Discover Your Ideal Estate Windsor Vacation Rental in Christiansted on St. Croix Island for a Memorable U.S. Virgin Islands Getaway
Discover Your Perfect Estate Windsor Vacation Homes
Best Vacation Homes in Estate Windsor
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- 1194 ftยฒ House
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Estate Windsor Luxury Rentals
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Estate Windsor Pet Friendly Vacation Rentals
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- 650 ftยฒ Condo
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Estate Windsor Large Vacation Homes
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Why Choose Rent By Owner for your Estate Windsor Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Estate Windsor
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, as the best seasons for exploring the region typically fall during the dry months when weather conditions are most favorable for enjoying outdoor activities and relaxing in your ideal vacation rental.
Peak Season Highlights
December to April
During this peak season, you can enjoy warm, sunny weather ideal for exploring the area and relaxing on the beaches. The region experiences its most popular travel period, making it a vibrant time to stay in rental properties.
June to August
This summer months bring lively festivities and ideal conditions for outdoor activities. Booking your vacation rentals here during this time ensures an energetic atmosphere and plenty of sunshine.
Off-Season Highlights
May and November
Shoulder seasons offer more tranquility and often better rates, with fewer crowds in the area. This is a great time to enjoy peaceful surroundings while still experiencing pleasant weather.
September to October
During these months, you may encounter occasional showers, but the region remains warm and less busy. Off-peak stays here provide a relaxed environment perfect for unwinding in comfortable vacation rentals.
Weekly Weather Forecast for Estate Windsor
How to Book Your Estate Windsor Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Estate Windsor
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor swimming pool to cool off under the sun.
- Relax on spacious patios or decks with scenic views of the surrounding area.
- Gather around an outdoor barbecue grill for memorable cookouts.
- Take advantage of lush, landscaped gardens perfect for morning walks.
- Benefit from shaded lounging areas to unwind after exploring here.
- Make use of dedicated outdoor dining spaces to savor meals al fresco.
- Experience convenient parking options within the propertyโs outdoor facilities.
Top Attractions Around Estate Windsor
What attractions are nearby?
Nearby in this destination, you can enjoy a variety of outdoor activities and cultural experiences that showcase the vibrant spirit of the region, making it an ideal spot to explore during your stay.

Family Activities
- Fort Christiansvaern Tour: Discover the historical significance of this well-preserved fortress, offering an educational experience for the whole family in the region.
- Christiansted National Historic Site: Explore the charming streets and learn about the area's rich history through engaging exhibits and guided walking tours.
- St. Croix Botanical Garden: Enjoy a peaceful walk through lush landscapes and discover native plants that showcase the natural beauty of this destination.
- Beaches on the island: Relax and play along pristine shores, perfect for building sandcastles and swimming in calm, clear waters here in the region.
Adult Activities
- Explore Christiansted National Historic Site: Discover the area's rich history through well-preserved landmarks and captivating museums showcasing the region's colonial past.
- Relax on Sandy Beaches: Unwind on the pristine beaches nearby, enjoying the sun and crystal-clear waters that define this destinationโs coastal charm.
- Experience Local Cuisine: Savor authentic Caribbean flavors at local eateries, offering a taste of the regionโs vibrant culinary scene.
- Participate in Water Activities: Engage in snorkeling, paddleboarding, or sailing to embrace the lively aquatic environment that surrounds here.
Estate Windsor Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Savor authentic flavors at nearby dining spots to truly experience the regional culinary culture during your stay.
- Plan Excursions Ahead: Book eco-tours or cultural activities early to ensure you make the most of your time in this scenic destination.
- Enjoy the Natural Beauty: Take advantage of the area's pristine beaches and outdoor spaces to relax and unwind amidst stunning surroundings.
- Get Insider Tips: Connect with locals or your rental host for personalized recommendations on hidden gems and must-see spots in the region.
Transportation Options
- Rental Car Services: Renting a vehicle offers the flexibility to explore the region at your own pace, making it ideal for accessing local beaches and attractions with ease.
- Public Transportation: Local buses provide an affordable way to travel around here, connecting various parts of the area comfortably and reliably.
- Taxis and Rideshare Options: Taxis and rideshare services like Uber and Lyft are readily available for convenient, on-demand transportation throughout this destination.
- Bicycle Rentals: Biking is a popular choice to enjoy the scenic views and navigate through the areaโs charming neighborhoods at a leisurely pace.
Local Customs Options
- Respect for the Local Heritage: Youโll find that honoring traditional customs and local history is an important part of life here, so embracing these practices will enrich your experience in this vibrant destination.
- Greetings and Social Etiquette: It's customary to greet others with warmth and friendliness, reflecting the welcoming spirit of this Caribbean community during your stay.
- Celebration of Cultural Festivals: Participating in or observing local festivals offers a deeper understanding of the area's rich cultural heritage and lively traditions.
- Environmental Respect: Stewardship of the region's natural beauty is highly valued, so practicing eco-friendly habits helps preserve the pristine environment for future visitors.
Frequently Asked Questions About Estate Windsor?
What are the top vacation rentals in Estate Windsor?
There are a lot of options in Estate Windsor. If you plan on staying in the Estate Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Estate Windsor:
- Luxurious Oceanfront Honeymoon Cottage - as seen on HGTV - Gated Subdivision
- Private St. Croix home with sunset views overlooking beautiful Cane Bay
- Calypso Condo at Gentle Winds
- Spring Special-Island Oasis-Secluded Luxury Beachfront Condo-Pelican Cove
- Premier Partner: Close to beach! Refreshing pool! Beautiful Ocean Views!
- Sailor's Rest, a Romantic and Luxurious Sanctuary
- Dramatic Oceanfront House-Cane Bay Sanctuary-2025 AUG-SEPT SPECIAL!
- The Pearl At Cane BayโLuxury One Bedroom Waterfront Home
- SEASIDE CONDO AT LOVELY, SERENE, UNCROWDED GENTLE WINDS - IDYLLIC GETAWAY
- Gentle Winds 2/BR 2/BA Closest building to the Sea! Sunset Views! Ground Floor
How many vacation rentals have private pools in Estate Windsor?
There are 42 vacation rentals with private pools near Estate Windsor. Top-rated RBO homes that have access to a swimming pool include:
Which vacation homes in Estate Windsor are best for families?
If you are looking for a family-friendly vacation home in Estate Windsor, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Estate Windsor:
How many Rentbyowner vacation rentals are available in Estate Windsor?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 390 in the Estate Windsor area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Estate Windsor.โฏ
Estate Windsor Top Rated Vacation Rentals
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