Condo holiday rentals in Caledon

4.93 out of 5 average rating, 335 reviews

A modern kitchenette is shown, featuring a silver refrigerator and a stainless-steel microwave above the stove. Light cabinetry contrasts with a wood countertop. A gray sofa sits in the foreground, accompanied by a wall clock and a lamp, enhancing the sleek and organized space.

Condo in Pickering

“Elysium” Where happiness is real!

Stay connected with our fast Bell Fibe Wi-Fi, free parking and unwind with over 1000 streaming channels on our TV, including Netflix and Prime. Whether you're here to catch the game or watch an exciting fight you’ll have everything you need for a great time Our location is the perfect base for discovering all that Pickering has to offer. You’ll be just a short drive away from fantastic restaurants, lively bars, shopping spots, and even casinos—everything you need for a fun and convenient stay!

4.86 out of 5 average rating, 104 reviews

A panoramic view captures the CN Tower prominently against a clear blue sky. The reflective surfaces of nearby buildings glisten, while the shoreline of Lake Ontario merges with the cityscape. The Rogers Centre stands out with its distinctive domed structure in the foreground.

Condo in Harbourfront

Chic High Rise Urban Retreat with CN Tower View

Imagine waking up to the breathtaking sight of the CN Tower piercing the skyline, its reflection dancing on Lake Ontario. After a day exploring Toronto's vibrant streets and visiting landmarks like the Rogers Centre, the Scotiabank Centre & the magical Ripley's Aquarium, unwind in the living area with panoramic views, or stroll to nearby restaurants and nightlife. Equipped with basic cooking and dining utensils, towels, linens, and bath essentials. Catch your favourite show on the smart TV.

5 out of 5 average rating, 123 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

4.95 out of 5 average rating, 117 reviews

The living area features modern furniture with a blue sofa and a wooden coffee table. A piece of wall art depicting floral arrangements is displayed above the sofa. Large windows allow ample natural light and showcase city views.

Condo in Kitchener

Hydropool Spa HotTub/Bowling Alley/Patio/BBQ/Games

**Hydro spa hot tubs are open! **Fully licensed Airbnb - no hassle during your stay! **Stunning Interior decor, guests'' unique experience **Unmatched amenities in town! you must check out the amenities' pictures **Corner unit with stunning city views ** Location! Heart of Kitchener, centrally located to grocery stores, hip restaurants/bars, cute local shops, parks & happening city life ** 3 mins walk GO Station. 126 Weber St. W **Across Goo-gle Head office w/ LRT rail at doorsteps

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.

4.9 out of 5 average rating, 129 reviews

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.

An open-concept kitchen features sleek white cabinetry and a black granite island with three modern bar stools. Natural light fills the space through large glass doors, which lead to a balcony. A minimalistic design with potted plants enhances the welcoming atmosphere.

4.87 out of 5 average rating, 168 reviews

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!

A spacious balcony is shown, featuring a fire table surrounded by comfortable seating. An egg swing chair adds a playful touch, while a Weber BBQ is positioned nearby. The scene is enhanced by a vibrant sunset sky, casting a warm glow over the outdoor space.

4.96 out of 5 average rating, 135 reviews

Upscale Spa Getaway w/ Private Sauna

Welcome to our most Dramatic & Romantic Penthouse Spa Getaway Suite! Reconnect with your loved one or celebrate that special milestone in our professionally designed to play with all your senses spa suite, this escape will leave you feeling refreshed and rejuvenated! Cozy up to any of 3 fire elements and then cleanse and detox in your own private in-suite Infrared Sauna! Cook up a gourmet meal in our fully equipped chef's dream kitchen and year round Weber BBQ for grilling!

A modern living area features a stylish black sofa and a glass coffee table, complemented by a round dining table with four wooden chairs. Large windows allow ample natural light, enhancing the clean lines of the space. A decorative mirror adds depth to the room.

4.85 out of 5 average rating, 123 reviews

Trendy & Cozy 1BD Condo in the Heart of Toronto

Enjoy a trendy and cozy experience at this centrally located condo. This 1 bedroom, 1 bathroom unit is located in the heart of the city within walking distance to many of Toronto's most popular restaurants, bars and tourist destinations. Steps away from King street, The Well and walking distance from the CN Tower, Rogers Centre, Ripley' s Aquarium and much more. The unit is equipped with high speed Wi-Fi with unlimited internet. You can also enjoy the gym and studio room.

4.89 out of 5 average rating, 207 reviews

A cozy sleeping area is furnished with a spacious bed adorned with a patterned blanket. On both sides of the bed, bedside tables hold stylish lamps. Above the bed, a decorative wall art piece spells 'HOME,' enhancing the simple decor of the room.

Condo in Brampton

Cozy Condo-Apartment/Suite in Brampton

Welcome to our beautiful, Pristine & Spacious 1-queen Bed, well decorated Condo Studio-Apartment/Suite in Brampton west, the apartment is a minute walk to Mount Pleasant Go Station which connects you to anywhere in Greater Toronto Area, and some few steps to shops, parks. Close access to Airport, Hwy 410, 401, 407 & Mount pleasant village. Providing the experience to see the nice beauty of Mount pleasant /Brampton west.

A modern living area features a light-colored sofa with decorative pillows, accompanied by a clear glass coffee table. A sleek chair is positioned beside the comfortable seating. Large glass doors provide views of the outdoor area, with sleek kitchen cabinetry visible through the open layout.

4.81 out of 5 average rating, 514 reviews

Lovely 2-bedroom at Friday Harbour

Friday Harbour Resort welcomes you to the start of something extraordinary. Friday Harbour was designed to be a destination. A destination you look forward to visiting all year round, where you can unwind and truly feel relaxed. Whether you arrive to take in the peaceful serenity of the lake, spend hours in the Nature Preserve or mingle with friends over a gourmet meal, there’s no shortage of way to enjoy your days.

4.9 out of 5 average rating, 107 reviews

A light-toned living space is showcased with a soft, upholstered couch featuring neutral cushions. Above, two abstract artworks adorn the wall. A decorative table holds a small framed item resembling a house and soft foliage. Natural light streams through a large window.

Condo in Glen Abbey

Cozy Oakville Oasis | Modern & Peaceful Stay

Enjoy a peaceful stay in this stylish apartment near Saw Whet Golf Club and beautiful Bronte Creek Provincial Park. 3 min from the QEW, Bright, open-concept living space, full kitchen, private balcony, high-speed WiFi, and free parking. Just a short drive to Bronte Village with its waterfront trails, cafes, and shops. Ideal for couples, solo travelers, or business guests seeking comfort and convenience in Oakville.

A modern living area is shown with a light-colored sectional sofa featuring dark blue accent pillows. A sleek, black coffee table contrasts against the soft, patterned rug. Abstract artwork adorns the wall, complemented by an open layout that invites natural light.

4.84 out of 5 average rating, 289 reviews

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

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.

Popular amenities for Caledon condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.96 out of 5 average rating, 28 reviews

The spacious living area features a comfortable gray sectional sofa with decorative pillows, facing a modern coffee table. A sleek kitchen island with pendant lighting is visible in the background, complemented by modern appliances and cabinetry.

Condo in Oakville

Beautifully Upgraded One Bedroom and Den + Balcony

A modern living area is presented, featuring a large sectional sofa positioned next to a glass coffee table. Floor-to-ceiling windows showcase panoramic views of the city. A 65-inch Smart TV is visible, displaying various streaming options. Natural light fills the room, enhancing the open space.

4.95 out of 5 average rating, 66 reviews

Luxury 2.5Br-2Bath 1 Prk Condo SQ1 Striking Views

5 out of 5 average rating, 13 reviews

A light-filled living area features a comfortable sofa adorned with decorative pillows. A sleek floor lamp provides illumination next to a compact ottoman. Natural light streams through a large window, while light curtains frame the view. A small coffee table rests on a patterned rug.

Condo in Hamilton

The Steel-Modern

4.92 out of 5 average rating, 24 reviews

A modern living area features a sleek kitchen with stainless steel appliances, a stylish couch, and a flat-screen TV mounted on the wall. Large glass doors open to a balcony, allowing natural light to fill the space. A small dining table is set for two beside the kitchen.

Condo in Kitchener

LuxCondo in the downtown kitchener uptown waterloo

5 out of 5 average rating, 5 reviews

Condo in Erin Mills

Elegant &Cozy 2 BR Condo, Parking, City view.M

A modern living room features a large sectional sofa with a sleek design, positioned near a floor-to-ceiling window. A flat-screen TV is placed on a low coffee table, while natural light fills the space, highlighting the surrounding urban landscape.

4.9 out of 5 average rating, 61 reviews

Mississauga Square One Condo

5 out of 5 average rating, 13 reviews

The living area is furnished with a gray sofa facing a black coffee table and wall-mounted flat-screen TV. Large sliding glass doors allow natural light and provide access to a balcony. A bedroom is visible in the background, showcasing a neatly made bed.

Condo in Yorkdale

Luxury Condo w. Pool @ Yorkdale, Free Parking!

The image captures two high-rise buildings with a modern architectural design. Large glass windows reflect the sky, and spacious balconies are visible. The surrounding area appears open and well-maintained, suggesting a welcoming urban environment.

4.88 out of 5 average rating, 41 reviews

Luxury 2 bedroom + den full condo in Square One

Pet-friendly condo rentals

4.94 out of 5 average rating, 146 reviews

A modern living area is showcased, featuring a spacious lounge with a stylish sectional couch, accent chairs, and a flat-screen TV. A dining table with white chairs is positioned alongside a sleek kitchen island, illuminated by pendant lights, with natural light coming through large windows.

Condo in Barrie

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

4.97 out of 5 average rating, 314 reviews

A small balcony features a bistro table and two wooden chairs, overlooking a serene view of Lake Ontario. A potted plant sits in the center of the table, with the shimmering water and distant shore visible in the background.

Condo in Harbourfront

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

Condo in Humber Bay Shores

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.

4.79 out of 5 average rating, 106 reviews

Humber Bay Family Friendly condo w Terrace&Parking

4.9 out of 5 average rating, 143 reviews

An open concept studio features a wall-mounted Murphy bed, ample storage space in white cabinetry, and a kitchenette equipped with modern appliances. A small dining table with two stools is positioned near the kitchenette, while a comfortable sofa is positioned along the wall.

Condo in The Beaches

The Beaches pied-á-terre (Woodbine Beach)

A wide wooden boardwalk is shown alongside a marina, with modern buildings lining the waterfront. Soft sunlight reflects off the water and the boats docked. Comfortable blue chairs are placed on the green lawn, inviting relaxation while enjoying the serene harbor view.

4.94 out of 5 average rating, 233 reviews

Designer Condo with beautiful harbour view.

4.98 out of 5 average rating, 100 reviews

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

Condo in Fort York

Beautiful Lake View Studio Condo + 1 free Parking

4.89 out of 5 average rating, 105 reviews

A well-appointed bedroom features a queen-sized bed with premium linens and decorative pillows. A terracotta accent wall is complemented by soft lighting from a woven pendant lamp. Two nightstands with lamps sit beside the bed, and a cozy throw blanket rests over the foot of the bed.

Condo in Toronto

Stylish Apartment in Toronto - Long term available

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, 120 reviews

Charming Condo w Parking, CN Tower View & Pool

Condo rentals with a pool

Condo in North York City Centre

A modern building entrance is visible, featuring large glass doors and an expansive overhang. The name '2 Anndale' is prominently displayed above the entrance. Smooth concrete steps lead up to the door, surrounded by neatly maintained greenery.

4.97 out of 5 average rating, 59 reviews

1 Bedroom Suite

A panoramic view of Toronto’s skyline captures a vibrant tapestry of illuminated buildings, with varying heights and designs. The scene features reflections of colorful lights on glass façades, creating a dynamic urban atmosphere against the backdrop of a dark sky.

4.95 out of 5 average rating, 44 reviews

Modern Condo | Breathtaking Views | CN Tower

4.91 out of 5 average rating, 123 reviews

The modern condo building features a multi-story design with balconies and large windows. Soft greenery lines the ground level, enhancing the urban landscape. A clear blue sky provides a bright backdrop, while the street is lined with manicured trees, creating an inviting atmosphere for residents and visitors.

Condo in Unionville

Downtown Markham Unionville

4.78 out of 5 average rating, 18 reviews

A bright living area features a modern sofa and a wooden coffee table atop a soft rug. Floor-to-ceiling windows invite natural light and provide access to a private balcony. A large flat-screen TV is mounted on the wall, complemented by decorative plants.

Condo in Kitchener

Bright & Modern Downtown Stay w/ Pool & Gym

4.97 out of 5 average rating, 36 reviews

A modern kitchen features sleek cabinetry, stainless steel appliances, and a spacious island with seating for four. Natural light floods in through large windows, complementing the contemporary design. Decorative elements add a touch of elegance to the functional cooking space.

Condo in Richmond Hill

Chic Richmond hill Condo

4.98 out of 5 average rating, 210 reviews

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.

Condo in Fort York

Stylish Downtown Toronto Condo with Free Parking

A balcony offers a view of the Toronto skyline, including several skyscrapers and the iconic CN Tower. A small round table and a chair are positioned near the railing, complementing the modern urban scene against a clear blue sky.

4.83 out of 5 average rating, 240 reviews

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️

The living room features a comfortable sofa adorned with decorative pillows. A Smart TV is positioned on the wall opposite a glass dining table set for four. Natural light floods the space through large glass doors, offering views of the private patio.