We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Holiday rentals with a pool in Ann Arbor

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ann Arbor

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

0 of 0 items showing

1 of 3 pages

Home

4.81 out of 5 average rating, 62 reviews

Walkerville Home w/ Pool - Sleeps 8

Experience relaxation in downtown Windsor! Located in the heart of the city, minutes away from the best restaurants, bars, shops, the waterfront & Detroit. The spacious and well-equipped house features all the amenities you need for a comfortable stay. In the summer our house features a stunning pool, perfect for lounging & relaxing. Whether you're here for business or pleasure, our house is the ideal choice for your stay in Windsor. Book your stay today and experience all the city has to offer!

Home

4.82 out of 5 average rating, 169 reviews

The Modern Oasis: Beautiful Home w/Pool & Sunroom!

*POOL IS OPEN MAY 1 - SEPT 30* Enjoy the LUXURIOUS feel of a spacious, modern home! Beautifully decorated and featuring over 3500 sq.ft of living space! Designed with open-concept and modern approach, this home features new and chic furniture, a state-of-the-art kitchen and a unique, high-ceiling, spacious sunroom! One of the largest Airbnbs in Windsor! An updated kitchen, a king bed, a 15x30 in-ground oval pool and SO MUCH MORE! Come home and nestle in the warmth of this clean & comfy home!

Guest favourite

Home

4.95 out of 5 average rating, 331 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 favourite

Guest suite

4.92 out of 5 average rating, 358 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!

Guest favourite

Guest suite

4.91 out of 5 average rating, 117 reviews

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

Guest favourite

Home

4.9 out of 5 average rating, 69 reviews

Cottage Escape by the Water

Perfectly positioned on the outskirts of the historic town of Amherstburg and with beautiful views of the Detroit river. A cozy cottage 5 mins from great restaurants, coffee shops and boutique shops of Amherstburg. Relax by the pool or head into town for a walk along the water front. This is the perfect relaxation spot for couples and families! Windsor/Essex is well known for the wonderful wineries/ breweries and sight seeing in that area and our Air BnB is not far from all that and more.

Guest favourite

Home

4.92 out of 5 average rating, 105 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.

Guest favourite

Home

4.93 out of 5 average rating, 41 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.

Apartment

4.83 out of 5 average rating, 115 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

4.81 out of 5 average rating, 32 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

Bungalow

5 out of 5 average rating, 132 reviews

Fenced Yard with King * 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

Guest favourite

Home

4.91 out of 5 average rating, 11 reviews

The Blue Haven

Welcome to The Blue Haven In the heart of Dearborn Heights! With close proximity to authentic restaurants and cafes, this retreat offers comfort and convenience for visitors looking to explore the charm of the Metro Detroit area. It is designed to make you feel home yet away from it all whether you are traveling solo or with family or friends. With a fully fenced private outdoor oasis and a cozy pool-house, dive into some major fun!

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodation and amenities

Popular amenities for Ann Arbor rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home

4.8 out of 5 average rating, 45 reviews

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

Home

4.68 out of 5 average rating, 19 reviews

Memories to Remember/free parking/upper unit

Guest favourite

Home

5 out of 5 average rating, 10 reviews

Cozy & Relaxing Home Near DTW

Guest favourite

Home

4.97 out of 5 average rating, 37 reviews

Stunning design in bright & spacious home!

Guest favourite

Home

4.88 out of 5 average rating, 26 reviews

Little heaven

Home

4.75 out of 5 average rating, 59 reviews

Resort-like getaway on our 1+ acre Southfield home

Home

4.88 out of 5 average rating, 52 reviews

Staycation Windsor

Apartment rentals with a pool

Apartment

4.72 out of 5 average rating, 18 reviews

Luxury downtown condo

Guest favourite

Apartment

4.85 out of 5 average rating, 131 reviews

*Victoriana* - Entire upper King suite @MicroLux

Guest favourite

Apartment

5 out of 5 average rating, 13 reviews

Luxury Condo in the Heart of Canton

Apartment

4.43 out of 5 average rating, 14 reviews

Sterling Condo at the Crossroads

Apartment

4.74 out of 5 average rating, 46 reviews

Cozy Condo fully furnished!

Apartment

5 out of 5 average rating, 3 reviews

Lovely one bedroom condo with International Views

Guest favourite

Apartment

4.9 out of 5 average rating, 151 reviews

*Zen* Entire King suite w rooftop spa, @MicroLux

Apartment

4.9 out of 5 average rating, 42 reviews

Lakeview Cozy Townhouse 5 min from Hall Road

Quick stats about holiday rentals with a pool in Ann Arbor

Total rentals
30 properties
Nightly prices starting at
£8 before taxes and fees
Total number of reviews
420 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore