
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 $56 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Tiny vacation rentals include wifi 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.

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!
5.0 out of 5 average rating, 236 reviews
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...
4.97 out of 5 average rating, 503 reviews
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.
4.96 out of 5 average rating, 182 reviews
Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games
Imagine a super large, cozy vacation home nestled in the heart of Blue Mountain Ski Resort, offering a perfect blend of luxury and comfort. Four bedrooms with 2 King beds. This expansive retreat boasts multiple levels to provide the utmost relaxation and tranquility. The home features 4.5 spacious bathrooms. Our Sauna and Entertainment basement is ready for guests' enjoyment. Walk to the Village or take a Free Shuttle Bus. Walk to Outdoor Heated Pool (Seasonal June-September) in 1 minute.
4.84 out of 5 average rating, 293 reviews
Après Blue- 2bed2bath w/Pool 6 min walk to village
Welcome to Apres Blue at Blue Mountain! Unbeatable location @ 110 Fairway Court, only a 5 minute walk to Blue Mountain Village, Ski lifts & Monterra Golf Course. Professionally decorated ground floor unit with full kitchen, gas fireplace, high speed internet, walk out private patio with outdoor dining area, private gas BBQ and shared seasonal pool. This spacious ground floor, 2 bedroom, 2 full bathroom end unit townhouse has everything you need to enjoy your stay! License #LCSTR20230000084
4.96 out of 5 average rating, 271 reviews
Lovely 3 Bedroom Condo with Stunning View and Pool
Beautifully Newly Renovated Condo Located in Rivergrass on Fairway Crt, which is in the heart of Blue Mountain and Steps to the Village! Condo features 3 bedrooms(One king, two Queen and Two Twin beds with trundle pullouts), 2 full baths, kitchen, washer/dryer, living room, and dining room. Outdoor Pool (Open from June 1 to start of Oct) and Hot Tub(All Year). Short walk or take the shuttle bus to the village. Our cleaners are extensively disinfecting and sanitizing between each booking.
4.99 out of 5 average rating, 235 reviews
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, -Private Hot Tub -Loft -Smart TV, -Washer and Dryer Golf, large yard, seasonal shared pool. Children's supplies -Crib, -toys, -playmat and custom dog 🐾house Minutes from Georgian Bay Island National Park in Muskoka.
4.99 out of 5 average rating, 232 reviews
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.
4.98 out of 5 average rating, 131 reviews
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.
4.85 out of 5 average rating, 112 reviews
Muskoka Forest Chalet with a Private Indoor Pool
Welcome to the beautiful Muskoka Forest Chalet. Equipped with a private indoor pool, wood burning fireplace, home gym, fully stocked kitchen, theatre room, new modern furnishings and much more. Escape the city life with a one-of-a-kind recently upgraded cottage. Whether you are coming with family or friends, our cottage provides a fun and relaxing experience for every guest. Enjoy activities nearby including ice fishing, hiking, snowmobile trails or shopping and dining
4.94 out of 5 average rating, 157 reviews
Casa ~ Pool ~ Fire Pit ~ BBQ
Relax with the whole family at our peaceful forest estate. Mother nature is your only neighbour and she comes right to your doorstep to welcome you. Enjoy the peaceful serenity of the forest that surrounds you. Enjoy our pool, nearby ATV trails, and all the activities Orillia has to offer. Guest access You'll have access to the entire property. The backyard is completely private, with zero light pollution, so please enjoy the stars and the peace and calm of nature.
4.77 out of 5 average rating, 106 reviews
Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom
Welcome to our cozy, modern condo in Horseshoe Valley — the perfect destination for families and groups of friends seeking adventure, relaxation, and unforgettable memories. Just a 2-hour drive from Toronto, our condo offers a prime location to experience it all. Whether you're hitting the slopes, unwinding at the Nordic spa, or exploring the outdoors with mountain biking, golf and tree-top trekking, you'll find everything you need for a perfect getaway.
4.99 out of 5 average rating, 136 reviewsPopular amenities for Tiny rentals with a pool
House rentals with a pool

Serene mountainside home with View/Shuttle Bus
4.93 out of 5 average rating, 249 reviews
Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
4.9 out of 5 average rating, 145 reviews
Redhill Luxury Home...by the Blue Mountains
4.96 out of 5 average rating, 185 reviews
Rivergrass Oasis | Near Blue Mtn Walk-Shuttle
4.86 out of 5 average rating, 133 reviews
The Castle
4.87 out of 5 average rating, 103 reviews
Blue Mountain Village Townhome 4 Bedroom w Shuttle
4.82 out of 5 average rating, 129 reviews
Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle
4.87 out of 5 average rating, 152 reviews
Home away from home with a hot tub and pool
4.94 out of 5 average rating, 248 reviewsCondo rentals with a pool

Cozy Residence with Walkout to Courtyard
4.96 out of 5 average rating, 106 reviews
Highland Grand Retreat Studio
4.93 out of 5 average rating, 111 reviews
The Friday Flat | Sunny Escape by the Marina
4.93 out of 5 average rating, 242 reviews
Maple & Mountain | Pool/Hot Tub/Shuttle/WalkToBlue
4.96 out of 5 average rating, 1028 reviews
Blue Vista | Pool/Hot Tub/Shuttle/WalkToBlue
4.94 out of 5 average rating, 659 reviews
The Blue Mountain's Dream Escape | Pool | Hot Tub
4.93 out of 5 average rating, 319 reviews
Cozy 1-Bedroom Romantic Retreat with full Kitchen
4.8 out of 5 average rating, 194 reviews
Pet-friendly, 1 BR condo in Horseshoe Valley
4.96 out of 5 average rating, 208 reviewsOther vacation rentals with a pool

Tiny Home Nestled between Thornbury & Meaford
4.86 out of 5 average rating, 457 reviews
Warm rustic luxury chalet near lake and trails
4.98 out of 5 average rating, 105 reviews
Happy Valley Retreat at Rivergrass
4.86 out of 5 average rating, 301 reviews
Cottage w Heated Pool & Hot Tub Near Blue Mountain
4.89 out of 5 average rating, 141 reviews
Waterfront | Heated Pool, Beachfront, BBQ, AC
4.97 out of 5 average rating, 145 reviews
Evergreen Studio | King Bed/Pool/Hot Tub/Shuttle
4.96 out of 5 average rating, 264 reviews
King’s Escape at Blue Mountain
4.97 out of 5 average rating, 210 reviews
3BR Sierra Scandi Chic - Closest to Village
4.94 out of 5 average rating, 585 reviewsWhen is the best time to visit Tiny?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $246 CAD | $327 CAD | $325 CAD | $269 CAD | $295 CAD | $292 CAD | $355 CAD | $361 CAD | $255 CAD | $238 CAD | $245 CAD | $266 CAD |
| 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 pools Simcoe County
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- Blue Mountain Village
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Killbear Provincial Park
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Casino Rama Resort
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Three Mile Lake
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Inglis Falls
- Harrison Park
- Sunset Point Park
- Innisfil Beach Park
- Cobble Beach Golf Resort Community
- Couchiching Beach Park
- Burl's Creek Event Grounds
- Kee To Bala





