Vacation rentals with a pool in Georgina

Find and book unique homes with a pool on Airbnb

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Popular amenities for Georgina rentals with a pool

House rentals with a pool

Guest favorite
A well-maintained backyard features a circular fire pit surrounded by lush green grass. A fenced area provides privacy, while a tranquil pond is visible in the background, framed by tall reeds. A gazebo offers additional outdoor seating options.
Home in Holland Landing
4.96 out of 5 average rating, 23 reviews

Private river access with pool, canoes, kayak

SrinidhiRating, 5 stars1 month ago
Clean space, amenities were good! Responsive host!
Superhost
A community heated outdoor swimming pool is surrounded by lush greenery and a variety of seating options, including blue umbrellas. The clear blue water reflects the sky, creating a serene setting for relaxation. Lounge chairs are positioned along the poolside for guest use.
Home in The Blue Mountains
4.89 out of 5 average rating, 227 reviews

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King

KayeeRating, 5 stars2 weeks ago
Great stay at Blue Mountain. The kiddos really enjoyed the game room and the pool table. it was also super convenient to be able to schedule free shuttle to pick up and drop off to and from the village. Even if couldn't catch the shuttle it's only 20 min walk.
Guest favorite
A modern living area is highlighted by a sleek, electric fireplace beneath a large flat-screen TV. A rustic accent wall features wooden panels and decorative art. A comfortable gray sofa and a table set for dining complete the welcoming space, complemented by blue and natural tones.
Home in Innisfil
4.92 out of 5 average rating, 51 reviews

2 Bd Boardwalk Condo Patio Oasis

KeRating, 5 stars2 days ago
We love the location and the large TV and couch! Tristan was also pretty responsive, overall a great place to stay at over the weekend away from home! Btw, I’m a fan of the pillows!
Guest favorite
Home in North York
5 out of 5 average rating, 14 reviews

Award Winning Luxury Home with Heated Pool + Sauna

SymphoneeRating, 5 stars5 days ago
Lovely home. In close proximity to most of the things we wanted to visit. The kids loved the pool and arcade, and Ryan was very responsive if we had questions or concerns
Superhost
A balcony features a round table with two wicker chairs, surrounded by vibrant flowering plants in hanging baskets and pots. In the background, a sparkling blue pool is visible, nestled within a fenced backyard shaded by greenery.
Home in Newmarket
4.83 out of 5 average rating, 24 reviews

Cozy Pool house in Newmarket

SharleneRating, 5 stars3 days ago
Our family really enjoyed our stay here. We loved the pool and how at home we felt. The beds were really comfortable and there was plenty of room to relax. The house is in a great location. It was easy to find and close to all amenities. The host was very helpful and responsive. We would definitely stay here again.
Guest favorite
Home in The Blue Mountains
4.95 out of 5 average rating, 196 reviews

Pool Open / Serene mountainside home View/Shuttle

TimRating, 5 stars1 month ago
We had a wonderful stay with a family of four including 18 year old teen boys and two dogs. The boys enjoyed the pool table and great tv's while my wife and I enjoyed the great walking and quiet surroundings. It was also easy to have our well trained dogs with us in this location which was wonderful. Thank you Brendan for the terrific stay and allowing us to change our reservation when our plans changed with ease.
Top guest favorite
The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.
Home in The Beaches
4.99 out of 5 average rating, 148 reviews

Heated Pool-tub Open 365 Days

CaitlynRating, 5 stars3 weeks ago
We had a great stay! The house was spotless and very well maintained. Having three full bathrooms was incredibly convenient for our group, and the hot tub was a perfect. Highly recommend this place for a comfortable and enjoyable stay!
Guest favorite
An indoor heated pool area is featured, enclosed with high ceilings and large windows. Comfortable seating is arranged nearby, with a minimalist coffee table in the center. A garage-style door allows for an open transition to the outdoors, enhancing the spacious feel of the room.
Home in Beaverton
4.84 out of 5 average rating, 45 reviews

Luxury Family Home Indoor Pool Hot Tub Lake Access

DarshpreetRating, 5 stars2 weeks ago
We had an amazing stay at this cottage! Went with both friends and family, and it was the perfect getaway for everyone. The property is beautiful, peaceful, and super well-maintained — exactly what we needed to unwind and enjoy nature. The backyard was great for lawn games, and the indoor space was clean, cozy, and fully stocked with everything we needed. Chris and Rachael were fantastic hosts — super responsive, friendly, and made sure everything was perfect for our stay. You can really tell they care about their guests’ experience. We’re already talking about coming back! Highly recommend this spot to anyone looking for a relaxing escape. Thanks again, Chris and Rachael!

Condo rentals with a pool

Guest favorite
Condo in The Blue Mountains
4.98 out of 5 average rating, 159 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

JohnRating, 5 stars4 weeks ago
Our one night stay at Sabine’s was tremendous. The home is well appointed with plenty of space and easy walking distance to the village. Located in a second floor end unit, it’s a place you immediately feel comfortable in. There is a view of the slopes from the main room picture windows and a small deck area with muskoka chairs. There’s a sizeable fridge to store your beverages to drink while soaking up the views. There are two bedrooms on the main floor, and good sized master in the loft with king bed and en suite. Sabine was very communicative and left detailed instructions. Remote check in was a breeze. There is parking available. I would definitely recommend, and would definitely come back.
Guest favorite
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
4.88 out of 5 average rating, 176 reviews

Beautiful Penthouse with Breathtaking View

JamesRating, 5 stars1 week ago
Wafa was an incredible host and was always responsive and attentive to any questions we had. The place was just as described, clean, and had a wonderful view. Would definitely book again!
Guest favorite
Condo in The Blue Mountains
4.95 out of 5 average rating, 875 reviews

Stunning Mountain Views- WalkTo Blue, Pool, HotTub

LisaRating, 5 stars1 week ago
What a lovey area and a cosy place. Made great use of the pool and hot tub and our kiddos loved scootering up and down the street! Dom & Christine could not have made it easier. Our family absolutely loved our quick weekend getaway. We will be back!
Guest favorite
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.
Condo in Mississauga
4.84 out of 5 average rating, 269 reviews

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

IrinaRating, 5 stars2 weeks ago
Our family of three were staying in Omar place. It is great place to stay and really convenient location. Good communication and quickly response. I am really recommended this place to stay.
Superhost
The image showcases a spacious outdoor area featuring a swimming pool surrounded by landscaped gardens. Modern buildings with balconies are visible in the background. Seating areas with tables and chairs are arranged around the pool, providing a relaxed atmosphere for guests.
Condo in Innisfil
4.91 out of 5 average rating, 142 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

AnisaRating, 5 stars1 month ago
My kids & I had a fantastic experience at this Airbnb. The space was exactly as described—clean, comfortable, and well-equipped with everything I needed. The host was incredibly responsive and helpful, providing clear check-in instructions and great local recommendations. The location was perfect—close to everything, but quiet enough to relax. I would definitely stay here again and highly recommend it to anyone visiting the area!
Guest favorite
A spacious outdoor pool area is surrounded by lush greenery and comfortable lounge chairs. Umbrellas offer shade over selected seating, while a well-maintained pool invites relaxation. Nearby buildings feature a charming architectural style with multiple stories and large windows.
Condo in The Blue Mountains
4.94 out of 5 average rating, 235 reviews

The Blue Mountain's Dream Escape | Pool | Hot Tub

CarlyRating, 5 stars2 weeks ago
Great condo in a perfect location. The location is well stocked and has everything you could need. Walkable to restaurants and the village. Olga was a kind and responsive host. We wouldn’t hesitate to stay here again!
Guest favorite
The image shows a private pool surrounded by modern architecture, with a spacious deck area composed of large stone tiles. Planters with greenery are positioned along the edges, enhancing the serene atmosphere. The pool features light blue water and is set against a backdrop of multi-story buildings.
Condo in Innisfil
4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

SoniaRating, 5 stars9 months ago
My boyfriend and I stayed the weekend, it was a great location, Joe was very responsive and friendly! We had only 1 concern with the bbq that was not clean, but it has been handled with effectively. Overall space was very clean, it was easy to find kitchen supplies, and other items in the house! A great location with stores, restaurants at a walking distance, and other attractions within a 30 minute drive
Guest favorite
The indoor saltwater pool area features large windows allowing for natural light to flood the space. The pool is bordered by tile flooring with safety signage visible. Minimalistic design elements include sleek lines and modern lighting, creating a contemporary swimming environment.
Condo in Davisville Village
4.93 out of 5 average rating, 269 reviews

SpectacularPenthouse VIEWS/ POOL /free Parking

JimRating, 5 stars1 week ago
Judy's one bedroom apartment felt like a home away from home. We never heard our neighbors or any disturbing sounds through the walls. The other residents of the building were friendly and helpful. The property is an easy five-minute walk from the subway and buses. We were able to visit all the Toronto destinations on our list, then we could retreat to this haven in the sky. The bed was very comfortable. There were plenty of bed and bath linens. The kitchen included all we needed to cook and dine. It would have been handy to have more regular-size spoons and forks. We enjoyed a swim in the pool and a soak in the hot tub.

Quick stats about vacation rentals with a pool in Georgina

  • Total rentals

    10 properties

  • Nightly prices starting at

    G$16,728 GYD before taxes and fees

  • Total number of reviews

    290 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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