Villa holiday rentals in Greater Toronto Area

10-Acre Private Retreat | Heated Salt Water Pool

Welcome to your luxury summer retreat in Kawartha Lakes. This villa sits on a massive 10-acre estate near Lindsay, offering huge space, privacy, and professional cleaning. Enjoy bright interiors and premium amenities. Unwind outdoors with the private heated salt water pool—offering a silky, skin-friendly swim for sunny afternoons. Ideal for families and responsible groups. Now offering 30+ day stays from Nov to April. No parties or loud music. Quiet enjoyment only. Your private sanctuary awaits.

Serenity Creek - Luxury Country House

Enjoy the tranquility of Eel's Creek and nature. This lovely piece of paradise has stunning views all year. It is a luxury country house on the waterfront with an unrivaled private and peaceful setting. Step inside to discover a bright, spacious interior featuring open-concept living. Experience the ultimate retreat at our waterfront oasis. The surrounding area offers a variety of hiking trails, activities, sandy beaches, & nearby yummy food trucks, ensuring every moment is filled with delight.

Cheerful luxury 7 bedroom/7 washroom ravine house

Bring your family to this great place with lots of rooms for fun. Enjoy your stay and feel at home in this new, cozy, beautifully renovated house! Step out into a beautifully park to view and enjoy the beautiful nature trails along with the protected ravine. Stepping outside of the property, guests can find a large children's playground for family entertainment. This property is a 10-minute drive to highways 404 and 407, Canada's Wonderland, grocery stores, entertainment and great restaurants.

Wine Country Villa with Private Pool

"The Shakespeare": 4-bed villa, heated saltwater pool, sleeps 8. Niagara-on-the-Lake wine country. Modern Scandinavian style, private bedrooms, and bright open living. Enjoy a secluded backyard with a heated saltwater pool. A scenic walk to Lake Ontario sunsets, Old Town shops, and top wineries. Niagara Falls is only 20 minutes away. The rate you see includes everything but cleaning and taxes. No hidden costs or surprise fees at checkout. Pool open: Mid-May to September License # 126-2026

Brookhaven Cottage — Niagara on the Lake

Our home, centrally located in Niagara on the Lake, is perfect for that large family getaway, or vacation with friends. Take a stroll just a few blocks to the beach, or Old Town. Niagara on the Lake Golf course is also within walking distance, and wineries are just minutes away. Or enjoy a coffee or glass of wine on the deck off the kitchen, overlooking the tranquil back yard. We also partner with 🍇 Grape and Wine Niagara Tours if you are looking for any wine tours in this Wine Country!

Cedar Escape • Sauna • 10-Acre Private Forest

(Lic. STR2024-0005) Welcome to your private 10-acre forest estate, an exclusive sanctuary where refined luxury meets pristine nature. Wander serene woodland trails, refresh beneath the open-air forest shower, and gather fireside under a canopy of stars. Indulge in the soothing sauna, unwind poolside in complete privacy, and embrace the rare stillness surrounding you. Just minutes from the city, yet utterly secluded—offering elevated comfort, tranquility, and seamless high-speed connectivity.

Grand Waterfront Retreat – Under 1hr from Toronto

Experience the ultimate in refinement and relaxation on the north shore of beautiful Lake Ontario. Luxurious waterfront 5000 sq ft modern house with an incredible 180 degree view of Lake Ontario. Just 5 minutes walks to Port Darlington Marina & beach. This brand-new house with modern high-end furnishings and decor in the prestigious Lakebreeze community is something you don't want to miss. Enjoy sunrise and sunsets directly from the house. All this is only 40 minutes away from 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.

In Pines •Cozy Escape • Screened Porch • Beach

Escape to In Pines — a bright and spacious retreat nestled in Tiny, LaFontaine, just a 3–4 minute walk to the beautiful sandy beaches of Georgian Bay. Wake up to sunlight streaming through large windows, enjoy peaceful mornings surrounded by nature, and unwind by the fire pit or on the cozy screened porch after a day at the beach. Designed for comfort and connection, this home is perfect for families and groups looking to relax, recharge, and create lasting memories in every season.

Entire Villa with beautiful fenced backyard

This cozy and elegant villa is situated on 0.5 acre with spacious first-floor master bedroom suite, lovely sunroom, beautiful fenced backyard, fire pit and long driveway. Awesome location with lots of greenery, fall colours and fairy tale snow scenes! Everything is close by but you are in the peaceful countryside. 3 mins from HWY 400 and 30 mins from airport. No any kind of party is allowed here and no any street parking. Thanks for your great understanding!

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

Beautiful Getaway Location - Cuddles Cove

Enjoy a all year round getaway either personal or corporate retreat at this spacious, well equipped Bungalow located short minutes walk from beautiful sand beach access. This newly built cottage is approx 5,000 Sqft with an additional 1,000 Sqft covered balcony offering accommodations of 6 queen beds, 1 Luxury full kitchen, 1 BBQ and lots of entertainment! Enjoy a nice Quiet getaway in the lovely community of Tiny! STRTT-2026-135