Windsor Bay Holiday Rentals
- Osage Beach
- Sunrise Beach
- 1.14 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Osage Beach
- Linn Creek
- 5.78 mi to center
- Fireplace/Heating
- Parking
- Internet
- Osage Beach
- Camdenton
- 5.42 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Missouri
- Lake of the Ozarks
- 3.96 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Oceanfront
- Fireplace/Heating
- Ocean View
- Osage Beach
- Sunrise Beach
- 2.97 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Osage Beach
- Sunrise Beach
- 2.93 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Osage Beach
- Sunrise Beach
- 2.90 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Osage Beach
- Sunrise Beach
- 3.13 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
Luxury Holiday Rentals in Windsor Bay
- Osage Beach
- Sunrise Beach
- 1.46 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Osage Beach
- Sunrise Beach
- 3.97 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Fireplace/Heating
- Pet Friendly
- Parking
- Osage Beach
- Camdenton
- 8.25 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Osage Beach
- Buckingham Estates
- 0.28 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Osage Beach
- Camdenton
- 5.87 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Osage Beach
- Sunrise Beach
- 2.73 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Osage Beach
- Sunrise Beach
- 3.65 mi to center
- Private Pool
- Fireplace/Heating
- Pool
Top-Rated Holiday Rentals with a Pool in Windsor Bay
- Osage Beach
- Sunrise Beach
- 3.11 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Osage Beach
- Camdenton
- 5.43 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- Osage Beach
- Sunrise Beach
- 2.77 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Missouri
- Lake of the Ozarks
- 4.06 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Osage Beach
- Camdenton
- 5.44 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Osage Beach
- Sunrise Beach
- 1.49 mi to center
- Pool
- Balcony/Terrace
- Pet Friendly
- Missouri
- Lake of the Ozarks
- 5.06 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Osage Beach
- Camdenton
- 5.45 mi to center
- Oceanfront
- Pool
- Ocean View
- Osage Beach
- Sunrise Beach
- 2.41 mi to center
- Fireplace/Heating
- Pool
- Ocean View
Pet-Friendly Holiday Rentals in Windsor Bay
- Osage Beach
- Sunrise Beach
- 3.11 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Osage Beach
- Camdenton
- 6.07 mi to center
- Fireplace/Heating
- Pet Friendly
- Parking
- Osage Beach
- Camdenton
- 7.07 mi to center
- Pet Friendly
- Parking
- Internet
- Osage Beach
- Linn Creek
- 5.54 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Osage Beach
- Sunrise Beach
- 3.09 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Missouri
- Lake of the Ozarks
- 1.26 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Osage Beach
- Sunrise Beach
- 2.10 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Osage Beach
- Camdenton
- 6.33 mi to center
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
Large Holiday Rentals and Private Villas in Windsor Bay
- Osage Beach
- Sunrise Beach
- 3.25 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Osage Beach
- Linn Creek
- 5.76 mi to center
- Fireplace/Heating
- Air Conditioner
- Child Friendly
- Osage Beach
- Sunrise Beach
- 2.90 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Fireplace/Heating
- Parking
- Internet
- Osage Beach
- Camdenton
- 8.91 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Osage Beach
- Camdenton
- 8.67 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Osage Beach
- Sunrise Beach
- 4.18 mi to center
- Fireplace/Heating
- Balcony/Terrace
- View
- Osage Beach
- Linn Creek
- 5.64 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Wheelchair Accessible Holiday Homes in Windsor Bay
- Oceanfront
- Ocean View
- Balcony/Terrace
- Osage Beach
- Camdenton
- 5.88 mi to center
- Balcony/Terrace
- Pet Friendly
- Kitchen
Windsor Bay Private Villas and Holiday Homes Under $200
- Osage Beach
- Sunrise Beach
- 3.00 mi to center
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
- Parking
- Air Conditioner
- Osage Beach
- Camdenton
- 5.88 mi to center
- Hot Tub
- Fireplace/Heating
- Air Conditioner
- Osage Beach
- Camdenton
- 5.44 mi to center
- Fireplace/Heating
- Pool
- Parking
- Osage Beach
- Sunrise Beach
- 3.08 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Osage Beach
- Camdenton
- 4.93 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Osage Beach
- Sunrise Beach
- 3.09 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Osage Beach
- Camdenton
- 5.30 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Osage Beach
- Sunrise Beach
- 2.92 mi to center
- Fireplace/Heating
- Balcony/Terrace
- View
Instantly Bookable Holiday Homes in Windsor Bay
- Osage Beach
- Sunrise Beach
- 2.87 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Osage Beach
- Camdenton
- 5.89 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Osage Beach
- Sunrise Beach
- 3.38 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Osage Beach
- Sunrise Beach
- 4.01 mi to center
- Fireplace/Heating
- Balcony/Terrace
- View
- Osage Beach
- Linn Creek
- 5.39 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Osage Beach
- Linn Creek
- 5.78 mi to center
- Fireplace/Heating
- Balcony/Terrace
- View
- Osage Beach
- Camdenton
- 7.07 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Osage Beach
- Sunrise Beach
- 3.15 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Osage Beach
- Sunrise Beach
- 3.09 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
Book a Last Minute Place to Stay in Windsor Bay
About Casai's Private Villas and Holiday Rentals in Windsor Bay
Discover more than 303 vacation rentals available in Windsor Bay. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Windsor Bay.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Windsor Bay, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Windsor Bay. On average, places to stay near Windsor Bay offer 2064.02 ft², with nightly prices averaging د.إ.1,759.
With Casai, finding and comparing holiday rentals in Windsor Bay is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in Windsor Bay
| Type | Count |
|---|---|
| Vacation Homes | 243 |
| Holiday Apartments | 6 |
| Cottages | 3 |
Use these Quick Filters to Find a Holiday Rental in Windsor Bay
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Windsor Bay.
Weather in Windsor Bay, MO
View the weather forecast for Windsor Bay before booking your Windsor Bay Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Windsor Bay?
What are the top holiday rentals in Windsor Bay?
With numerous options available in Windsor Bay, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Windsor Bay:
- Allie's - Amazing 8,000 SF Home with -Private Pool-hot tub- Sleeps 26+
- Brownstone - Amazing 3,600 SF home SLEEPS 18 -Game room-HOT TUB
- Check Our Reviews! Luxurious Waterfront Penthouse, 11mm views, Pool, Elevator,
- 5 BED/3 BATH 7 Steps to Great Dock, Large Cove, Secluded, Parking for All
- Schaefer Shoreline Adventure, Boat Slip
- Captain Ron's House - Heated Pool - Hot tub - Games - Party Dock - Sleeps 22+
- Deck, Hot Tub, Views! Reunion Retreat in Ozarks
- Dog Friendly and Beautiful Main Channel View at the 34.5MM in a "NO WAKE" cove.
- Gentle Lot, No Wake Cove, Lily Pad, SUP, Kayaks, Private Dock, Tie up for boat
- Relax by Lake of the Ozarks in your spacious Sunrise Beach retreat on 1 acre.
How many holiday rentals have private pools in Windsor Bay?
Discover a selection of holiday rentals with private pools near Windsor Bay with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Lakefront Ozarks Home: Tiki Bar, Pool, Deck, Views
- Sunrise Shores Cabin #1 Lake Front with a POOL!
- Right by THE CAVE & Ozark Amphitheater Lake View & Pool, 12x32 Boat Slip/Wifi
- Lakefront Home with Private Pool and Dock! Close to the Cave with Huge Views!
Which holiday homes in Windsor Bay are best for families?
If you're searching for a family-friendly holiday home in Windsor Bay, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Windsor Bay:
- Waterfront No Stairs Calm Cove
- Sunny Providence Cottage Retreat with Dock, Kayaks
- Pet-friendly Home, Great Dock, Waterfront, Lake Views, Boat Slip
How many Casai.ae holiday rentals are available in Windsor Bay?
As of 2026, Casai boasts over 303 properties listed in the Windsor Bay area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Windsor Bay.

































































