Vacation rentals with a pool in Tiny

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Popular amenities for Tiny rentals with a pool

House rentals with a pool

Guest favorite
Home in Midland
4.8 out of 5 average rating, 45 reviews

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

AnneRating, 5 stars4 months 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 The Blue Mountains
4.87 out of 5 average rating, 106 reviews

Blue Mountain Retreat w/ Pool + Village Shuttle

AlanaRating, 5 stars1 month ago
We really enjoyed our stay! The home was large and very clean, and in a great location for going to the spa and into the village.
Guest favorite
Home in Port Perry
4.93 out of 5 average rating, 220 reviews

Home away from home with a hot tub and pool

CourtneyRating, 5 stars1 week ago
lovely spot for some quiet outside time. backyard is spacious and welcoming. plenty of options for seating to enjoy sun or shade. kitchen was absolutely amazing to prepare food in, well organized and nicely laid out. rooms were tidy and clean, plenty of space to sleep 6 comfortably. would highly recommend this spot
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.
Guest favorite
Home in Elmvale
4.89 out of 5 average rating, 19 reviews

Cozy Lakefront Cottage with Hot tub and Pool.

KreenaRating, 5 stars9 months ago
We went to this cottage for a beautiful romantic weekend getaway and we were happy we got that. The owner of the cottage Necker was very kind and helpful, absolutely loved the place and there was plenty of water activities to do. It was easy to check in, communicate and plenty of peaceful vibes. Recommended 100%, please go visit this cottage it is very well worth it. P.S: we loved the character of the cottage with little artpieces and wall art from all over the globe 🌎.
Superhost
Home in Chatsworth
4.89 out of 5 average rating, 146 reviews

Stonehaven - large country retreat, with pool*

TawnyaRating, 5 stars3 months ago
We struggled to find a place for our group of 17 and Stonehaven was an amazing find! The beds were comfortable, we loved being able to have meals all together in one spot, and there was lots of space for people to do different activities inside since it was winter. Outside, we enjoyed tobogganing, snowshoeing and cross country skiing on the property. Steve was quick to communicate and provided clear instructions and maps. We were already talking about going back so we can enjoy the property in the summer! Thank you for a memorable and fun weekend!
Guest favorite
Home in Kimberley
4.88 out of 5 average rating, 200 reviews

Heart of Kimberley - with views and a hot tub

JoelsonRating, 5 stars1 week ago
We had an amazing experience. It’s a beautiful home with modern amenities and a beautiful outdoor area. We arrived in a cozy town with nearby restaurants and general store. It was a very clean and well prepped home. Our host was amazing. She was accommodating and very kind, always responsive and very welcoming. We highly recommend this stay. 10/10 experience.
Guest favorite
Home in Innisfil
4.91 out of 5 average rating, 105 reviews

Sauna*King Bed*Fireplace*SmartTV

MuskanRating, 5 stars1 month ago
Tristan’s stay was amazing! From booking to checking out the entire process was seamless, not to mention the amenities in the AIRBNB were amazing - remember to bring your own toiletries but other than that - FANTASTIC stay chef’s kiss! Will definitely check out Tristan’s other listings given his hospitality and professionalism. Thank you again!

Condo rentals with a pool

Guest favorite
Condo in The Blue Mountains
4.81 out of 5 average rating, 194 reviews

Mountainside Escape at Blue - Outdoor Pool

FaaizaRating, 5 stars2 weeks ago
We enjoyed our stay very much, such a cozy place. The host responded very quickly to any questions we had. Would definitely recommend staying here when visiting the blue mountain village!!
Guest favorite
Condo in The Blue Mountains
4.93 out of 5 average rating, 149 reviews

Large 3BR Modern Luxury Escape | Walk to Blue

DipalRating, 5 stars2 months ago
It was great staying at Karim’s place. The location is ideal for visiting Blue Mountain with restaurants and grocery stores near by. Also, Karim was very responsive and made sure we had everything we needed.
Guest favorite
Condo in The Blue Mountains
4.91 out of 5 average rating, 129 reviews

Out of the Blue - Outdoor Pool / Shuttle to Blue

MandyRating, 5 stars2 weeks ago
We lived our visit to this condo! It was warm and cozy and exactly as advertised. My daughter loved the loft area and chilling out on the pull-out sofa. We even went for a swim - the pool facilities are lovely! Thanks for a great stay - we will be back!
Guest favorite
Condo in The Blue Mountains
4.94 out of 5 average rating, 298 reviews

Cozy & Charming Retreat at Blue Mountain

GhazalaRating, 5 stars2 weeks ago
Leo and Josie were great! They were friendly and responsive and made sure we had everything we needed for our stay! There were 6 of us and we all had more than enough space. It was a great stay, would definitely recommend! :)
Superhost
Condo in The Blue Mountains
4.85 out of 5 average rating, 388 reviews

Ski in/out @ North Creek W King bed! New Hot Tub

KaitlynRating, 5 stars2 weeks ago
Great location, walking distance to Blue Mountain Village! Stephanie was incredibly friendly and helpful with instructions for check-in and check-out. Would absolutely stay here again!
Superhost
Condo in The Blue Mountains
4.85 out of 5 average rating, 401 reviews

Mountain Side One Bedroom

AmandaRating, 5 stars3 weeks ago
My husband and i make a date once a month to go away locally for a night (kid free) and this place was so cozy and perfect! We had dinner outside on the picnic table on the deck, bed was super comfortable.
Guest favorite
Condo in Innisfil
4.84 out of 5 average rating, 180 reviews

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

Joanna LRating, 5 stars12 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!
Guest favorite
Condo in Oro
4.88 out of 5 average rating, 171 reviews

Horseshoe 2BR | 4 Beds+Pool+BBQs+Resort Access

KrystalRating, 5 stars1 week ago
Justin was very accommodating and helpful when we had questions! The responses were so fast and informative. We loved everything about this place, it was peaceful, nice location and the pool was clean and very nice! Definitely will be back!!

Quick stats about vacation rentals with a pool in Tiny

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$10,465 GYD before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

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