Holiday rentals with a pool in Innisfil

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Popular amenities for Innisfil rentals with a pool

House rentals with a pool

Top guest favourite
Home in Mono
4.97 out of 5 average rating, 38 reviews

Country Family Getaway with Pool and Trails

Cory & GinetteRating, 5 stars4 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 favourite
Home in Orillia
4.95 out of 5 average rating, 22 reviews

Cute and Cozy House

HeatherRating, 5 stars2 days ago
Thank you for the great stay. Your home was the quiet peaceful retreat we needed after a long and busy day. The well equipped kitchen made it easy for us to make and enjoy dinner together. Thank you again!
Guest favourite
Home in Shanty Bay
4.88 out of 5 average rating, 59 reviews

King Bed, Pool, Ravine View, Near Ski Hills

RebeccaRating, 5 stars2 weeks ago
Stayed here February 2025 for a week, the space was super clean and comfortable. Hosts are super responsive and accommodating. We would recommend and will stay here again.
Superhost
Home in Midland
4.8 out of 5 average rating, 45 reviews

Our vacation home. Fully equipped. Pool. Fire Pit.

AnneRating, 5 stars1 month ago
We were so satisfied for being the first time we booked a AIRBNB. We like the clean airy atmosphere when we walked in. Kitchen was fully equipped for our needs. ( I do a lot of cooking ). We were there for 6 weeks. Our hosts were always in contact to make sure our needs were met. We so enjoyed Midland and everyone was so friendly. We highly recommend this AIRBNB👍💗
Superhost
Home in Newmarket
4.82 out of 5 average rating, 22 reviews

Cozy Pool house in Newmarket

FabrizioRating, 5 stars6 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 !!
Superhost
Home in Keswick South
4.69 out of 5 average rating, 26 reviews

Beautiful Waterfront Cottage with Pool&HomeTheater

EsmaRating, 5 stars1 month ago
We had a great weekend at Xin’s place. Beautiful home with a huge backyard where our kids had lots of fun with snow! Highly recommend this place. Also a very responsive host Xin is, got an answer to our questions in minutes.
Guest favourite
Home in Victoria Harbour
4.92 out of 5 average rating, 12 reviews

Family & Friends Retreat

SanginiRating, 5 stars4 months ago
Peter is a fantastic host—responsive, flexible, and made everything easy. Highly recommend! We had amazing time with family, it was just perfect stay!! Would visit again in summer when pool is operational :)
Superhost
Home in Mono
4.76 out of 5 average rating, 17 reviews

Custom home that feels like the Spa

NickRating, 5 stars3 months ago
Great place to stay and very the host was awesome. Exactly as described.

Apartment rentals with a pool

Superhost
Apartment in Innisfil
4.82 out of 5 average rating, 466 reviews

Lovely 2-bedroom at Friday Harbour

AmandaRating, 5 stars1 week ago
We stayed at Erwin’s condo to do some ice fishing at Big Bay Point. Condo was clean and exactly as described. His instructions were very clear for entering the unit and the underground parking. We enjoyed the Dirty Oar restaurant in the complex. Erwin was very responsive to messages. Would definitely stay again!
Guest favourite
Apartment in Innisfil
5 out of 5 average rating, 61 reviews

FH Aquarius Bldg: Modern 2BR/2B Condo

NikkiRating, 5 stars2 months ago
The apartment was perfect for my husband and I and our 2 daughters. We loved that there were restaurants and a cafe within walking distance.
Guest favourite
Apartment in Innisfil
4.9 out of 5 average rating, 201 reviews

Beautifully Furnished New Condo at Friday Harbour

NicoleRating, 5 stars3 weeks 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 favourite
Apartment in Innisfil
4.89 out of 5 average rating, 139 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

DaveRating, 5 stars5 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
Apartment in Innisfil
4.91 out of 5 average rating, 139 reviews

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

LoriRating, 5 stars1 week 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 favourite
Apartment in Innisfil
4.93 out of 5 average rating, 109 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

ZoyaRating, 5 stars2 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.
Guest favourite
Apartment in Innisfil
4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Joanna LRating, 5 stars8 months ago
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!
Superhost
Apartment in Oro
4.93 out of 5 average rating, 14 reviews

Stunning Two Bedroom Condo in Horseshoe Valley

HelenRating, 5 stars7 months ago
Beautiful home, everything was just as described in the listing. Check in and check out were easy. Stephanie was great with communication and very helpful. Thanks so much, will definitely return if we need a place in the area again.

Quick stats about holiday rentals with a pool in Innisfil

  • Total rentals

    160 properties

  • Nightly prices starting at

    £23 before taxes and fees

  • Total number of reviews

    6.8K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Innisfil
  6. Rentals with pools