Windsor Mill Holiday Rentals
- Port Richey
- ·
- Driftwood Isles
- 0.07 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Port Richey
- ·
- Gulf Highlands
- 0.19 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Gulf Highlands
- 0.41 mi to center
- Fireplace/Heating
- Pool
- Kitchen
- Parking
- Port Richey
- ·
- Pleasure Isles
- 0.12 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Port Richey
- ·
- Hudson
- 4.52 mi to center
- Fireplace/Heating
- Pool
- Parking
- Internet
- Port Richey
- ·
- Pleasure Isles
- 0.13 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Hudson
- 2.99 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Hudson
- 4.78 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Hudson
- 4.63 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
Luxury Holiday Rentals in Windsor Mill
- Port Richey
- ·
- Hudson Beach Estates
- 0.13 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Internet
- Port Richey
- ·
- Hudson Beach Estates
- 0.01 mi to center
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
- Port Richey
- ·
- Hudson Beach Estates
- 0.01 mi to center
- Fireplace/Heating
- View
- Parking
- Air Conditioner
- Port Richey
- ·
- Hudson Beach Estates
- 0.13 mi to center
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
- Port Richey
- ·
- Hudson Beach Estates
- 0.13 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Hudson Beach Estates
- 0.13 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Vista Del Mar
- 0.20 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Port Richey
- ·
- Hudson Beach Estates
- 0.36 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Port Richey
- ·
- Sea Ranch On The Gulf
- 0.15 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
Top-Rated Holiday Rentals with a Pool in Windsor Mill
- Port Richey
- ·
- Hudson
- 4.47 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- Hudson
- 4.52 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Sea Ranch
- 0.07 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
- Port Richey
- ·
- Hudson
- 4.55 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Hudson Beach Estates
- 0.39 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
- Port Richey
- ·
- Hudson
- 4.83 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- Hudson Beach Estates
- 0.11 mi to center
- Private Pool
- Pool
- Kitchen
- Air Conditioner
- Port Richey
- ·
- Hudson
- 4.78 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
- Port Richey
- ·
- Sea Ranch
- 0.44 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
Pet-Friendly Holiday Rentals in Windsor Mill
- Florida
- ·
- Port Richey
- 4.23 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Port Richey
- ·
- Pleasure Isles
- 0.13 mi to center
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
- Port Richey
- ·
- Pleasure Isles
- 0.15 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Port Richey
- ·
- Beacon Woods East
- 0.52 mi to center
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Bayonet Point
- 0.60 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Hudson Beach Estates
- 0.15 mi to center
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Bayonet Point
- 1.11 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Port Richey
- ·
- Hudson
- 3.30 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Port Richey
- ·
- Signal Cove
- 0.35 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
Large Holiday Rentals and Private Villas in Windsor Mill
- Florida
- ·
- Port Richey
- 4.26 mi to center
- Kitchen
- Parking
- Air Conditioner
- Internet
- Port Richey
- ·
- Hudson
- 3.14 mi to center
- Balcony/Terrace
- Parking
- Air Conditioner
- Internet
- Florida
- ·
- Port Richey
- 4.25 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Gulf Coast Acres
- 0.36 mi to center
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Florida
- ·
- Port Richey
- 4.26 mi to center
- Kitchen
- Parking
- Air Conditioner
- Internet
- Port Richey
- ·
- Hudson
- 2.98 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Port Richey
- ·
- Hudson
- 3.20 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
- Port Richey
- ·
- Sea Ranch On The Gulf
- 0.50 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Port Richey
- ·
- Gulf Coast Acres
- 0.36 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
Wheelchair Accessible Holiday Homes in Windsor Mill
- Port Richey
- ·
- Hudson
- 4.72 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
- Port Richey
- ·
- Bayonet Point
- 1.19 mi to center
- Ocean View
- View
- Parking
- Air Conditioner
- Florida
- ·
- Port Richey
- 2.83 mi to center
- Pool
- Breakfast
- Kitchen
- Parking
- Port Richey
- ·
- Sea Ranch
- 0.44 mi to center
- Pool
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Sea Ranch
- 0.05 mi to center
- Ocean View
- View
- Parking
- Internet
- Port Richey
- ·
- Hudson Beach Estates
- 0.43 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
- Port Richey
- ·
- Gulf Highlands
- 0.25 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
- Port Richey
- ·
- Hudson
- 4.47 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- Hudson
- 4.53 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
Windsor Mill Private Villas and Holiday Homes Under $200
- Port Richey
- ·
- Signal Cove
- 0.13 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Sea Ranch
- 0.07 mi to center
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
- Port Richey
- ·
- Hudson Beach Estates
- 0.25 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Sea Ranch On The Gulf
- 0.38 mi to center
- Child Friendly
- Port Richey
- ·
- Hudson
- 4.52 mi to center
- Spa
- Pool
- Parking
- Internet
- Port Richey
- ·
- Hudson
- 3.95 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Sea Ranch
- 0.18 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Hudson Beach Estates
- 0.39 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Port Richey
- ·
- Hudson Beach Estates
- 0.22 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
Instantly Bookable Holiday Homes in Windsor Mill
- Port Richey
- ·
- Sea Ranch
- 0.09 mi to center
- Fireplace/Heating
- Ocean View
- View
- Pet Friendly
- Port Richey
- ·
- Hudson Beach Estates
- 0.16 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Port Richey
- ·
- Hudson
- 4.55 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Signal Cove
- 0.04 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Cape Cay
- 0.13 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Signal Cove
- 0.20 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Sea Ranch On The Gulf
- 0.40 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Port Richey
- ·
- Hudson
- 4.53 mi to center
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Port Richey
- ·
- Hudson
- 4.55 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
Book a Last Minute Place to Stay in Windsor Mill
About Casai's Private Villas and Holiday Rentals in Windsor Mill
Discover more than 517 vacation rentals available in Windsor Mill. 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 Mill.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Windsor Mill, 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 Mill. On average, places to stay near Windsor Mill offer 752.44 ft², with nightly prices averaging US $197.
With Casai, finding and comparing holiday rentals in Windsor Mill 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 Mill
| Type | Count |
|---|---|
| Vacation Homes | 370 |
| Holiday Apartments | 26 |
| Cottages | 10 |
| Villas | 6 |
Use these Quick Filters to Find a Holiday Rental in Windsor Mill
★ 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 Mill.
Weather in Windsor Mill, FL
View the weather forecast for Windsor Mill before booking your Windsor Mill Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Windsor Mill?
What are the top holiday rentals in Windsor Mill?
With numerous options available in Windsor Mill, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Windsor Mill:
- Water front house on canals to Gulf of Mexico
- Waterfront/private dock. 4 kayaks and a canoe included! Pet friendly💕🐾🐠
- Waterfront 3 Bedroom Hudson Getaway with private dock!
- Water Enthusiasts Heaven
- Waterfront Oasis on the Gulf
- Spacious Canalfront Home w/Pool ~ 1/2 Mi to Beach
- Amazing views! Fishing, kayaks, great restaurants. Well stocked-sparkling clean!
- Deep water canal!
- Best Views ON the Gulf! Top floor!
- Waterfront home w/direct Gulf access and lanai-covered heated pool and hot tub!
How many holiday rentals have private pools in Windsor Mill?
Discover a selection of holiday rentals with private pools near Windsor Mill 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.
- Private retreat with pool, the Salty Seahorse!
- Quiet Gulf Canal Neighborhood with Enclosed Lanai & Heated Pool EV friendly
- Hudson Beach Gulf of Mexico Waterfront Condo Tennis Pool Boating Amazing Views!
- 3 bedroom house located on a canal with direct gulf access
Which holiday homes in Windsor Mill are best for families?
If you're searching for a family-friendly holiday home in Windsor Mill, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Windsor Mill:
- Sunset Shores, 2/2 pool canal home with Gulf access in nice quiet neighborhood
- Gulf-View Condo w/Heated Pool in Hudson!
- Hampton Inn & Suites Port Richey
How many Casai.com holiday rentals are available in Windsor Mill?
As of 2026, Casai boasts over 517 properties listed in the Windsor Mill area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Windsor Mill.









































































