Vacation rentals with a pool in Oro-Medonte

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Popular amenities for Oro-Medonte rentals with a pool

House rentals with a pool

Top guest favorite
A spacious heated pool is surrounded by lush greenery and colorful flowers. Lounge chairs provide seating options, while a vibrant umbrella offers shade. The pool area includes a patio, decorative plants, and a fenced perimeter, creating a serene outdoor retreat.
Home in Mono
4.97 out of 5 average rating, 38 reviews

Country Family Getaway with Pool and Trails

Cory & GinetteRating, 5 stars5 months ago
We had an amazing stay! Communication with the hosts was quick, and they were very attentive to all our needs, ensuring we had everything we required. The house was perfectly suited for our group of 8, offering plenty of space and comfort. The property itself is beautiful, with easy access to scenic walks and hikes right on the grounds. Plus, it was just a short drive to Hockley Valley, where we attended our event. This place was ideal for our weekend getaway, and we’d definitely stay here again!
Guest favorite
A pristine in-ground pool is surrounded by a well-maintained patio and grassy area. The house features a modern exterior with a sloped roof and accessible steps leading to a deck adorned with planters. Sunlight reflects off the water, creating a calming ambiance.
Home in Orillia
4.96 out of 5 average rating, 25 reviews

Cute and Cozy House

MartinRating, 5 stars4 weeks ago
Anzhelika was a great host. She was very responsive and easy to communicate with. Her place was very nice and convenient for us as we were going to a show at Casino Rama. Would love to come back in the summer to enjoy the pool.
Guest favorite
An indoor swimming pool is surrounded by large windows, offering natural light and a view of green foliage outside. Comfortable loungers line one side, while a fitness area with equipment is visible in an elevated space above the pool.
Home in Shanty Bay
4.89 out of 5 average rating, 63 reviews

King Bed, Pool, Gym, Ravine View, Your Getaway!

ElizabethRating, 5 stars1 month ago
My boyfriend and I had a wonderful stay at Candace and Montu’s townhome. The unit was clean and as described. The hosts were super responsive and proactive with providing instructions for check in and check out. Perfect distance to the Vetta Nordic spa which we enjoyed. 10/10 recommend staying here.
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
4.82 out of 5 average rating, 22 reviews

Cozy Pool house in Newmarket

FabrizioRating, 5 stars8 months ago
Great stay. Brought the family there for a weekend of pool fun. My kids are 3 and 16 months. Minoo is a great host and very responsive. The home is meticulous but not particularly kid friendly - she was upfront and described this to me in advance. If you have a little one that likes to explore on their own - you need to keep an eye on them, lots of little decorations at arms reach for the kids. Spiral staircase can be difficult to use with kids in your arms as well. Pool was beautiful and warm however is not a walk in and the shallow end is a third of the pool. We spent most of our time in the private backyard or out for walks. Local parks and amenities close by. We had a great time and would absolutely stay at Minoos place again when visiting Newmarket. Thanks for the hospitality Minoo !!
Guest favorite
Home in Beaverton
4.88 out of 5 average rating, 41 reviews

Luxury Family Home Indoor Pool Hot Tub Lake Access

AlyssaRating, 5 stars1 month ago
The place was beautiful and the pool was perfect for a winter get-away. They were super responsive the entire time and check-in/out was super easy.
Superhost
A private heated pool is surrounded by a patio featuring red lounge chairs and a small green table. Lush greenery borders the pool area, providing a sense of privacy. A shed is visible in the background, and clear blue skies complete the serene outdoor setting.
Home in East Gwillimbury
5 out of 5 average rating, 3 reviews

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths

PaulRating, 5 stars3 months ago
This place was absolutley spotless and communication was amazing even though nothing was needed til checkout. Would love to have enjoyed pool but tough in January. Minimal amount of snow fell and they had someone come shovel and salt.
Guest favorite
A well-maintained pool area is surrounded by a spacious stone patio. Lounge chairs provide seating near the water. An umbrella offers shade over a seating arrangement, while colorful floaties are visible in the crystal-clear pool. Lush greenery frames the scene, enhancing the outdoor space.
Home in Sebright
5 out of 5 average rating, 35 reviews

All Season Waterfront Retreat with Pool & Hot Tub

AaronRating, 5 stars8 months ago
Gary & Mina were excellent hosts. They greeted us for check in and where very accommodating. Any questions we had were quickly answered via the AirBNB app. The house was full of character and had lots of things to do indoors and outdoors. The kitchen was well stocked with supplies, utensils and kitchen wares. There was a washer/dryer centrally located which was great for towels and the Weber BBQ was in top notch condition. Water toys well maintained (2 kayaks, 1 paddle board, 1 canoe and 1 paddle boat). Pool and hot tub worked great, which was a must for our cottage getaway.
Guest favorite
An outdoor space features a rectangular pool surrounded by stone tiles. Comfortable lounge chairs are positioned nearby. Lush greenery and wooden fencing provide privacy. Soft evening light casts a warm glow over the area, enhancing the serene ambiance of the setting.
Home in Midhurst
5 out of 5 average rating, 8 reviews

Modern Farmhouse-luxe&comfort

YooraRating, 5 stars1 month ago
I recently had a pleasure of staying at this Airbnb, and I couldn’t be more satisfied with my experience. The space was clean, spacious and tidy, making it the perfect retreat for my getaway with my friends. From the moment I arrived, I was impressed by how well-maintained the property was. The cleanliness truly stood out, and it was evident that the host take great pride in providing a welcoming environment. The spacious layout allowed for plenty of room to relax and unwind, and I appreciated the thoughtful touches throughout the home. Overall, I highly recommend this Airbnb to anyone looking for a comfortable and enjoyable stay with a large group. I will definitely be returning in the future.

Condo rentals with a pool

Superhost
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.
Condo in Innisfil
4.82 out of 5 average rating, 472 reviews

Lovely 2-bedroom at Friday Harbour

AllisonRating, 5 starstoday
The location is perfectly located within Friday Harbour to access the restaurants and stores. Lots to do. Felt very safe inside the condo, very clean, kitchen was fully stocked with everything we needed to cook and eat. Beds are comfy!
Top guest favorite
An aerial view captures a modern courtyard featuring a private outdoor pool, surrounded by sleek buildings. Lounge chairs are positioned along the pool's edge, and landscaped areas with greenery add to the serene atmosphere. Soft light from the evening sky complements the setting.
Condo in Innisfil
5 out of 5 average rating, 62 reviews

FH Aquarius Bldg: Modern 2BR/2B Condo

CristinaRating, 5 stars1 month ago
Beautiful unit with fully equipped kitchen & everything you need to feel right at home. Beds are comfortable, we were 2 people but it would fit 4 comfortably. Would definitely be back.
Guest favorite
An outdoor balcony features two wicker chairs and a matching table, surrounded by vibrant autumn foliage. The glass railing offers unobstructed views of the colorful trees, while a flat ceiling provides protection from the elements.
Condo in Innisfil
5 out of 5 average rating, 11 reviews

Luxurious Friday Harbour Condo

KenricRating, 5 stars6 days ago
Great listing, was surprised there were 2 showers one in each washroom, amazing view and Aaron went above and beyond to make sure we were good.
Guest favorite
A cozy bedroom features a spacious bed with light-colored linens and two decorative pillows. Nightstands with lamps are positioned on either side, providing soft illumination. A framed artwork hangs on the wall above the bed, and large windows allow natural light to fill the space.
Condo in Innisfil
4.9 out of 5 average rating, 201 reviews

Beautifully Furnished New Condo at Friday Harbour

NicoleRating, 5 stars2 months ago
We had a great stay! The place was incredibly clean, and had everything we needed and more. We felt right at home, and communication with the host was excellent! Everything was easy to find. There was an awful snow storm over the weekend that we stayed, but the place was so cozy and clean, we were happy to stay in and binge watch some Netflix :) I can’t recommend Jennifer Nicole’s place enough!
Guest favorite
A spacious courtyard features a tranquil pool surrounded by modern condominium buildings. Lush greenery enhances the area, while lounge chairs are positioned near the water. Bright blue skies and natural light create a cheerful atmosphere, ideal for relaxation and leisure activities.
Condo in Innisfil
4.89 out of 5 average rating, 139 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

DaveRating, 5 stars7 months ago
Kevin was a responsive and friendly host, and his place is clean and comfortable and very close to Friday Harbour. We loved the balcony for breakfast and coffee, and the condo itself was full of friendly folks. We can't wait to go back sometime!
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, 139 reviews

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

LoriRating, 5 stars2 months ago
Shahed's place at Friday Harbour is beautiful and well appointed. He gave very clear instructions for entry and parking, including photos. The condo was clean and had all the amenities needed, even extra charging cables for devices! The space was comfortable and uncluttered. Shahed was great at communicating and always responded quickly to any questions. Friday Harbour has activities and restaurants available on weekends in the winter and is a fun engaging place by the harbour in the spring, summer and early fall. We were there in the early part of the week in February so the harbourfront was quiet but still nice for a stroll. We spent time in both Barrie (20 minutes away) and Orillia (about 50 minutes away).
Guest favorite
An outdoor pool area features a modern design with lounge chairs positioned along the water's edge. A wooden pergola provides shaded seating. Surrounding greenery and contemporary building façades enhance the space, creating a relaxing setting for guests.
Condo in Innisfil
4.93 out of 5 average rating, 109 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

ZoyaRating, 5 stars3 months ago
Apartment was even beyond our expectations. It was the most amazing place we have ever rented on New Year holidays. There were 6 people and the place was big and comfortable enough for everybody. Moreover, the apartment was extremely clean and had everything in it to live for short or long terms without any issues. The apartment is located in Friday Harbour which is the perfect place to live in. There are lots of shops, restaurants, a beautiful marina, pool , beach club nearby. We also went for skiing to Horseshoe resort, which took us approx 30 minutes to get there. Shai is a wonderful host, he was in touch during the entire period of our stay in his apartment. He left us a bottle of wine and chocolates as a present, it was so cute. Thank you so much for your attention and care. We will definitely rent your apartment again.
Superhost
Condo in Shanty Bay
5 out of 5 average rating, 4 reviews

Lux 4bd 2bath 1400 sqft Condo

SandyRating, 5 stars7 months ago
This Lux 4bd Condo was exactly as described. We had a wonderful time having both units with 6 ladies. The place is beautifully decorated and we found everything we needed. Jordan was very responsive to any of our questions and always so helpful! The back deck was so peaceful looking out into the woods. It was a beautiful 5 min walk to the Vetta Spa which we also highly recommend!!

Quick stats about vacation rentals with a pool in Oro-Medonte

  • Total rentals

    420 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    13K reviews

  • Family-friendly rentals

    210 properties are a good fit for families

  • Pet-friendly rentals

    150 properties allow pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Oro-Medonte
  6. Rentals with pools