Vacation rentals with a pool in Vaughan

Dome in Bradford West Gwillimbury

Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.

4.96 out of 5 average rating, 475 reviews

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...

A modern living area features a spacious sofa paired with two accent chairs. A round coffee table sits in the center, surrounded by a vibrant area rug. Large windows offer ample natural light and city views, while soft accent lighting enhances the ambiance.

4.88 out of 5 average rating, 134 reviews

Luxury CN Tower and Lake View Penthouse Sleeps 10

Experience luxury in our 41st-floor penthouse at 300 Front St W, Toronto. Steps from the CN Tower, this 2 Bedroom + Large Den (3rd Bedroom) offers stunning CITY, LAKE & SUNSET VIEWS. This beautiful apartment features a wrap-around balcony, 5 beds including a king bed, queen sofa bed, and a fully stocked kitchen. Enjoy CN Tower views from every bedroom, 100% Egyptian cotton linens & 4K Ultra HD TVs. Starbucks, a gym and an outdoor rooftop pool with exceptional views. Perfect for up to 10 guests.

A well-lit bedroom features a spacious bed with neatly arranged towels. Two nightstands flanking the bed hold lamps. A desk and chair are positioned by the window, complemented by greenery. A large mirror and a TV are mounted on the wall, enhancing the relaxed atmosphere.

4.98 out of 5 average rating, 112 reviews

Luxury Downtown Condo For 6 (CN Tower View)

Luxury awaits in our sophisticated 2bed, 2bath condo in the Entertainment District. This prime location places you steps away from Toronto's CN Tower, Metro Convention Centre, Rogers Centre, Hockey Hall of Fame & Scotia Bank Arena. Within a short walk, explore plenty of top dining, shopping, and entertainment options. Our unit is meticulously designed for modernity, elegance, and a truly relaxing experience. Enjoy our updated balcony with seating arrangements & breathtaking CN Tower views.

4.94 out of 5 average rating, 178 reviews

A modern living area features a large window with expansive views of the cityscape and surrounding landscape. A flat-screen television is mounted on the wall opposite a comfortable sofa and a coffee table, creating a welcoming space for relaxation.

Apartment in Mississauga

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.

5 out of 5 average rating, 135 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

4.92 out of 5 average rating, 136 reviews

Stunning Skyline View Condo, Steps to CN Tower

Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

4.99 out of 5 average rating, 199 reviews

The exterior of a modern two-story home is displayed, featuring a brick and stone facade. A well-maintained driveway leads to a double garage with decorative doors. Bright flower pots are positioned near the entrance, while lush green landscaping surrounds the property.

Apartment in Newmarket

The Hilton BnB Adult Luxury Suite

Experience the elegance of the Hilton BnB nestled in Newmarket’s prestigious Stonehaven Estates, just 30 minutes from downtown Toronto. This beautifully decorated open concept walkout suite in a two-story home offers unparalleled comfort and amenities for 1-2 adult guests. Indulge in dining by the fireplace during winter or unwind with a poolside BBQ in the summer amidst breathtaking grounds. The suite boasts spaciousness and a uniquely designed interior that exudes luxury at every corner.

Guest suite in Scarborough

A modern outdoor space features a large in-ground pool with vibrant blue water. An elegant fire pit sits in the foreground, its flames flickering above reflective glass stones. Surrounding the pool, tall wooden fences provide privacy, complemented by outdoor chairs positioned nearby.

4.94 out of 5 average rating, 130 reviews

Custom Luxury 2BR | Marble Pool | Games | Fire Pit

Welcome to our brand new, luxury modern suite located in a quiet, family-friendly neighbourhood. Mins to HWY401/DVP, TTC. Featuring: ✓ Luxury Finishes Throughout ✓ Heated Swimming Pool (seasonal April - Oct) ✓ Dedicated Workspace ✓ Washer/Dryer ✓ High-Speed WIFI ✓ Smart TV with Netflix, Prime & sound system ✓ Keyless Entry (24/7 Self Check-In) ✓ Outdoor BBQ, seating and fire table This upscale oasis is truly the perfect space for business travellers, young professionals & couples alike!

4.94 out of 5 average rating, 200 reviews

The indoor swimming pool area features a tiled pool surrounded by natural light from large skylights. Two colorful floats are positioned on the water surface, and glass doors provide a view of the outdoors, enhancing the open and airy feel of the space.

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.

4.9 out of 5 average rating, 155 reviews

A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.

Condo in Mississauga

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.

5 out of 5 average rating, 104 reviews

A backyard seating area is viewed, featuring a dark outdoor sectional couch with a black coffee table placed on a striped rug. Surrounding the heated saltwater pool are lounge chairs and lush greenery, creating a serene outdoor space.

Guesthouse in Brampton

Bright and Airy Guest Suite with Pool

Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean.

A spacious living area features a large sectional sofa adorned with decorative cushions. A modern coffee table is centered in front of a wall-mounted TV, providing a focal point. A minimalist console table is present, accompanied by wall art and a plant on display.

4.8 out of 5 average rating, 139 reviews

2BR Across from CN Tower & MTCC

A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This condo has 10 ft ceilings and over 700 sq ft We provide High-speed WiFi, Cable TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 30m - CN tower/Rogers Centre 210m - Union Station 500m - Harbourfront Centre 700m - Air Canada Centre 900m - TIFF Bell Lightbox

Popular amenities for Vaughan rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 13 reviews

Home in Palgrave

Relaxing Luxury Palgrave Cottage w/pool on 3 acres

5 out of 5 average rating, 9 reviews

Home in Markham

Walk-out Luxury basement with Gym & Theatre

A refreshing outdoor pool is surrounded by a wooden deck, offering ample lounge chairs for relaxation. Lush greenery frames the area, creating a serene atmosphere. The pool's clear turquoise water invites enjoyment, while the natural landscaping enhances the overall privacy of the space.

5 out of 5 average rating, 27 reviews

Award Winning Luxury Home with Heated Pool + Sauna

An outdoor space features a spa-inspired pool with connected Jacuzzi, surrounded by lounge chairs and an umbrella. A large gazebo housing a dining area is visible, along with landscaped greenery and a clear blue sky enhancing the serene environment.

5 out of 5 average rating, 19 reviews

Luxury Spa Escape with Pool & Jacuzzi

A hot tub and swim spa are shown in a well-maintained outdoor area, surrounded by lush green privacy hedges. Nearby, a modern patio seating area features a table and comfortable couches, enhancing the outdoor relaxation space.

4.89 out of 5 average rating, 64 reviews

private backyard SPA oasis in Toronto

4.91 out of 5 average rating, 332 reviews

An open-concept living area features hardwood floors and exposed brick walls. A spacious bed is complemented by elegant chandeliers, while a white futon is situated nearby. Decorative artwork adorns the walls, and a light-filled kitchen area is visible in the background.

Home in Niagara

Victorian Charm – Prime FIFA Base in King West

4.9 out of 5 average rating, 97 reviews

A bright and airy living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central rug, while a wall-mounted television provides entertainment. The entrance is visible with a stylish door and greenery outside.

Home in Don Mills

Casa Meya – Toronto Poolhouse Villa

4.92 out of 5 average rating, 49 reviews

A charming exterior of a spacious home is showcased, featuring a blend of stone and wood accents. Neatly trimmed hedges line a stone pathway that leads to the entrance. The well-maintained landscaping is complemented by a driveway and a garage.

Home in Scarborough

Private Pool Lakeview House

Condo rentals with a pool

Condo in Davisville Village

A modern living space features a spacious seating area with a gray sofa and a bright orange accent chair. A dining table with plants stands nearby. Natural light floods the room through a glass sliding door leading to a balcony, offering views of the city skyline.

4.85 out of 5 average rating, 142 reviews

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

4.86 out of 5 average rating, 210 reviews

A vibrant cityscape is illuminated by colorful fireworks, with numerous skyscrapers displaying warm lighting. A large crowd is gathered below, surrounded by modern buildings and open spaces, creating an inviting atmosphere for festivities during the evening.

Condo in Mississauga

Beautiful Penthouse with Breathtaking View

A bright living area features a modern orange sectional sofa and a wooden coffee table. Large windows offer views of the cityscape. A dining area with high chairs is positioned beside a compact kitchen, with red cabinetry adding a pop of color.

4.88 out of 5 average rating, 152 reviews

Beautiful Condo Across CN Tower and MTCC

4.89 out of 5 average rating, 879 reviews

1 Bedroom + Den (Office/Bidet/Balcony) near Rogers

4.81 out of 5 average rating, 115 reviews

A spacious living area is featured, with large windows offering natural light and views of the city. A comfortable gray sofa is situated alongside a vibrant red armchair. A wooden coffee table rests on a patterned rug, complemented by a flat-screen TV and decorative artwork.

Condo in Etobicoke

Humber Bay Family Friendly condo w Terrace&Parking

A chic living area features a gray chaise sofa adorned with pastel pillows, complemented by light pink curtains. A marble-top dining table sits near a flat-screen TV mounted on the wall, while a decorative bowl adds a touch of elegance to the coffee table.

4.98 out of 5 average rating, 214 reviews

Stylish Condo | Walk to BMO Field + Free Parking

A modern living area features a grey sectional sofa paired with a wooden coffee table. Natural light streams through large windows, revealing a view of the city. A 55-inch Smart TV is positioned on a dark wood console, complemented by decorative elements on the table.

4.93 out of 5 average rating, 129 reviews

Charming Condo w Parking, CN Tower View & Pool

A comfortable living area is highlighted by a plush sofa adorned with decorative pillows. A sleek television is positioned on a wooden media console, while a vibrant area rug adds warmth. Large windows offer natural light and views of the cityscape.

4.99 out of 5 average rating, 158 reviews

Artsy and Comfy Home with a View

Other vacation rentals with a pool

5 out of 5 average rating, 4 reviews

6ix Hideaway | Skyline Views | Pool•Hot Tub•BBQ

Condo in Davisville Village

4.99 out of 5 average rating, 81 reviews

Midtown Toronto Condo!

4.93 out of 5 average rating, 15 reviews

Seraya Wellness Retreat

4.97 out of 5 average rating, 66 reviews

A modern living area features a sleek sofa paired with a round coffee table. A flat-screen TV is mounted on the wall, providing entertainment options. Light streams in through large windows, illuminating the neutral color palette and contemporary decor. A standing lamp and wall art add subtle detail.

Apartment in Toronto

Luxury 2BR - Subway/Pool/Gym/Sauna + Free Parking

4.76 out of 5 average rating, 42 reviews

A spacious living area is showcased, featuring a comfortable sectional sofa with decorative pillows. A flat-screen TV is mounted on the wall. Large floor-to-ceiling windows provide abundant natural light and an outdoor dining area with views. Neutral tones and natural elements are evident throughout the space.

Apartment in Mississauga

CN Tower View Penthouse | Pool, Gym & World Cup

5 out of 5 average rating, 9 reviews

Condo in Toronto

Modern luxurious 2 Bedroom With Den

Condo in Davisville Village

A view from the kitchen showcases a modern living space filled with natural light. A granite countertop highlights sleek appliances, while the background reveals a cozy seating area and a large window with city views. A TV and decorative plant enhance the inviting environment.

4.92 out of 5 average rating, 49 reviews

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST