. Family friendly. Only 10 minutes from the main strip and popular bars. 10x24 Boat Slip Kitchen fully stocked. Living room equipped with basic cable & Roku stick. Master bedroom with full bathroom and queen bed. Second bedroom with 1 full size and 2 twin beds. This unit you will need to go down one flight of stairs. Self check in with keypad entry

Guest favorite
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.
Condo in Osage Beach
4.95 out of 5 average rating, 218 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!

Top guest favorite
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.
Condo in Lake Ozark
4.94 out of 5 average rating, 112 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.

Guest favorite
A sweeping view of the serene lake is presented, with a spacious outdoor pool at the forefront. Lounge chairs are positioned around the pool area, and shaded cabanas offer seating. The landscape includes lush greenery along the shoreline, enhancing the tranquil lakeside setting.
Condo in Village of Four Seasons
4.83 out of 5 average rating, 125 reviews

Main channel view from the Large Swimming Pool

Lake life at its finest! Start your mornings with coffee on the waterfront deck as you watch wildlife and soak in serene views. This renovated, parking-level condo combines comfort and style with a plush queen bed and spacious walk-in shower. The modern kitchen boasts stainless appliances, oven/range, microwave, and personal electric grill. A Keurig with reusable pod for your own blend or the complimentary coffee pods add the perfect touch for a relaxing getaway.

Guest favorite
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.
Condo in Lake Ozark
4.87 out of 5 average rating, 302 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.

Guest favorite
An indoor pool area is highlighted, featuring a bright blue water and a shallow end marked at three feet. Ceiling fans provide airflow in the spacious room, which is complemented by light-colored walls and a staircase leading to an upper level.
Apartment in Village of Four Seasons
4.93 out of 5 average rating, 171 reviews

No Stairs! Hot Tub! Indoor Pool! Boat Slip

12 MM Lake Views + Deck + Hot Tub + 2 pools! Indoor and Outdoor Pool with views!! Make yourself at home! This condo boasts extremely comfortable beds! Located in a very popular complex on Horseshoe bend, just minutes from the Bagnell Dam strip and Osage Beach. Guests enjoy access to a lakefront pool, clubhouse with indoor pool and hot tub, playground, tennis court, basketball court and private boat launch. Amazing sunset views from the relaxing deck!

Guest favorite
The master suite is designed with a large upholstered bed, accented by decorative pillows. Floor-to-ceiling windows provide expansive views of the lake. A comfortable bench rests at the foot of the bed, and decorative elements, such as a vase and greenery, enhance the room's ambiance.
Condo in Village of Four Seasons
4.94 out of 5 average rating, 51 reviews

Posh Penthouse- Waterfront, Pools, & Pickleball!

You won’t find charm like this just anywhere! The Posh Penthouse has just been recently updated with new furniture, flooring, granite countertops, stainless steel appliances, and so many other personalized touches. The complex offers access to two pools, tennis and pickleball courts, and a swim dock! Located at mile marker 12 on Horseshoe Bent, just minutes from the Strip, Osage Beach, and tons of waterfront bars and restaurants.

Popular amenities for Village of Four Seasons rentals with a pool

When is the best time to visit Village of Four Seasons?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,012 GYDG$21,339 GYDG$23,012 GYDG$24,267 GYDG$28,033 GYDG$33,263 GYDG$36,192 GYDG$33,263 GYDG$26,360 GYDG$23,431 GYDG$22,594 GYDG$23,431 GYD
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Quick stats about vacation rentals with a pool in Village of Four Seasons

  • Total vacation rentals

    Explore 340 vacation rentals in Village of Four Seasons

  • Nightly prices starting at

    Village of Four Seasons vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 10,070 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    330 of Village of Four Seasons vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Village of Four Seasons rentals

  • 4.8 Average rating

    Village of Four Seasons stays are highly rated by guests—averaging 4.8 out of 5!

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