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Vacation rentals with a pool in Regional Municipality of Peel

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Top-rated rentals with a pool in Regional Municipality of Peel

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

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Apartment in Brampton

4.8 out of 5 average rating, 5 reviews

Modern Basement Apartment

Welcome to our newly renovated and modern basement apartment, a true gem nestled in a prime location that puts you close to everything you need for an unforgettable stay. You'll be enchanted by the comfort, convenience, and charm that our space has to offer. Equipped with everything you need for a seamless stay- Wi-Fi, fully equipped kitchen. Unbeatable location quick and easy access to restaurants, bus stop, park, library, sportsplex, place of worship, dedicated free parking. Book your stay!

Dec 19 – 26

G$13,973 GYD per night

Apartment in Oakville

5.0 out of 5 average rating, 11 reviews

Perfect, Peaceful 1 bedroom condo

Enjoy this spacious and quiet and well-lit, 1+ Den condo. Beautiful, serene and spacious, it is perfect for those travelling for work, in need of a productive space, or a peaceful and relaxing vacation. Great for couples looking to explore the Greater Toronto Area. All you need is within 1 km:from major retail centres, grocery stores and restaurants . Walking distance to a local plaza + hiking trails. Boasts a less than 5 minute drive to 3 major highways + only 20 minute drive to Toronto

Aug 16 – 23

G$16,602 GYD per night

Condo in Etobicoke

4.84 out of 5 average rating, 110 reviews

Modern High-Rise 2 Bedroom Apr. With 400sf Terrace

A bright 2 bedroom apt. in a high-rise building with a spacious, private terrace overlooking the breathtaking view of Toronto's skyline. Two full bathrooms, equipped kitchen, a large smart tv, washer and dryer, available free wifi, and many amenities including a cinema & party room. Provides quick access to highways 427 & 401. 8 mins drive to the airport, 5 mins walk to the bus stop, 5 mins drive to Sherway Gardens Mall, 15 min drive to downtown Toronto, and close to Kipling subway station.

Jun 30 – Jul 7

G$60,090 GYD per night

Apartment in Mississauga

5.0 out of 5 average rating, 39 reviews

Luxury Stay w/phenomenal view!

Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

Dec 2 – 9

G$23,534 GYD per night

Guest suite in Brampton

4.98 out of 5 average rating, 42 reviews

Welcome to historic “Mairilea” Brampton Landmark

Ideal location for a max of 4 adults and 2 older kids that would be comfortable sleeping up in the loft on two single air mattresses. Experience one of Brampton's Victorian mansions (Circa 1875) on a private acre estate in the heart of downtown Brampton. Your ground floor suite includes full kitchen, 3pc bathroom, 55" SmartTV, queen sized bed, pull out couch and cool kid's loft. Mairilea is a 10 min walk to the Go Train. You can be downtown Toronto within 40 minutes and no parking required.

Dec 30 – Jan 6

G$22,707 GYD per night

Guest suite in Mississauga

4.92 out of 5 average rating, 132 reviews

Full apt on Upper floor near HWY - S Mississauga

Get the privacy & convenience of a hotel and comfort of a home. In the heart of Lorne Park in S. Mississauga, the apartment is built on the upper floor of a house with a separate entrance from the rear. One minute to the QEW, 17 minutes from the airport, & 20 minutes to downtown Toronto, this spacious apartment is self-sufficient with a new, full kitchen with appliances, bathroom, laundry & parking. Ideal for all types of stays. Swimming pool is closed for the season. No smoking property.

Aug 25 – Sep 1

G$23,615 GYD per night

Villa in Toronto

4.94 out of 5 average rating, 116 reviews

➊ The One Toronto Villa - Indoor Pool&Tennis Court

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Jan 27 – Feb 3

G$216,406 GYD per night

Guest suite in Orangeville

4.92 out of 5 average rating, 656 reviews

Private HotTub - Headwaters Retreat

Escape to our cozy and rustic queen suite with a modern touch. Private entrance & hot tub steps from your door, overlooking our peaceful conservation area. Spacious fireplace in main suite with en-suite bathroom, Apple TV, Netflix, and second bedroom with two twin beds. Steps from the hiking trails and just minutes from the town center. Perfect for outdoor adventures, art gallery visits, wine tours, weddings, sporting events, work trips or just a quiet getaway. Your getaway awaits!

Dec 8 – 15

G$15,654 GYD per night

Cabin in Mono

4.94 out of 5 average rating, 273 reviews

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home and yoga studio, minutes to the Bruce Trail, Hockley Ski & Resort, and Mansfield Ski Club, enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Chef's creations and Private yoga and group classes available

Feb 13 – 20

G$34,935 GYD per night

Condo in Mississauga

4.78 out of 5 average rating, 189 reviews

Benetton Suite - Square One - 1 BR+Den+1 Parking

The Benetton Suite - Square One - 1 BR + Den + 1 Parking located in the heart of Mississauga, 600m from Square One Mall and 300m from Living Arts Centre. This centrally air-conditioned apartment. includes complimentary high speed wi-fi and 1 private parking free on site. Furnished in top quality style, the apartment has 2 bedrooms, a flat screen TV (with Netflix!), a fully equipped kitchen, dishwasher, microwave, washing machine, dryer with 1 bathroom with a bath.

Feb 20 – 27

G$29,034 GYD per night

Apartment in Caledon

4.93 out of 5 average rating, 70 reviews

Separate apartment with pool, on golf course.

This is a comfortable, newly renovated studio apartment with separate entrance and private inground pool. It is decorated with Restoration Hardware furniture, features a fully-functioning kitchen, and access to a patio with outdoor barbeque. It is nestled in a tranquil setting on the back of the Caledon Woods golf course with easy access to highways leading to Toronto, Pearson International Airport (30 minutes), and the Caledon Equestrian Park (5 minutes).

Nov 3 – 10

G$17,507 GYD per night

Condo in Mississauga

4.88 out of 5 average rating, 166 reviews

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a swimming pool and gym. Located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.

May 10 – 17

G$24,629 GYD per night

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Popular amenities for Regional Municipality of Peel rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Toronto

4.91 out of 5 average rating, 265 reviews

King West Victorian Studio Gem

Dec 11 – 18

G$35,156 GYD per night

Home in Mississauga

4.95 out of 5 average rating, 22 reviews

Carrera Cove - Spacious 3BR - 5 Mins to Go Train

Dec 5 – 12

G$37,265 GYD per night

Home in Gormley

4.95 out of 5 average rating, 38 reviews

Lovely Home, Big Backyard + Pool

Mar 27 – Apr 3

G$32,774 GYD per night

Home in Alton

4.96 out of 5 average rating, 70 reviews

Cheerful 3 bedroom home with outdoor pool & hottub

Dec 14 – 21

G$41,868 GYD per night

Home in Brampton

5.0 out of 5 average rating, 14 reviews

Entire home hosted by Jeff

Jan 10 – 17

G$42,848 GYD per night

Home in Mississauga

4.96 out of 5 average rating, 47 reviews

Cozy Condo in Downtown Mississauga Steps to SQ1

Jun 25 – Jul 2

G$30,861 GYD per night

Home in Mississauga

5.0 out of 5 average rating, 7 reviews

Clarkson Place with pool

Oct 22 – 29

G$35,418 GYD per night

Home in Mississauga

5.0 out of 5 average rating, 7 reviews

*New*Cozy 1bedroom Condo in Mississauga Square one

Oct 11 – 18

G$30,820 GYD per night

Condo rentals with a pool

Condo in Toronto

4.9 out of 5 average rating, 357 reviews

Beautiful condominium with gorgeous city view!

Oct 22 – 29

G$31,028 GYD per night

Condo in Toronto

4.93 out of 5 average rating, 230 reviews

SpectacularPenthouse VIEWS/ POOL /free Parking

Jan 20 – 27

G$43,954 GYD per night

Condo in Toronto

4.82 out of 5 average rating, 303 reviews

Spacious Downtown (midtown) 2bed 2 bath free parki

May 9 – 16

G$38,382 GYD per night

Condo in Toronto

4.95 out of 5 average rating, 171 reviews

Upscale Luxurious Condo Free Parking

Dec 23 – 30

G$38,923 GYD per night

Condo in Toronto

4.97 out of 5 average rating, 218 reviews

Chic, High-Rise Apartment with CN Tower Views

Aug 26 – Sep 2

G$66,218 GYD per night

Condo in Toronto

4.89 out of 5 average rating, 365 reviews

Lakeside Condo Studio In Downtown Toronto

Jun 13 – 20

G$55,994 GYD per night

Condo in Toronto

4.92 out of 5 average rating, 129 reviews

Large & Bright 2BR+Den in Midtown w/ Free Parking

Oct 6 – 13

G$48,990 GYD per night

Condo in Toronto

4.94 out of 5 average rating, 230 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

May 24 – 31

G$47,485 GYD per night

Destinations to explore