
Vacation rentals with a pool in Lake Simcoe
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lake Simcoe
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7

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...

Welcome to Paradise
Welcome to Paradise on Rice Lake Unique, semi-detached cottage has a heated pool, southern exposure, private deck with glass railing overlooking the lake. Included: 4 beds, 1 King, 2 Queen Murphy beds with Tempur-Pedic +1 pull out Queen sofa bed All S/S appliances, W&D, dishwasher, gas stove, firewood available $15, propane BBQ, outdoor dining area overlooking the lake. boat dock in front, great fishing, 5min to Keene for LCBO, Pharmacy, Gen Store, ATM, 1:20 from Toronto, :20 to Peterborough

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.

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.

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.

Exceptional 2+1 ground floor condo @Friday Harbour
Enjoy early check in and extra late check out in an exceptional 2+1 condo on the ground floor of the desired Aquarius building at Friday Harbour resort. Professionally designed for comfort and style. Aquarius building offers an outdoor pool, BBQ and sitting area. Friday Harbour is an all-season resort, 1 hour north of Toronto, that offers fine dining, LCBO, Starbucks and grocery store within walking distance. Enjoy seasonal activities & events all year round, water sports, live music & more!

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

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

Home away from home with a hot tub and pool
This spacious home is a short walk to downtown Port Perry. Enjoy your time around the pool or hot tub, relaxing by the outdoor fireplace, lounging at the bar or just spending your time under a large covered deck ( rain or sunshine, uv ray protection). Port Perry offers shopping, fun at the lake (fishing and boating), skiing, hiking, local brewery, many restaurant choices and easy access to the Blue Heron casino. Check local web site for the many events going on around town.

Aquarius bldg @ Friday Harbour 1st fl 2 bdr/2 bath
Main floor 2 bdr 2 bath condo in Aquarius building 825 sq. ft of indoor space. With a seasonal pool available . Enjoy a luxurious stay at an all season resort at Friday Harbour. We are Steps away from marina, beach, boardwalk, trails and more. Plenty of outdoor activities to enjoy all year round. Our fully furnished condo is ready for you and your guests to enjoy. Outdoor patio to catch fresh air & a cozy, stylish indoor space to unwind and enjoy.
Popular amenities for Lake Simcoe rentals with a pool
House rentals with a pool

Private river access with pool, canoes, kayak

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

Rivergrass Oasis Across from Blue Mtn Hot Tub!

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

Blue Mountain Retreat In Historic Snowbridge

Serene mountainside home with View/Shuttle Bus

Blue Mountain Village Townhome 4 Bedroom w Shuttle

Orilluxstay
Condo rentals with a pool

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

Cozy 1-Bedroom Romantic Retreat with full Kitchen

BLUE MOUNTAIN STUDIO OASIS

Stunning Mountain View- Pool, Hot Tub, WalkToBlue

Cozy & Charming Retreat at Blue Mountain

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Large & Bright 2BR+Den in Midtown w/ Free Parking

Ski in/out @ North Creek W King bed! New Hot Tub
Other vacation rentals with a pool

Cute and Cozy House

The King's Rest

FH Penthouse | Luxury 4-Bed | Pool & Hot Tub | BBQ

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

Oriole Ridge Retreat, Hot Tub, King Suite

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

Cedar Escape • Sauna • 10-Acre Private Forest

NEW Luxurious Corner Unit at Friday Harbour Resort
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Island of Montreal Vacation rentals
- Grand River Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Erie Canal Vacation rentals
- Laurentides Vacation rentals
- Detroit Vacation rentals
- Cabin rentals Lake Simcoe
- Rentals with a fireplace Lake Simcoe
- Cottage rentals Lake Simcoe
- Rentals with a patio Lake Simcoe
- Beachfront rentals Lake Simcoe
- Apartment rentals Lake Simcoe
- Private suite rentals Lake Simcoe
- Rentals with a washer and dryer Lake Simcoe
- Rentals with a fire pit Lake Simcoe
- House rentals Lake Simcoe
- Rentals with a sauna Lake Simcoe
- Rentals with lake access Lake Simcoe
- Ski-in/ski-out rentals Lake Simcoe
- Fitness-friendly rentals Lake Simcoe
- Rentals with a kayak Lake Simcoe
- Rentals with a home theater Lake Simcoe
- Townhouse rentals Lake Simcoe
- Rentals with breakfast Lake Simcoe
- Rentals with outdoor seating Lake Simcoe
- Luxury rentals Lake Simcoe
- Rentals with beach access Lake Simcoe
- Condo rentals Lake Simcoe
- Guesthouse rentals Lake Simcoe
- Rentals with a hot tub Lake Simcoe
- Family-friendly rentals Lake Simcoe
- Smoking-friendly rentals Lake Simcoe
- Bungalow rentals Lake Simcoe
- Lakehouse rentals Lake Simcoe
- Pet-friendly rentals Lake Simcoe
- Rentals with an EV charger Lake Simcoe
- Waterfront rentals Lake Simcoe
- Rentals with pools Ontario
- Rentals with pools Canada
- Blue Mountain Village
- Toronto Zoo
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Lakeridge Ski Resort
- York University
- Wasaga Beach Area
- Osler Bluff Ski Club
- Pigeon Lake
- Scarborough Town Center
- Rouge National Urban Park
- Devil's Glen Country Club
- Dagmar Ski Resort
- Gull Lake
- Three Mile Lake
- Georgian Bay Islands National Park
- Sheppard–Yonge Station
- Fairview Mall
- Scandinave Spa Blue Mountain
- Toronto PAN AM Sports Centre
- Kee To Bala
- Regional Municipality of York
- Sheppard West Station
- Torrance Barrens Dark Sky Conservation Area




