Best Vacation Homes in Southwest
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- Air Conditioner
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Apartment
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- Balcony/Terrace
Condo
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Southwest Luxury Rentals
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- Air Conditioner
- Child Friendly
- Internet
House
- Air Conditioner
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Southwest Pet Friendly Vacation Rentals
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- Pet Friendly
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- Pet Friendly
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House
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- Pet Friendly
- TV
Villa
- Pet Friendly
- Bedding/Linens
- Child Friendly
Southwest Large Vacation Homes
Villa
- Air Conditioner
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- Pool
House
- Air Conditioner
- Parking
- Pool
Why Choose Rent By Owner for your Southwest Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Southwest
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as each season offers unique opportunities to enjoy the region’s warm climate and vibrant surroundings.
Peak Season Highlights
December to April
This is when the weather here is at its most favorable, with warm days and minimal rain, making it ideal for outdoor activities and relaxing by the water.
Average Temperature Daytime: around 85°F (29°C) - Nighttime: around 75°F (24°C)
June to August
During these months, you can enjoy the lively atmosphere and vibrant events, as this is the region's peak travel period favored by visitors seeking sunny beach days.
Average Temperature Daytime: around 88°F (31°C) - Nighttime: around 78°F (26°C)
Off-Season Highlights
May and November
These shoulder months offer fewer crowds and more affordable rates, perfect for those looking to explore the area at a more relaxed pace.
Average Temperature Daytime: around 83°F (28°C) - Nighttime: around 76°F (24°C)
September to October
This period experiences the lowest tourist traffic due to higher chances of rain and hurricanes, providing a quieter experience for travelers willing to take the risk.
Average Temperature Daytime: around 86°F (30°C) - Nighttime: around 77°F (25°C)
Weekly Weather Forecast for Southwest
How to Book Your Southwest Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Southwest
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 relax and cool off under the sun.
- Take advantage of a spacious patio or deck for outdoor dining and socializing.
- Benefit from lush, landscaped gardens that create a peaceful outdoor environment.
- Make use of outdoor grilling facilities to prepare local cuisine with fresh ingredients.
- Experience direct access to nearby beaches for leisurely walks and water activities.
- Utilize shaded areas or pergolas perfect for lounging during the warm daytime hours.
- Explore on-site recreational amenities like tennis courts or walking trails for outdoor fun.
Top Attractions Around Southwest
What attractions are nearby?
Within this vibrant region, you can enjoy a variety of outdoor activities such as snorkeling, exploring picturesque beaches, and discovering local cultural sites, making your stay here both relaxing and adventurous.
Family Activities
- Buck Island Reef National Monument: Explore the protected underwater world through guided snorkeling tours that showcase vibrant coral reefs and marine life, perfect for family adventures in the area.
- Fort Frederik Historic Park: Discover the rich history of the region while exploring well-preserved forts and scenic grounds, offering educational fun for all ages.
- Offshore Day Cruises: Embark on a family-friendly boat tour around the island to enjoy breathtaking views, snorkel stops, and the chance to spot local wildlife.
- Shops and Local Markets: Visit the bustling markets and shops in the region for authentic crafts, souvenirs, and delicious local cuisine that highlight the area's vibrant culture.
Adult Activities
- Sailing and Snorkeling Tours: Explore the vibrant coral reefs and clear waters by booking a sailing or snorkeling excursion that showcases the region’s rich marine life.
- Historical Landmarks: Discover the area's past by visiting historical sites and landmarks that tell the story of the region’s cultural heritage.
- Local Cuisine Experiences: Indulge in authentic flavors by joining culinary tours or dining at renowned restaurants offering traditional Caribbean dishes.
- Beachside Relaxation and Water Sports: Unwind on pristine beaches while engaging in water activities such as paddleboarding or kayaking to make the most of your coastal surroundings.
Other Places to Stay in Southwest
Southwest Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Early: Take advantage of the area’s natural beauty by researching and booking outdoor excursions or water-based activities in advance to ensure availability during your stay.
- Explore Local Dining Options: Sample authentic regional cuisine at local eateries, offering an immersive experience that complements your relaxing vacation here.
- Choose the Right Accommodation: Select a well-reviewed vacation rental near key attractions or on the coast to maximize comfort and convenience during your visit.
- Respect the Environment: Practice eco-friendly habits, such as reducing waste and supporting sustainable businesses, to preserve the region’s natural charm for future travelers.
Transportation Options
- Car Rentals: Renting a car provides you with the flexibility to explore the area's scenic routes and attractions at your own pace.
- Taxis and Ridesharing Services: Taxis and rideshare options are conveniently available for quick, hassle-free transportation throughout here.
- Public Transportation: Buses and local transit services offer an affordable way to navigate within the region and nearby areas.
- Water Taxis and Ferry Services: Water taxis connect you to various points around the island, offering a scenic and efficient travel option for visitors.
Local Customs Options
- Respect for Local Traditions: You will notice that embracing the area's customs, such as traditional dress and communal gatherings, is highly valued here in the region.
- Greeting Etiquette: When meeting locals, it’s customary to offer a warm handshake or a friendly nod, reflecting the welcoming spirit of the area.
- Community Celebrations: Participating in local festivals and events provides an authentic experience and shows appreciation for the area's vibrant cultural heritage.
- Environmental Respect: Maintaining the natural beauty by following eco-friendly practices and respecting protected sites is a key aspect of the local customs here.
Frequently Asked Questions About Southwest?
1. What are the top vacation rentals in Southwest?
There are a lot of options in Southwest. If you plan on staying in the Southwest area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Southwest:
- 4Br, 5Bath, 5 minutes to Beach AC Home
- The Salty Pier Beach House
- Sea Dreams - large 1 BR /1 BA beachfront condo approx 1200 sq ft
- "Swept Away"
- Sunset Beach Dreams
- No Sargassum Here: Summer Tradewinds 24/7, 5 mins to Frederiksted
- Your Island Retreat with poolside view!
- Cottage By The Sea
- Beachfront Home with Screened-In Porch - Near Downtown - Auto On Generator
- Perfect Island Escape Condo
2. How many vacation rentals have private pools in Southwest?
There are 4 vacation rentals with private pools near Southwest. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Southwest are best for families?
If you are looking for a family-friendly vacation home in Southwest, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Southwest:
4. How many Rentbyowner vacation rentals are available in Southwest?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 112 in the Southwest 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 Southwest.
5. What is the cancellation policy for vacation rentals in this region?
Cancellation policies vary depending on the listing owner. You should review the specific property's cancellation terms on the booking page or contact the host directly to understand the conditions and any applicable fees.
6. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning fees, service charges, or security deposits are often outlined in the listing details. It's best to read the entire description or reach out to the property owner for clarification before confirming your reservation.
7. How do I confirm availability and secure my reservation?
Availability is displayed on each listing’s calendar. To secure your stay, you typically need to submit a reservation request or book instantly if that option is available. Confirm all details and communicate with the host if needed to ensure a smooth booking process.
8. What amenities can I expect in vacation rentals around here?
The amenities vary by property but commonly include essentials like Wi-Fi, air conditioning, fully equipped kitchens, and outdoor spaces. For specific amenities, check the listing description or contact the property owner directly to ensure it meets your needs.
9. Is there a minimum stay requirement for booking a vacation rental in this area?
Minimum stay requirements differ among listings. Some may require stays of several nights, especially during peak seasons. Always verify the minimum night stay for your desired dates on the property listing or consult with the host.
Southwest Top Rated Vacation Rentals
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Hotel
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Condo
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Condo
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