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.
21 properties available
Gorgeous cabin on 15 acres of Indiana farmland with pool, spa, deck, fishing pond, pastures, and barn. Spacious interior with stainless steel appliances, custom stonework, fireplace, and large windows. 5 BRs, including a main ensuite with private bath and deck; two additional full baths. Sleeper sofa, Wii TV, Bluetooth speakers, games, DVDs. Fire p
This luxurious Harbert home, walkable to Lake Michigan beaches, offers 4 levels of beautifully designed living space with gorgeous furnishings! Cozy up by the fireplace, watch TV, relax in one of 2 screened porches, or unwind in the pool or hot tub. The spacious deck is perfect for dining, lounging, or gathering around the firepit. With 4 stylish b
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
Presenting The Townie Cottages Collection, newly built, adorable custom cottages that epitomize lakeside luxury, designed exclusively by Kate Marker Interiors (whose work has been recognized by Architectural Digest and Luxe Home). Nestled in the heart of Union Pier, these 4 exquisite cottages offer a blend of rustic charm and modern elegance, ensur
Set on a 1.25-acre wooded lot less than two miles from Townline Beach, this luxurious home is a vacation dream! The open design of the living room, dining room, and kitchen, high ceilings, majestic stone fireplace, and natural light draw you in. Elegant furnishings and stylish decor, plus a pool, huge deck, and screened gazebo invite you to relax.
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,
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
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
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
1.5-acre exquisite 4BR/2.5BA retreat near Lake Michigan beaches! Soaring cathedral ceilings, a stone fireplace, and hardwood floors create a warm, inviting space. The chef’s kitchen features a granite island and high-end appliances. Relax in the enclosed porch, on private decks, or by the pool and hot tub. The spacious yard includes a patio, grill,
Perched on the shores of Lake Michigan, this rare 6-BR, 5-BA lakefront gem offers luxury, charm, and breathtaking views. A retreat for relaxation and entertainment, it features expansive decks, a sparkling pool, and a cozy firepit for sunset gatherings. The bright, elegant interiors blend comfort with style, while the basement game area adds fun fo
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