
Holiday rentals with a pool in Tiny
Find and book unique homes with a pool on Airbnb
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...

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!

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.

The Little Blue Spruce! Free shuttle to village
Welcome to The Little Blue Spruce Chalet, the place to unwind and rejuvenate. Located 5min from the village, this spacious unit comes with everything you might need to make your vacation carefree: fast internet, cable and multiple streaming channels, lots of linens and towels, a washer/dryer and a fully stocked kitchen. Relax on the back patio watching the birds and bunnies, walk 2 min to the pool or take the free shuttle to the village. Message me for more info! LICENCE NO. LCSTR20220000080

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.

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!

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

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.

The Friday Flat | Sunny Escape by the Marina
Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake Come experience the ultimate waterfront getaway at Friday Harbour

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.

Cottage on 5 Private Acres, Heated Pool & Hot Tub
Private heated pool + year-round hot tub on a secluded 5-acre mountain retreat. Sleeps 10 (max 8 adults) with total privacy. Perfect for ski days and starry-night soaks! Ski Ontario’s best hills by day, then unwind in the year-round hot tub under the stars. Enjoy a private 500ft mountain for sledding, cozy fireplace nights, open-concept living and much more. ✔ Heated Pool (Seasonal) ✔ Hot Tub ✔ Private Sledding Hill ✔ Minutes to Blue Mountain

Alpine Bliss: King Bed/Pool/HotTub/Shuttle
Newly renovated studio unit at the mountainside North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Double Pull Out Sofa * Remodeled Washroom *Equipped Kitchen with Keurig * Modern, Stylish Decor *Shuttle Service *Year Round Hot Tub *Pool (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!
Popular amenities for Tiny rentals with a pool
House rentals with a pool

Cozy Corner Townhome | Shuttle To The Village

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

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

Blue Mountain Retreat In Historic Snowbridge

Home away from home with a hot tub and pool

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

Serene mountainside home with View/Shuttle Bus

Blue Mountain Village Townhome 4 Bedroom w Shuttle
Apartment rentals with a pool

Spacious 1-br w jacuzzi at Horseshoe Valley

BLUE MOUNTAIN STUDIO OASIS

3 Peaks at Blue Mountains, your luxury staycation!

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

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

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

Blue Mountain Studio with Summer Pool

Bohemian Luxury at Friday Harbour Resort Simcoe
Other holiday rentals with a pool

Cozy HotTub & Fireplace-Headwaters Spring Retreat

The Fairway Chalet

Redwood Haven East: Your Dream Getaway in Uxbridge

Indoor Heated Pool and Sauna Right on the River

Welcome to PonyTrail ski golf spa sleeps 6

Chalet w/ yard & pool, walk to beach & playground

Sweet Memories of Georgian Bay

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool
Quick stats about holiday rentals with a pool in Tiny

Total holiday rentals
Explore 30 holiday rentals in Tiny

Nightly prices starting at
Tiny holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 1,620 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Tiny holiday 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 Wye Marsh Wildlife Centre
Destinations to explore
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- Pet-friendly rentals Tiny
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- Rentals with lake access Tiny
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- Rentals with an EV charger Tiny
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- Beachfront rentals Tiny
- Fitness-friendly rentals Tiny
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- Rentals with beach access Tiny
- Rentals with pools Simcoe County
- Rentals with pools Ontario
- Rentals with pools Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Three Mile Lake
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Taboo Muskoka Resort & Golf
- Burl's Creek Event Grounds
- Kee To Bala
- Casino Rama Resort
- Inglis Falls
- Harrison Park
- Bass Lake Provincial Park
- Innisfil Beach Park
- Wye Marsh Wildlife Centre
- Mono Cliffs Provincial Park
- Awenda Provincial Park
- Couchiching Beach Park
- Sunset Point Park




