
Holiday rentals with a pool in Georgina
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Georgina
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!

Treehouse on private, isolated forest (300 acres)
You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

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.

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

Friday Harbour Luxury Condo Escape, Sleeps 4
The Holiday Markets are here, escape to our spacious, furnished, 1 bedroom condo with a walkout balcony located in Friday Harbour All Seasons Resort community. Enjoy this season with access to walking trails, boardwalk festivities, live music, events and weekend markets on the boardwalk. Queen bed + pullout, sleeps 4. Two Smart TVs, High Speed WiFi. Relax on furnished balcony overlooking our private pool, courtyard & beautiful sunset. 1 Free Parking, Electric BBQ, In-Suite Lau

Friday Harbor Upscale 1Bed+Sofabed+Pool Option
Experience the allure of Friday Harbour! Stay in this gorgeously furnished 1-bedroom condo, complete with a pullout sofa bed. Enjoy the stunning outdoor relaxation area that overlooks the courtyard pool. The condo features a spacious bedroom with a closet and a large bathroom. Its layout is perfect for both relaxation and entertainment, with an open concept living area and a kitchen featuring an island. Embrace the ultimate indoor and outdoor living experience at Friday Harbour!

King Bed, Pool, Gym, Ravine View, Your Getaway!
Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Our Pool is Open! Book Us Today

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!

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!

*HotTub*Pool*FirePit*King Bed*
The perfect getaway an hour away from Toronto! Modern and bright fully stocked condo with a year-round hot tub, outdoor pool, fireplace, and an outdoor fire pit. Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen → Year Round Hot Tub → Outdoor Swimming Pool
Popular amenities for Georgina rentals with a pool
House rentals with a pool

Cute and Cozy House

newly renovated, close to airport, washer/dryer

Home away from home with a hot tub and pool

Countryside walk-out with pool.

Luxury Family Home Indoor Pool Hot Tub Lake Access

The Ridge Roost - Uxbridge Township

Summer Calendar Now Open • Poolside Luxury Toronto

Casa Meya - Toronto Poolhouse Villa
Apartment rentals with a pool

Cozy Stays – Your Fall Getaway at Friday Harbour

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

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

Downtown Markham Unionville

Luxurious Friday Harbour Winter Wellness Escape

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

Luxury Condo w. Pool @ Yorkdale, Free Parking!

Exceptional 2+1 ground floor condo @Friday Harbour
Other holiday rentals with a pool

Pool/ King Bed/Wifi/Toronto LakeView/Free Parking

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

Oasis of luxury: 1 bdrm retreat w/Hot Tub Access

Friday Harbour Ground Floor w/ Large Terrance

Private 1 bed/1.5 bath in-law suite in a house!

Luxe Retreat at Friday Harbour

Trendy 1 Bdrm w/Pool & Hot Tub View

Charming 2 Bed/2 Bath at Friday Harbour Resort
Quick stats about holiday rentals with a pool in Georgina

Total holiday rentals
Explore 10 holiday rentals in Georgina

Nightly prices starting at
Georgina holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 360 verified reviews to help you choose

Wifi availability
10 of Georgina holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Georgina rentals

4.8 Average rating
Georgina stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a patio Georgina
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- Blue Mountain Village
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- The Danforth Music Hall
- Bay Station
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Snow Valley Ski Resort
- Casa Loma
- Dufferin Grove Park
- Wasaga Beach Area
- Mount St. Louis Moonstone
- Lakeridge Ski Resort




