
Vacation rentals with a pool in Tiny
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Tiny

Total vacation rentals
Explore 30 vacation rentals in Tiny

Nightly prices starting at
Tiny vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 1,740 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Tiny vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Tiny rentals

4.7 Average rating
Tiny stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Tiny's top spots, include Awenda Provincial Park, Balm Beach, and Discovery Harbour
Top-rated rentals with a pool in Tiny
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Sunny Pines Farm Studio Tennis Court/Bruce Trail
Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

Evergreen Studio-KingBed/Pool/HotTub/Shuttle
Renovated studio unit at the North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convection oven combo along with a stove top *Shuttle Service *Year Round Hot Tub *Pool (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Treehouse on private, isolated forest (300 acres)
You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Pool, Wifi, Free parking, Golf, Laundry, BBQ
Welcome We share with you our ⭐️⭐️⭐️⭐️⭐️ ‘super clean’ and pet friendly home -Free parking, -EV Charger, -Fast Wifi, -Indoor Fireplace (downstairs in the winter months only) -two outdoor fire pits (Solo Stove) -Full Kitchen, -Air Conditioning, -Peloton, -Hot Tub -Loft -Smart TV, -Washer and Dryer Oak Bay Golf Course, large yard, seasonal shared pool. Children's supplies -Crib, -toys, -playmat and custom dog 🐾house Minutes from Georgian Bay Island National Park in Muskoka.

Utopia villa and spa
Welcome to Utopia B&B, a peaceful retreat where lasting memories are created with family and friends. Just minutes from the beach, grocery stores, gas stations, and all everyday essentials. With so much to enjoy, you may never want to leave! Spend your day savoring good food by the fireplace, relaxing in the hot tub, unwinding in the sauna, and having fun in the game room. Indulge yourself with an unforgettable stay. : No smoking or eating in the hot tub. Any violation will result $500 fine.

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Luxury Beach Spa w/ Hot Tub-Private Sauna-Fire Pit
Escape to the Beach at Friday Harbour Resort in our newest addition to our Spa Getaway Group of professionally designed suites that will take you to a luxury destination close to home! This stunning Miami Boho Beach Hotel type vibe suite is very spacious and boasts 3 fire elements (indoor & Out) and your own private in-suite Sauna! With 2 beds and 2 baths there is plenty of space for a couples, friends or family stay! Make memories that last a lifetime in our most unique experience suites!

The Trails Retreat (Private Cabin)
Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

Tiny Home Nestled between Thornbury & Meaford
Tinyhome situated 10 min to Thornbury and Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area so it is quiet and dark at night. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared heated pool available for the summer months. Window Aircon/pool opens end of May or June.

Stunning 1BR w Pool ~ Free Parking & Self Check-In
Embark on a journey of unparalleled luxury as you discover our exquisite suite, crafted to offer an escape that transcends the ordinary and leaves you refreshed. Experience opulent design, a full bedroom, a spacious living area with TV, high-speed WiFi, fully stocked kitchen, and a stunning balcony . Enjoy the breeze by the sun, and BBQ on our new electric grill. Access our outdoor pool and hot tub, no fees or reservations required. Additional fees may apply for 30 nights and more.

Ski, Swim, Soak, Boat & Golf
Renovated 2 storey cottage overlooking beautiful Orr Lake. Ski at Mt. St. Louis Moonstone or Horseshoe Valley. Both 13 minutes away. A heated swimming pool in the summer and a hot tub all year. Canoeing, kayaking, paddle boarding or golfing across the street. Fully equipped kitchen. Livingroom includes an overhead projector, plus as a second floor Family room with a Wet Bar. 5 bedrooms, 7 beds, & 3 Baths. Max occupancy: 10 adults or 12 including children under 13. Parking for 5 cars.
Popular amenities for Tiny rentals with a pool
House rentals with a pool

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

Redhill Luxury Home...by the Blue Mountains

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

Rivergrass Oasis | Walk to Village & Pool

Serene mountainside home with View/Shuttle Bus

Home away from home with a hot tub and pool

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle
Condo rentals with a pool

Cozy & Charming Retreat at Blue Mountain

Studio Condo @ North Creek|Pool/Hot Tub/Crave TV

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

Resort Condo (2 suites) near Horseshoe Valley

The Friday Flat | Sunny Escape by the Marina

Lovely 3 Bedroom Condo with Stunning View and Pool

Stunning Mountain View- Pool, Hot Tub, WalkToBlue

Snowbridge Escape at Blue
Other vacation rentals with a pool

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

2 Bedroom + Sofa Bed (Sleeps Six)

Cottage on 5 Private Acres, Heated Pool & Hot Tub

The Snowbridge Lookout on Monterra Golf Course

Private condo getaway at base of Blue Mountain

Little Blue Spruce (Pool & Free Village Shuttle)

All-Season 2BR Escape at Friday Harbour Resort

Après Blue- 2bed2bath w/Pool 6 min walk to village
When is the best time to visit Tiny?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 646 | ﺩ.ﺇ 859 | ﺩ.ﺇ 852 | ﺩ.ﺇ 606 | ﺩ.ﺇ 804 | ﺩ.ﺇ 701 | ﺩ.ﺇ 933 | ﺩ.ﺇ 948 | ﺩ.ﺇ 668 | ﺩ.ﺇ 624 | ﺩ.ﺇ 643 | ﺩ.ﺇ 698 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
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- Rentals with a hot tub Tiny
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- Rentals with pools Simcoe County
- Rentals with pools Ontario
- Rentals with pools Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Wasaga Beach Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Torrance Barrens Dark Sky Conservation Area
- Osler Bluff Ski Club
- Awenda Provincial Park
- Devil's Glen Country Club
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Kee To Bala
- Casino Rama Resort
- Taboo Muskoka Resort & Golf
- Georgian Bay Islands National Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Bass Lake Provincial Park
- Three Mile Lake
- Mono Cliffs Provincial Park
- Sibbald Point Provincial Park
- Inglis Falls
- Cobble Beach Golf Resort Community
- Harrison Park





