Vacation rentals with a pool in Southfield

Home in Milford Charter Township

An indoor pool area features a spacious swimming pool with a rounded edge, surrounded by smooth stone flooring. Natural wood paneling and a high ceiling create a warm ambiance. Large windows allow for natural light while maintaining privacy. A seating area is visible beside the pool.

4.95 out of 5 average rating, 351 reviews

Luxury Home - Indoor Pool - Fabulous Location

Our neighbors love that we DO NOT ALLOW parties & LATE NIGHT, AFTER 9pm outdoor activities. We are required to limit the total number of individuals at our home to no more than 10 at any time, including visitors. Include visitors in guest count. At the end of a quiet cul-de-sac on 2 acres. When we are not using our 2nd home, it is available for Airbnb guests. Our family home since 1986; when I designed & personally built it for my parents. Fully renovation in 2018, with continual updates.

Guest suite in South Lyon

A child stands next to a swimming pool, wearing a colorful swimsuit and a wide-brimmed hat. A bright pink flamingo float rests in the water, and a slide is positioned at the edge of the pool, surrounded by a wooden deck. Green grass is visible in the background.

4.93 out of 5 average rating, 407 reviews

Rejuven Acres - The Suite

With 23 acres of country, this Suite is perfect for reflecting and relaxing. Space includes a separate bedroom/bath, a great room w/bunk beds, kitchenette & a breakfast room. Enjoy the view out the picture window of the farm fields and big sky, play foos ball, POOL IS OPEN June-Sept, visit the animals, rest by the pond. There are sitting areas all around to inspire & a perimeter path to walk. There are dirt roads to travel, so drive slow & watch for deer. Winter roads are an adventure!

4.8 out of 5 average rating, 201 reviews

Home in Riverside

Beautiful Oasis w/Heated Private Pool & Sunroom!

*HEATED POOL IS OPEN APRIL 1 - OCT 31* Welcome to Windsor’s largest and coziest stay! This gorgeous home blends modern design with comfort, featuring an inviting sunroom with soaring ceilings and natural light, perfect for morning coffee or quiet evenings. The chic decor creates a stylish, yet homey feel :) Unwind in a private backyard oasis with a 15x30, 8’ deep, in-ground oval pool with a brand NEW heater and BBQ lounge! Our backyard designed for a unique and relaxing family experience!

4.9 out of 5 average rating, 194 reviews

An indoor pool area features a large saltwater swimming pool with an attached hot tub. Modern lighting illuminates the high wood-paneled ceiling, while a double-sided fireplace offers warmth. Stylish seating options are arranged nearby, creating an inviting space for relaxation and enjoyment.

Home in Shelby Township

Timberline / Indoor Pool / Arcade

Escape to our Shelby Township retreat, where luxury meets comfort in a 4-bedroom ranch-style home. Dive into the private indoor pool or challenge friends in the game room. The space boasts a gourmet kitchen for culinary exploits, an outdoor lounge for serene evenings, and plush bedrooms for tranquil rest. Ideal for families or groups seeking leisure and entertainment, this home is nestled in a quiet neighborhood, minutes from golf and shopping, ensuring a stay filled with cherished memories.

4.91 out of 5 average rating, 125 reviews

The exterior of a brick bungalow is visible, framed by a variety of lush greenery and colorful flower beds. A small set of steps leads to the entrance, which is accentuated by a welcoming porch and neatly arranged planters.

Guest suite in Windsor

Beautiful 2 bdrm Entire Level Sport Themed Suite

This private spacious 2 bedroom lower level sport themed/sport pool backyard getaway is nestled in the heart of South Windsor, ON Canada. This space is unique, clean and well maintained and is sure to exceed your expectations! This quiet and safe neighborhood is conveniently centered near everything -International bridge, major roads highways & expressway, shopping, restaurants & casino. Ideal for workers, couples, business traveller’s. Come enjoy the space but absolutely NO CRAZY PARTIES

4.98 out of 5 average rating, 61 reviews

A spacious outdoor patio is featured, showcasing a large sectional seating area with colorful cushions. A refreshing saltwater pool is visible in the background, along with sun loungers and a shaded umbrella. Lush greenery surrounds the area, creating a relaxing atmosphere.

Home in Clinton Township

Chic Retreat - Pool, Hot Tub, and Large Patio

A resort-style home with stylish vibes awaits you. A large rear patio is the perfect spot for a dip in the pool, a hot tub session, or a backyard BBQ. If you choose to stay indoors, you'll find luxury hotel vibes in every room: A fully stocked kitchen, a cozy study, and a theatre worthy basement to fulfill your binge-watching needs. When you're ready to call it a night, you'll be welcomed by high-end mattresses outfitted with linens that will whisk you into dreamland. Treat yourself today!

4.91 out of 5 average rating, 115 reviews

An aerial view captures a spacious outdoor area featuring a blue swimming pool surrounded by landscaped gardens. Several shaded seating areas are visible, along with a gazebo and a patio. Trees provide a lush backdrop, creating a serene environment for relaxation.

Home in Malden

The Ambassador Estate Inn

A warm “welcome back” to all our previous guests and “greetings” to our new friends! A luxurious executive 7 bedroom estate property located on Windsor’s finest golf course and minutes from the Ambassador Bridge to Detroit Michigan. A beautifully appointed home nestled among rare Carolinian Forest. All the amenities of a 5 star resort with the privacy and serenity of a country estate. If you are looking for quality and relaxing luxury, then look no further than the Ambassador Estate.

4.81 out of 5 average rating, 89 reviews

An aerial view captures a heated salt water pool with a unique shape, surrounded by a spacious patio. Lounge chairs are positioned by the poolside, while outdoor seating exists nearby. A fire pit and additional furniture create a welcoming outdoor gathering area.

Bungalow in Royal Oak

Home in Royal Oak w/ pool & sauna & dream garage

Welcome home to your oasis in the middle of Royal Oak MI! You truly feel you are in the Blue Lagoon with the heated salt water pool. Dry yourself off in a spacious sauna right in the garage. The garage has been fully remodeled and offers the most relaxing environment to be in. Enjoy this home with an outdoor heated salt water pool and plenty of space to enjoy. Directly across the street, you can enjoy tennis courts, basketball hoop, baseball fields, soccer nets and much more.

4.8 out of 5 average rating, 162 reviews

A comfortable living area features a beige futon and a light yellow sofa, complemented by a small dark wood table and a cozy area rug. Natural light enters through a large window, illuminating the space and highlighting the wall-mounted television and fireplace.

Condo in Royal Oak

*the Michigander* Entire Queen BR suite!@MicroLux

MicroLux micro hotel. Center of it all. Walk to downtown restaurants nightlife all around Walk to a park or 2 or the Detroit zoo! Included with your stay ✅️Self check in ✅️free parking ✅️private porch entrance ✅️full high end kitchen ✅️tall ceiling living room ✅️Fireplace ✅️separate bedroom with new queen memory foam firm mattress ✅️free in suite laundry ✅️full granite and tile bathroom. ✅️Access to shared patio hot tub! ✅️Linens, soaps ✅️coffee, tea, breakfast ✅️Netflix

Guest suite in Farmington Hills

An illuminated in-ground swimming pool glows with soft green light, surrounded by a spacious patio. Comfortable seating areas, including a covered pergola with string lights, are visible. Lush trees offer a natural backdrop, enhancing the serene setting.

4.89 out of 5 average rating, 54 reviews

The House of Pair-adise

Catch your wind in this contemporary peaceful, private unit/apartment, stylish space, recently upgraded bathroom and with a very clean beautiful hot tub, an indoor and outdoor fireplace, an in ground swimming pool(May-Sept). It consists of a spacious living area, full kitchen, contemporary bedroom, and a full restroom. It is 4 miles from Downtown Farmington, 7 miles from Birmingham, and 20 miles from Downtown Detroit, easy access to all freeways, secluded neighborhood.

4.92 out of 5 average rating, 395 reviews

Guest suite in Windsor

Lakeshore Hidden Oasis (heated pool / jacuzzi)

Located in Lakeshore, minutes from Windsor / Detroit, a perfect oasis for the couple looking for a quiet escape. The suite's private jacuzzi tub makes it the ideal place in any season! The suite is fully equipped, including a complete kitchenette, Smart TV, etc. A private BBQ is at your door. During your stay you will have access, day and night, to our heated salt water pool. It is open from mid March to early November at 32°C (90°F). The hot tub is open year round.