Holiday rentals with a pool in Tiny

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Tiny rentals with a pool

House rentals with a pool

Guest favourite
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👍💗
Guest favourite
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 favourite
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 favourite
Home in Victoria Harbour
4.92 out of 5 average rating, 12 reviews

Family & Friends Retreat

SanginiRating, 5 stars8 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 :)
Guest favourite
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 favourite
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.
Superhost
Home in Elmvale
4.88 out of 5 average rating, 75 reviews

Ski, Swim, Soak, Boat & Golf

AlyssaRating, 5 stars1 month ago
The cottage is just off the main road making it extremely convenient. There was more than enough space for our party of ten. We really loved the two living spaces, upstairs and downstairs. And the outside area was beautiful. We had a wonderful time. We would definitely recommend Herbs place to friends!

Apartment rentals with a pool

Guest favourite
Apartment in The Blue Mountains
4.89 out of 5 average rating, 166 reviews

Close to Village, 2 Bedrooms , Rivergrass

IanRating, 5 stars2 weeks ago
Bruce was super helpful and has a great place. Would highly recommend!
Guest favourite
Apartment 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 favourite
Apartment in Huntsville
4.93 out of 5 average rating, 122 reviews

Your Home Away from Home in Beautiful Huntsville!

AvneetRating, 5 stars1 week ago
Absolutely amazing stay! The place was right by the water and the views were stunning. Everything was clean, comfortable, and just as described. The atmosphere was peaceful, and the whole experience exceeded my expectations. Highly recommend — I’d love to come back!
Guest favourite
Apartment in The Blue Mountains
4.93 out of 5 average rating, 292 reviews

Cozy Studio Mountainside stay in Blue Mountains

EmmaRating, 5 stars1 week ago
Absolutely Wonderful Stay! I had an amazing stay at John and Kristi’s condo! From the moment I arrived, everything was spotless, cozy, and thoughtfully equipped with everything one could possibly need for a comfortable stay. The attention to detail made it feel like a home away from home. The pool and hot tub area were a real bonus—clean, relaxing, and perfect after a day of exploring. I definitely made the most of it! The location was also ideal, just a pleasant 10-minute walk to the village, which made it easy to enjoy the local shops, restaurants, and atmosphere without needing to drive. John and Kristi were fantastic hosts—friendly, responsive, and clearly committed to creating a great guest experience. I would absolutely stay here again and highly recommend it to anyone visiting the area!
Superhost
Apartment 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!
Guest favourite
Apartment in Innisfil
4.93 out of 5 average rating, 115 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

VictoriaRating, 5 stars1 week ago
Loved this place so much! Shai was amazing. Definitely will be coming back!
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 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 favourite
Apartment 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 holiday rentals with a pool in Tiny

  • Total rentals

    50 properties

  • Nightly prices starting at

    ₹4,339 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