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, 344 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, 383 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, 182 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, 183 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.

Home in Bloomfield Township

4.98 out of 5 average rating, 43 reviews

Stunning design in bright & spacious home!

Have fun with the whole family at this stylish, open layout ranch house with a private heated pool and fire pit. The master bedroom and bathroom suite have his and her sinks, jacuzzi bathtub and a gorgeous two person walk in shower. The open floor plan of the living room, kitchen, dining and family room with fireplace have touches of art, nature and wood. My hope is that you will feel peaceful and elevated in your new light-filled home away from home. Pool closes mid-September through May.

4.99 out of 5 average rating, 89 reviews

The tranquil outdoor area features a heated in-ground plunge pool illuminated in blue light, with steps leading into the water. Soft lights adorn the surrounding fence, and comfortable seating is arranged nearby, creating a serene space for relaxation under the evening sky.

Barn in Kingsville

Private Nature Resort w/ Event Space, Pool & Sauna

Escape to Kings Woods Lodge — your private retreat on 55 forested acres in Ontario wine country! Immerse yourself in nature and enjoy a heated plunge pool, barrel sauna, screened lounge, and endless games. Inside, find a chef’s kitchen, cozy fireplace, smart TVs and woodland themed bedrooms. Host unforgettable events in our elegant forest-view venue for up to 80 guests—perfect for boutique weddings, showers, birthdays, and more. Nature, luxury, and connection all in one stunning getaway.

4.92 out of 5 average rating, 118 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

Covid Clean 2 bdrm Entire Lower Level Sport Themed

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, 43 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!

4.92 out of 5 average rating, 107 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 LaSalle

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.

4.84 out of 5 average rating, 86 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.

4.82 out of 5 average rating, 146 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.

4.87 out of 5 average rating, 46 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.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Southfield rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.86 out of 5 average rating, 22 reviews

A spacious family room features a modern kitchen area with a large island, seating for up to seven, and stylish light fixtures. Comfortable seating includes a blue patterned couch and armchair, while natural light fills the space from multiple windows.

Home in Belleville

Clean & Comfortable Home in the City of Belleville

4.82 out of 5 average rating, 49 reviews

A circular above-ground pool with clear blue water is set against a grassy area. The pool's surrounding area features a smooth gravel bed, while a wooden fence and a two-story home are visible in the background.

Home in Detroit

Cute & Cozy 3bdrm, 1 bath. 12 mins to Downtown.

4.88 out of 5 average rating, 16 reviews

A light-filled living area displays two modern black sofas positioned across from a coffee table. A plant adds a touch of greenery in the corner. In the background, a dining area with white furniture and a decorative light fixture is visible, providing a seamless flow between spaces.

Home in Canton

Mi casa es su casa

5 out of 5 average rating, 15 reviews

A private pool is surrounded by vibrant green grass and lounge chairs, inviting relaxation. Brightly colored pool floats are scattered across the clear water. Tall trees provide a backdrop, while a fenced area ensures privacy for guests enjoying the outdoor space.

Home in Taylor

Cozy & Relaxing Home Near DTW

Home in Waterford Township

The outdoor pool, surrounded by a wooden deck, features a smooth surface reflecting the clear blue sky. A comfortable slide is positioned at one end, while pool floats add a touch of leisure. Lush trees provide shade along the perimeter of the fenced backyard.

4.92 out of 5 average rating, 62 reviews

Cheerful 3-Bedroom 2-Bathroom Home With Pool

4.86 out of 5 average rating, 14 reviews

A hot tub is located on a wooden deck under a string of warm lights. The water is illuminated in blue, creating a calming ambiance. A ceiling fan is positioned above the tub, and the surrounding area is enclosed with latticework for privacy.

Home in Ruscom Station

Lakeshore Weekend Getaway

4.88 out of 5 average rating, 60 reviews

A vibrant pool area is framed by a wooden deck with lounge chairs in bright colors. The crystal-clear pool reflects the sky, surrounded by potted plants. A shaded seating area is visible, inviting relaxation. The backdrop features a charming wooden structure and neighboring homes.

Home in The Core

Staycation Windsor

4.92 out of 5 average rating, 64 reviews

An inviting backyard features a heated chlorine pool surrounded by greenery and a wooden fence. The pool area includes a smooth stone patio, inflatable beach balls, and lounge items. A brick structure stands nearby, complementing the scenic outdoor space under a clear blue sky.

Home in Ferndale

Eclectic 3 BD/3 BA Home Ferndale *Pool* Spacious

Show all

Condo rentals with a pool

A dining area is presented with a glass table surrounded by four wooden chairs, featuring plush green upholstery. Large windows offer expansive views of the Detroit River, while the space is illuminated by natural light, creating a bright and inviting atmosphere.

Condo in Detroit

4.72 out of 5 average rating, 18 reviews

Luxury downtown condo

A spacious living area is arranged with a large, neutral-colored sectional sofa. A flat-screen television is mounted on the wall across from the seating. Natural light flows in through large windows, accompanied by two modern lamps placed on side tables.

Condo in Detroit

New place to stay

Downtown Water front Penthouse

4.84 out of 5 average rating, 161 reviews

A stylish living area features a modern electric fireplace beneath an elegantly detailed mantle. Natural light enters through a large window adorned with sheer curtains. A chandelier hangs from the ceiling, complementing a light-colored tufted sofa and accompanying chair.

Condo in Royal Oak

*Victoriana* - Entire upper King suite @MicroLux

5 out of 5 average rating, 15 reviews

A modern kitchen features a sleek, multi-colored granite countertop with a built-in sink. An island with bar stools offers additional seating. Stainless steel appliances are present, complemented by contemporary cabinetry and pendant lighting that enhances the functional space.

Condo in Canton

Luxury Condo in the Heart of Canton

A stylish living area features a black sofa with colorful cushions, complemented by a round coffee table atop a vibrant area rug. A plush armchair adds additional seating, with soft lighting enhancing the modern decor. Natural light filters through the nearby sliding door.

Condo in Utica

4.5 out of 5 average rating, 16 reviews

Sterling Condo at the Crossroads