
Vacation rentals with a pool in Midtown
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Midtown

Total vacation rentals
Explore 350 vacation rentals in Midtown

Nightly prices starting at
Midtown vacation rentals start at G$2,094Â GYD per night before taxes and fees

Verified guest reviews
Over 5,530 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
340 of Midtown vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Midtown rentals

4.8 Average rating
Midtown stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Midtown's top spots, include Royal Ontario Museum, Casa Loma, and Evergreen Brick Works
Top-rated rentals with a pool in Midtown
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Walk to BMO Field (Toronto Stadium) | Free Parking
Experience downtown Toronto in a stylish condo! Start your day by enjoying coffee on the balcony. Walk to BMO Field (Toronto Stadium) - ideal for concerts, sports & FIFA events. Walk to Exhibition Place, CN Tower, Rogers Centre, Ripley’s Aquarium, restaurants & waterfront. Full kitchen, 2 desks with fast WIFI. Building features a pool, hot tub, sauna, gym, rooftop BBQ, free parking & self check-in. Discounts for 7+ nights & non-refundable bookings. Book your unforgettable Toronto stay today!

“CasaDeLeon”- Modern and cozy Lakeview guesthouse
YES Hot tub and heated pool are open! Forget your worries in this spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. **25+ ID & waiver req**

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

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 .

Charming and Luxurious 2BR+1Bath Guest Suite
Elegant and bright walkout low-level guest suite in the Toronto area with an outdoor Red-Cedar Barrel Sauna. Complete with 2 spacious bedrooms, 1 Bathroom, internet, patio with furniture and barbeque, Smart TV and electric fireplace in each bedroom, large TV, home theatre included surrounding system and projector with a 120-inch screen in a living room. The Guests also have a private laundry room equipped with a washer and dryer. Free parking the for number of cars on the premise’s driveway

5-Star 2BR/2BA with Pool & Gym | Yonge & Eglinton
Welcome to your high-floor stylish 2-bedroom, 2-bathroom condo in the heart of Toronto! Now accepting bookings through December. Enjoy the indoor pool, gym, hot tub, sauna, steam room, and one free parking spot. Loblaws is downstairs, and GoodLife is across the street. Cafes, restaurants, and parks are within a 2-minute walk. The subway is steps away. The unit includes fast Wi-Fi, Netflix, full kitchen, and in-suite laundry — perfect for work trips, weekend getaways, or extended stays.

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.

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST
Welcome to your ideal retreat in Midtown Toronto 👋🏻 , a sophisticated and inviting stay nestled near the vibrant Eglinton Station (🚶🏻4 min walk). This prime location offers guests unparalleled access to a dynamic neighborhood teeming with exceptional dining, cozy cafés, and a plethora of entertainment options. Whether you’re visiting for business, a weekend getaway, or an extended stay, this stylish rental provides the perfect blend of comfort, convenience, and urban excitement.

High-Floor w/ Balcony | CN Tower | Scotia | Rogers
Entire stylish and modern condo in the heart of DT Toronto! WALK to Toronto's main attractions: → CN Tower / Aquarium / Rogers Centre (7 mins) → Scotiabank Arena (2 mins) → Union Station (2 mins) → Lake Ontario Waterfront (3 mins) → Direct access to the underground PATH Highlights: → Secured building access with 24/7 concierge → Spacious balcony with patio set → Electrical fireplace → Washer + dryer with detergent →MONTHLY STAYS: Access to fitness centre, pool, sauna!

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins
1,Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2,With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3,Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

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

1 Bedroom + Den (Office/Bidet/Balcony) near Rogers
Elegant modern suite in the heart of Entertainment District and 1-min walk to Rogers Centre, Metro Toronto Convention Centre, CN Tower & PATH (Largest Underground Shopping Complex in the world) Perfect for conferences and seasonal travellers. State of the art amenities including high end gym equipment, spin room, steam room, whirlpool pool and roof top pool. Conveniently located at Front & John, my property is your doorstep to Toronto!
Popular amenities for Midtown rentals with a pool
House rentals with a pool

Vacation Spa Retreat! Sauna, pool, gym

Luxury Spa Escape with Pool & Jacuzzi

Toronto Backyard w/ Pool, Hot Tub & Sauna | 4BR

Ravine Paradise ! heated pool and hot tub!

private backyard SPA oasis in Toronto

King Bed. Swimming pool. Your World Cup Home Base!

Victorian Charm – Prime FIFA Base in King West

Tranquil Estate Retreat | Pool, Pond on 3 Acres
Condo rentals with a pool

Beautiful Penthouse with Breathtaking View

Beautiful Condo Across CN Tower and MTCC

FIFA fan zone Pool/HottubFree parking walk to BMO

Humber Bay Family Friendly condo w Terrace&Parking

Stylish 1BR on Toronto’s Harbourfront

Fort York- Lake View Studio Condo + Indoor Parking

Luxury Downtown Condo For 4 (CN Tower Views)

Luxury 1 Bedroom Suite In Heart Of Toronto
Other vacation rentals with a pool

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

Beautiful High Rise View Condo W/Pool&Free Parking

**30%OFF** Lake view property ❤️ of downtown

Private 1 bed/1.5 bath in-law suite in a house!

Dreamy City Views | High-Rise | Pool & Gym Access

Heart of Yorkville! Chic, modern, 1 min to Subway

Boutique 1BR Downtown | Pool•Hot Tub•Sauna•Parking

2 Bedrm 2 Bath Unit +Parking
When is the best time to visit Midtown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$23,453 GYD | G$23,034 GYD | G$25,547 GYD | G$23,872 GYD | G$26,803 GYD | G$27,641 GYD | G$28,060 GYD | G$29,944 GYD | G$29,316 GYD | G$25,966 GYD | G$23,662 GYD | G$23,244 GYD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Destinations to explore
- Loft rentals Midtown Toronto
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- Rentals with a sauna Midtown Toronto
- Rentals with an EV charger Midtown Toronto
- Bed and breakfasts Midtown Toronto
- Private suite rentals Midtown Toronto
- Rentals with a home theater Midtown Toronto
- Rentals with lake access Midtown Toronto
- Pet-friendly rentals Midtown Toronto
- Townhouse rentals Midtown Toronto
- Rentals with a fireplace Midtown Toronto
- Rentals with a washer and dryer Midtown Toronto
- Smoking-friendly rentals Midtown Toronto
- Rentals with a hot tub Midtown Toronto
- Luxury rentals Midtown Toronto
- Condo rentals Midtown Toronto
- Rentals with outdoor seating Midtown Toronto
- Fitness-friendly rentals Midtown Toronto
- Rentals with a patio Midtown Toronto
- House rentals Midtown Toronto
- Family-friendly rentals Midtown Toronto
- Rentals with pools Toronto
- Rentals with pools Ontario
- Rentals with pools Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls
- Casa Loma
- Massey Hall
- Scarborough Town Center
- York University
- Casino Niagara
- Dufferin Grove Park





