
Vacation 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...

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 (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)

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.

Oasis Spa w/ Private Sauna!
Welcome to Our Unique Group of Spa Getaway Suites at Friday Harbour Resort - The Oasis Spa Getaway Rejuvenate, Relax & Unwind with your own private in-suite Sauna and Stunning patio Bamboo Oasis with fire table and Weber BBQ overlooking the pool & hot tub Reconnect with your loved one in our most tropical & romantic suite with multiple fire elements and fully stocked chefs kitchen Professionally designed to take your breath away, a luxury experience to make memories that last a lifetime!

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.

Cozy Deluxe Studio at Horseshoe Valley
Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

GATED RESORT COTTAGE
[CLICK SHOW MORE FOR IMPORTANT INFO] Sought-after cottage located in the gated Wasaga Country Life resort; professionally managed year-round by Parkbridge. A short walk from the beach with full access to resort amenities including; indoor/outdoor swimming pools, private trails, playgrounds, mini golf, sports fields and many more professionally managed facilities. View the "Where you'll be" section below for a full list of amenities.

Pet-friendly, 1 BR condo in Horseshoe Valley
All-season Condominium in Horseshoe Valley. Spacious BR with ensuite. Living room with fireplace, dining space, sofa bed. Private balcony, kitchen with all the necessities. Walk to the new Vetta Nordic Spa. Skiing , golfing , hiking & biking trails, treetop trekking, restaurants, groceries- 5 min drive Barrie , Orillia , Wassaga beach are 20 min. drive( beach #3 is PET FRIENDLY) Please note: we are NOT able to accept cats!

Cozy Beach Cottage with Pool | Georgian Bay
Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay in Tiny township. Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.

Cozy getaway for two with hot tub!
Unwind in our peaceful guest suite attached to our home located near Mount St-Louis Moonstone, Vetta Nordic Spa and the cozy town of Coldwater. With its private entrance, hot tub (accessible daily between 8am and 10pm) and serene forest surroundings, this space is designed for guests who value calm, quiet and nature. We ask that guests share our appreciation for a tranquil environment.

Cozy 1-Bedroom Romantic Retreat with full Kitchen
Escape to Carriage Club Resort, nestled on rolling hills near Horseshoe Valley. Our 1-bedroom vacation rental sleeps 4 with a king-size bed and pull-out sofa. Enjoy the pool, firepit, volleyball, gym, and nearby skiing, golf, and Vetta SPA. Explore hiking trails, high ropes, and a 15-minute drive to Bass Lake's beach. Experience adventure and relaxation at Carriage Club!
Popular amenities for Tiny rentals with a pool
House rentals with a pool

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

Heart of Kimberley - with views and a hot tub
Condo rentals with a pool

Blue Mountain Getaway at North Creek Resort

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

Cozy Studio Mountainside stay in Blue Mountains

Clearview Chalet • Modern 3BR • Mountain Stay

3 Peaks at Blue Mountains, your luxury staycation!

Highlands Lodge & Loft - Shuttle to the Village

Cozy & Charming Retreat at Blue Mountain

Resort Condo (2 suites) near Horseshoe Valley
Other vacation rentals with a pool

Cottage on 5 Private Acres, Heated Pool & Hot Tub

Hot Tub & Cozy Fireplace - Headwaters Retreat

3BR Sierra Scandi Chic - Closest to Village

Cosy Chalet - 4 Season Family Oasis

Serenity Studio Sauna+HotTub+Indoor/OutdoorPool

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Great kitchen, comfy beds, games, walk 2 village +

Sweet Memories of Georgian Bay
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 R802 ZAR per night before taxes and fees

Verified guest reviews
Over 1,620 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 Wye Marsh Wildlife Centre
Destinations to explore
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- Rentals with pools Simcoe County
- Rentals with pools Ontario
- Rentals with pools Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Wasaga Beach Area
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Three Mile Lake
- Georgian Bay Islands National Park
- Inglis Falls
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Kee To Bala
- Harrison Park
- Taboo Muskoka Resort & Golf
- Wye Marsh Wildlife Centre
- Casino Rama Resort
- Mono Cliffs Provincial Park
- Burl's Creek Event Grounds
- Awenda Provincial Park
- Bass Lake Provincial Park
- Sunset Point Park
- Couchiching Beach Park
- Centennial Beach




