
Vacation rentals with a pool in Orillia
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Orillia
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Orillia rentals with a pool
House rentals with a pool

Cute and Cozy House

2 Bd Boardwalk Condo Patio Oasis

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

Home away from home with a hot tub and pool

Countryside walk-out with pool.

Beautiful Waterfront Cottage with Pool&HomeTheater

Luxury Resort Villa on Muskoka Bay Golf Course

The Ridge Roost - Uxbridge Township
Condo rentals with a pool

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

NEW Ski-In Ski-Out 1-BED Condo - Pool, Gym, Sauna

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Friday Harbour Ground Floor w/ Large Terrance

Nature trail views with cozy patio and firetable!

Luxurious Friday Harbour Condo

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit

Spacious 1 bedroom condo in Carriage Hills (2248)
Other vacation rentals with a pool

Oro-Medonte/(ski),in/out pool 1

Luxury Suite | Pool & Hot Tub | Nature View

Innisfil Resort - 3 Bed Condo Amazing Views

Gym+Pool+PetFriendly+KingBeds

Warm rustic luxury chalet near lake & skiing

NEW Luxurious Corner Unit at Friday Harbour Resort

Spectacular 2 BDRM Penthouse at Friday Harbour

Beautiful 2 Bed/2 Bath Condo, Private Balcony
Quick stats about vacation rentals with a pool in Orillia
Total rentals
10 properties
Nightly prices starting at
€ 69 before taxes and fees
Total number of reviews
480 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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- Rentals with pools Simcoe County
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- Blue Mountain Village
- Horseshoe Resort
- Snow Valley Ski Resort
- Osler Bluff Ski Club
- Craigleith Ski Club
- Gull Lake
- Devil's Glen Country Club
- Rocky Crest Golf Club
- Angus Glen Golf Club
- Port Carling Golf & Country Club
- The Georgian Peaks Club
- Lakeridge Ski Resort
- Lake Joseph Golf Club
- Mount St. Louis Moonstone
- The Club At Bond Head
- Wooden Sticks Golf Club
- Muskoka Lakes Golf and Country Club
- Bigwin Island Golf Club
- Georgian Bay Islands National Park
- Muskoka Bay Resort
- Windermere Golf & Country Club
- Dagmar Ski Resort
- Barrie Country Club
- The Georgian Bay Club