Private Pool Vacation Rentals
Our vacation rentals with their own private pool offer guests the perfect opportunity to indulge without ever leaving the backyard of their own home-away-from-home. Meticulously maintained and regularly sought after, don’t wait, our collection of private pool homes books fast.
Need more pool options? Search additional Southwest Michigan vacation rentals with pools, including shared community pool access.
22 properties available
Welcome to La Casa del Estanque, a Gulf-front sanctuary set directly on the beach along one of Naples’ most exclusive stretches of coastline. Spanning nearly half an acre, this luminous retreat centers around a shimmering pool and spa that opens to the sea. Five bedrooms, 4 full baths, a private Casita, a lush courtyard, and a beachside deck perfec
Discover your dream escape at a newly built lakefront sanctuary in New Buffalo, MI. With six beautifully appointed bedrooms, five full bathrooms, and two half baths, this home is designed for comfort and connection. Unwind in the shimmering pool, soak in the soothing hot tub, or savor the stunning lake views that set the stage for unforgettable mom
Welcome to Fallen Oaks—where relaxation meets fun in the heart of Lakeside, MI! This freshly updated 3BR/3BA retreat is packed with everything you need for an unforgettable stay. Splash in the sparkling pool, sweat it out in the sauna, and soak in the brand-new hot tub under the stars! Fallen Oaks is designed to offer the ultimate in relaxation and
Welcome to Bella and Dulce's Lakehouse! Enjoy the serenity of a private wooded lot while taking a dip in the refreshing pool or roasting marshmallows by the firepit. Enjoy serenity on a private wooded lot with a refreshing pool and firepit. Inside, the chef's kitchen, 4 bedrooms, and 3 bathrooms ensure comfort. Cozy up by the stone fireplace or r
A mixture of modern design, an inviting color palette, and curated furnishings create a sophisticated Harbor Country enclave that will impress even the most seasoned traveler. Owlwood boasts 4 ensuite bedrooms, open social areas, high-end appliances, and indoor/outdoor living, brilliantly built around a large private courtyard with a pool. Pet-frie
Steps from Lake MI, Sunny Dunes Retreat has a private pool, elevated hot tub, Private Beach + layered outdoor spaces designed for high-end coastal living. Two golf carts make it easy to head to the village to Golf at the historic 9-hole public course. If Golf isn’t your thing, take the cart for tennis or a park visit, then finish at the clubhouse w
This fabulous 6BR/4BA beach house will WOW you with its blend of elegance and comfort, just steps from a superb beach and amenities. Enjoy the chic open design of the Chef's Kitchen, Dining Room, and Living Room, with views of the courtyard, pool, and deck. Gorgeous, comfy bedrooms and designer bathrooms make living easy. High-end furnishings insid
Welcome to Aqua Breeze, a vacation paradise on 3 wooded lots, and a .05 mile to Townline Beach! Enjoy a heated pool, deck, screened porch, 3 fireplaces, and a spacious yard with games. Relax in the primary bedroom with Jacuzzi and private balcony, plus 2 more bedrooms with sitting areas. The fully-equipped kitchen, smart TVs, gas grill, and firepit
Nestled in the heart of Harbor Country’s peaceful Michiana neighborhood, this stunning 6-bedroom, 4-bathroom retreat is the perfect setting for your next family vacation or group getaway. Just a short, leisurely ~0.2-mile walk to the sandy shores of Lake Michigan, this home offers a private pool, relaxing hot tub, and cozy firepit for unforgettable
An extraordinary vacation awaits you in this stunning lakefront estate with breathtaking Lake Michigan views. Enjoy elegant-yet-comfy furnishings, a Chef's Kitchen, a spacious living room with a fireplace, 7 stylish bedrooms, 8 deluxe bathrooms, a high-end Rec Room, and a luxurious hot tub. Relax in the posh 3-season room, wraparound deck, patios,
With private beach access and amazing amenities nearby, this vacation home is R-and-R heaven! The chic open design of the LR-DR-Kitchen, vaulted ceilings, and wall of windows will put you in Relax Mode. Cozy up to one of two stone fireplaces, cook in the custom Chef’s Kitchen, or enjoy coffee at the island, breakfast nook, or family room. The Prima
This spacious 6BR/3.5BA home in a golf-cart-friendly area features a large backyard, pool, hardwood floors, and a 2-story great room with a stone fireplace. The gourmet kitchen has a granite island and high-end appliances. The master suite offers a gas fireplace and a private balcony with Lake Michigan views. A lounge with a Peloton bike is also in
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