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Vacation rentals with a pool in Regional Municipality of York

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

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Condo in Toronto

Spacious Downtown (midtown) 2bed 2 bath free parki

In the heart of Midtown (close to downtown), this is a modern 2 Bedroom, 2 Bathroom, 900 square foot loft, in a high rise building. My place is perfect for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets) are welcome too! The condo is in pristine condition with a fully equipped kitchen, living area, two comfy beds, two full piece washrooms and a balcony with all the luxuries and amenities you need. My spot is close to Underground Subway Train Station - Yellow Line, 24/7 Bus Accessible, Yonge Street, 24 hour restaurants, 24 hour grocery store, Bars, Clubs, Restaurants, Movies, Highway 401. There is no shortage of things to do around here. Thank you for considering staying with me during your visit to Toronto. Whether you're coming for business, pleasure, or to visit family, I think you will tremendously enjoy my suite and my neighborhood.

Dome in Bradford West Gwillimbury

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Condo in Innisfil

The Penthouse at Friday Harbour

Relax in this calm, stylish space. Our 1 Bedroom Suite has an abundance of Natural Light beaming in. You will experience Serene Sunrises and Sunsets from the Top Floor Balcony overlooking the courtyard pool, fire pit and Year round Hot tub. The relaxing adjustable bed and couch adds to a dream space to curl up or watch a movie after dinner at one of the many wonderful restaurants within Friday Harbour. A 3 Day minimum is a Friday Harbour requirement ; avoid problems renting with shorter terms.

Rental unit in Georgina

Quiet Country Escape Close To Beach Parks And Golf

Welcome to our country retreat! Kick back and relax in this quiet very comfortable, secluded guest suite. This unit is in a stand alone uninhabited building with its own private entrance and is not shared making it 100% yours to enjoy. This private retreat is perfect for beach and water enthusiasts, cyclists, golfers, fishing & boating. Located close to all of the shorelines of Cooks Bay all the way to Sibbald Park. The ROC and many beaches and golf courses are a short bike ride or drive away!

Condo in Innisfil

•#TheFridayFlat Luxury Poolside Retreat for Summer

Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake. Come experience the ultimate waterfront getaway at Friday Harbour!

Condo in Innisfil

Marina view at Friday Harbor 2bdm/2bth Pool option

Friday Harbour is a brand new all season resort just 1 hour and 15 minutes from Toronto. A perfect getaway without the long drive. Airbnb guests can now purchase a pass for the beach club pool! This Airbnb is an eight hundred square foot condo all newly furnished with king bed in master bedroom with ensuite bathroom, Queen bed in guest bedroom. Enjoy 65” Samsung Smart TV or sitting on the huge deck overlooking the marina and island homes. Board walk to beach, this place is amazing!

Cottage in Innisfil

Utopia Villa and Spa

Welcome to Utopia where you will make amazing long lasting memories with your family and friends. Just minutes from the beach, grocery stores, gas stations, and anything else you can need. There is so much to do here that you will never want to leave! Imagine a day full of good food by the fireplace, a dip in the hot tub, relaxing in the sauna and playing in the game room. Treat yourself with a stay! House rule: No smoking/eating in hot tub. Breaking this rule will result in $500 fine.

Villa in Toronto

Toronto Vacation | ➊ The One Toronto Villa

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.

Condo in Innisfil

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Experience the allure of Friday Harbour! Stay in this gorgeously furnished 1-bedroom condo, complete with a pullout sofa bed. Enjoy the stunning outdoor relaxation area that overlooks the courtyard pool. The condo features a spacious bedroom with a closet and a large bathroom. Its layout is perfect for both relaxation and entertainment, with an open concept living area and a kitchen featuring an island. Embrace the ultimate indoor and outdoor living experience at Friday Harbour!

Rental unit in Newmarket

The Hilton BnB Adult Luxury Suite

A beautifully decorated open concept walkout suite in an elegant 2-story home with all the amenities, accommodates 1-2 adult guests, in Newmarket’s prestigious Stonehaven Estates. The Hilton BnB is located just 30 minutes from downtown Toronto. Dine by the warmth of a fireplace in the winter or relax and have a BBQ poolside in the summer. The suite is spacious and the grounds are breathtaking. Uniquely designed with luxury in mind!

Rental unit in Innisfil

King Bed*Pool*Fireplace*BBQ*Smart TV

The perfect getaway an hour away from Toronto! Modern and bright fully stocked condo with a king bed and queen pull out loaded with entertainment from TVs (Netflix, Amazon Prime, Disney+) to the best board games! Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen

Home in Newmarket

Beautiful Pond View stay!

Welcome to our beautiful home featuring heated outdoor pool (seasonal, available from May 1st to October 1st), and scenic pond view which is nestled right next to our backyard! A peaceful oasis which is located in a quiet residential neighborhood, and is a perfect retreat for those looking for a relaxing stay. Despite this, the house is just a short drive from the restaurants, shopping centers, and Newmarket's downtown!

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Popular amenities for Regional Municipality of York rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Newmarket

Cozy Pool house in Newmarket

Home in Barrie

Luxurious 4BDRM-King Bed-Barrie-fire pit

Home in Barrie

Private Oasis | Inground Pool | Newly Renovated

Home in Toronto

Entire house with Pool, ravine, and nature trail

Home in Innisfil

Waterfront home, sauna, jacuzzi & Heated pool

Home in King City

Family Luxury Retreat

Home in Barrie

Entire House, Pool, Fire Pit - 5 Bdr sleeps 12/14

Home in Toronto

Toronto Pool Retreat

Condo rentals with a pool

Condo in Innisfil

Fire & Ice Spa Getaway w/ Private In-Suite Sauna!

Condo in Innisfil

Luxury Stay at Friday Harbour with Pool & Hot Tub

Condo in Innisfil

Friday Harbour Luxury Condo, Sleeps 4

Condo in Innisfil

FH Aquarius Bldg: Modern 2BR/2B Condo

Condo in Markham

Queen's Landing Markham Unionville

Condo in Innisfil

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Condo in Innisfil

Chic Retreat-@The Harbour 5* Resort-King Size Bed

Condo in Innisfil

Your Getaway.

Destinations to explore