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
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
Aqua Breeze
House
Union Pier, MI
3
bedrooms
2
baths
8
guests
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
Scout's Haven
House
Rolling Prairie, IN
5
bedrooms
3
baths
12
guests
4.9
(21)
A true vacay dream, this stunning lakefront 26-acre estate has a private beach, gorgeous pool, hot tub, indoor sauna, fabulous 6-bedroom home, and so much more! The lush, spacious open design offers plenty of options for enjoying maximum R-and-R. Living room and family room fireplaces and flat-screen TVs provide chill time, while the Chef's Kitchen
Dunegrass Path
House
Stevensville, MI
7
bedrooms
6
baths
16
guests
5
(12)
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
La Casa del Estanque
House
Naples, FL
5
bedrooms
4
baths
10
guests
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
Owlwood
House
Harbert, MI
4
bedrooms
4
baths
9
guests
5
(19)
Bear Ranch offers an opulent vacation in a massive estate with 3 floors of elegance and relaxation. Enjoy cathedral ceilings, abundant natural light, and a stone fireplace. The game room, bar, and movie room offer endless entertainment. The Chef's Kitchen is fully equipped for gourmet meals. With top-tier bedrooms, bathrooms, balconies, a huge pool
Bear Ranch
House
Berrien Springs, MI
8
bedrooms
6
baths
1
half baths
32
guests
5
(23)
Welcome to Casa Azur, your ideal vacation retreat in the sought-after Gowdy Shores neighborhood of Union Pier, just minutes from popular SW Michigan attractions! This exceptional 5-BD/3-BA residence offers an array of luxuries, including a private pool, hot tub, sun porch, and outdoor shower. Nestled within walking distance of the neighborhood's pr
Casa Azur
House
Union Pier, MI
5
bedrooms
3
baths
10
guests
5
(2)
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
Lake Shore Living
House
Michiana, MI
6
bedrooms
5
baths
16
guests
5
(5)
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
Green Light
House
Harbert, MI
4
bedrooms
4
baths
10
guests
5
(4)
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,
The Dakota
House
Union Pier, MI
4
bedrooms
2
baths
1
half baths
9
guests
5
(96)
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.
Gray Haven
House
Union Pier, MI
4
bedrooms
2
baths
1
half baths
8
guests
5
(4)
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
Lake Alimentari
House
New Buffalo, MI
6
bedrooms
5
baths
2
half baths
12
guests
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