Vacation rentals with a pool in Southfield

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Southfield

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Milford Charter Township

4.95 out of 5 average rating, 349 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.

Superhost

Home in Riverside

4.8 out of 5 average rating, 198 reviews

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!

Superhost

Home in Shelby Township

4.89 out of 5 average rating, 190 reviews

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.

Top guest favourite

Guest suite in Windsor

4.91 out of 5 average rating, 124 reviews

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

Top guest favourite

Home in Clinton Township

4.98 out of 5 average rating, 57 reviews

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!

Guest favourite

Home in Malden

4.91 out of 5 average rating, 115 reviews

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.

Superhost

Home in Royal Oak

4.91 out of 5 average rating, 46 reviews

*Luxury Home* w/POOL&JACUZZi, 8 beds, and 6 baths.

Welcome to your own personal hotel, equipped with 6 bedrooms (2 master), 6 baths (2 half), 8 beds (1 King, 3 Queens, 3 full, 1 twin), 7 person jacuzzi, 3 person jetted tub, 1 claw tub, fireplace, 4 @ 65" samsung TV's, full office desk with monitor, fully remodeled kitchen and sunroom, 20' x 40' SALT WATER pool with luxury patio furniture including 2 barcaloungers and 2 hanging egg chairs, 2 car garage, 8 person formal dinning table/room, 2 laundry rooms, and 5 min from downtown RO.

Superhost

Condo in Royal Oak

4.79 out of 5 average rating, 160 reviews

*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 favourite

Guest suite in Farmington Hills

4.89 out of 5 average rating, 53 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.

Guest favourite

Guest suite in Windsor

4.92 out of 5 average rating, 393 reviews

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.

Superhost

Home in Windsor

4.77 out of 5 average rating, 13 reviews

Architectural Gem | Direct-Entry Pool

Welcome to Windsor’s hidden gem. This modern 2-bedroom retreat stuns with a unique sunken living room, soaring patio doors, and a heated pool just steps away. The main floor features an open-concept layout with a sleek kitchen and access to a tree-top terrace lounge. Upstairs, unwind in a spa-like bedroom with a soaker tub, rainfall shower, and rooftop retreat. With two private terraces and unforgettable design, this is more than a stay—it’s an experience.

Top guest favourite

Bungalow in Royal Oak

4.99 out of 5 average rating, 160 reviews

Fenced yard* King Bed*blocks from Main St+Parks*

"The Dotte" 7 blocks to downtown Royal Oak & minutes to local favorites like the Zoo and Farmers Market. *Fully stocked kitchen *King in the Primary+ TV *Queen in the upstairs + TV * Full/twin bunk + TV *Hulu, Netflix and Disney Plus *Special reading nook upstairs with books and toys. *Pet Friendly home with fenced yard , room to run and pet amenities like bowls, pet gate, dog bags & more *WFH desk & fast WiFi *Lots of local bars, restaurants & parks