Discover Your Perfect Leeward Settlement Rentals by Owner

Leeward Settlement Rentals by Owner

More Top-Rated Rentals by Owner in Leeward Settlement Area

Why Choose Rent By Owner for your Leeward Settlement vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Leeward Settlement

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation here ensures you enjoy the region's beautiful weather and vibrant atmosphere, making your stay in this destination truly memorable and aligned with your relaxation goals.

Peak Season Highlights

spring
December to April

During this period, you'll experience the most favorable weather with warm days and pleasant evenings, making it an ideal time to enjoy outdoor activities and beach relaxation in this destination.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 70°F to 75°F
spring
June to August

The summer months bring lively atmosphere and vibrant events, attracting visitors seeking sunny weather and perfect conditions for water-based adventures here in the region.

Average Temperature Daytime: 88°F to 91°F - Nighttime: 77°F to 79°F

Off-Season Highlights

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May and November

These shoulder months often provide a quieter experience with fewer crowds, while still offering warm weather suitable for exploring or relaxing on the beaches of this area.

Average Temperature Daytime: 82°F to 86°F - Nighttime: 72°F to 75°F
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September and October

This period is typically less busy due to the risk of hurricanes, but you can still enjoy the area's natural beauty with fewer tourists and lower rates for vacation rentals by owner.

Average Temperature Daytime: 86°F to 89°F - Nighttime: 74°F to 77°F

Weekly Weather Forecast for Leeward Settlement

How to Book Your Leeward Settlement vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Leeward Settlement

More Top-Rated Rentals by Owner in Leeward Settlement Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 swimming pool for refreshing dips under the sun.
  • Relax on spacious outdoor patios with comfortable seating areas.
  • Take advantage of lush gardens and landscaped yards for outdoor enjoyment.
  • Make use of outdoor dining spaces perfect for alfresco meals with family or friends.
  • Benefit from direct access to nearby beaches for easy seaside lounging.
  • Utilize outdoor showers to rinse off after a day at the local beaches.
  • Relish in barbecue grills available for outdoor cooking during your stay.

Top Attractions Around Leeward Settlement

What attractions are nearby?

Nearby, you can enjoy a variety of activities in the region, from relaxing on pristine beaches to exploring vibrant marine life through snorkeling and diving adventures just moments from your rental by owner here in Leeward Settlement, Providenciales.

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Family Activities

  • Snorkeling at Grace Bay Beach: Discover the vibrant marine life just off the coast, perfect for family-friendly snorkeling adventures close to your rental here.
  • Visit Turks and Caicos Coral Gardens Reef: Explore colorful coral reefs that provide an unforgettable underwater experience suitable for all ages in this region.
  • Family picnic at Leeward Settlement Park: Enjoy a relaxing day outdoors with scenic views and shaded areas ideal for picnics and kids’ playtime within easy reach of local accommodations.
  • Relaxing beach days at Long Bay Beach: Lounge on soft sands and swim in gentle waters, making it a favorite spot for families staying nearby in the area.
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Adult Activities

  • Sailing and Snorkeling Tours: Experience the vibrant marine life by booking a sailing or snorkeling excursion that takes you along the stunning turquoise waters surrounding the region.
  • Wildlife and Nature Walks: Explore the local flora and fauna on guided nature walks, discovering the area's unique ecosystems and scenic landscapes.
  • Golfing at Premier Courses: Enjoy a leisurely round of golf at nearby world-class courses, ideal for relaxing and taking in picturesque views of the coastline.
  • Dining and Nightlife Experiences: Indulge in the region’s culinary delights and vibrant nightlife, offering a variety of upscale restaurants and entertainment options for adults seeking an evening out.

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Leeward Settlement Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Markets: Take advantage of nearby eateries and markets to enjoy authentic regional flavors and fresh produce during your stay.
  • Choose a Rental by Owner: Opt for vacation homes directly listed by owners in the area to benefit from personalized service and unique amenities tailored to your needs.
  • Plan Water-Based Activities: Engage in water activities such as snorkeling or paddleboarding, which are easily accessible here and allow you to experience the region’s vibrant marine life.
  • Utilize Local Transportation Options: Use the area's reliable transportation options to effortlessly explore top attractions and hidden gems within the destination.

Transportation Options

  • Rental Car Services: Offering a variety of vehicle options, rental car services here provide the flexibility to explore the area and its surroundings at your own pace.
  • Taxi Cabs: Reliable taxi services are readily available for convenient point-to-point transportation within this destination and nearby regions.
  • Shared Shuttle Transfers: Shared shuttle transfers offer an economical way to travel between the airport and your accommodation in the area with ease.
  • Public Transportation: Local bus services operate efficiently, providing an affordable and straightforward way to navigate around this region and access key spots.

Local Customs Options

  • Greeting Etiquette: Locals typically greet visitors with a warm, friendly smile and a handshake, reflecting the region’s welcoming spirit.
  • Respect for Local Heritage: It is customary to show appreciation for the area's rich cultural traditions when participating in community events or visiting local sites.
  • Dress Code: Casual and modest attire is generally preferred, especially when attending religious or community gatherings in this destination.
  • Environmental Respect: Visitors are encouraged to practice eco-friendly habits and avoid littering, helping preserve the natural beauty of the area.

Frequently Asked Questions About Leeward Settlement Rentals by Owner

1. What are the top vacation rentals in Leeward Settlement?

There are a lot of options in Leeward Settlement. If you plan on staying in the Leeward Settlement area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Leeward Settlement:

2. How many Rentbyowner vacation rentals are available in Leeward Settlement?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 327 in the Leeward Settlement 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 Leeward Settlement. 

3. What is the cancellation policy for rental properties by owner in this area?

The cancellation policies vary depending on the individual property listing. You should review the specific terms outlined in each rental's description or contact the owner directly for detailed cancellation and refund information.

4. How do I secure my reservation with a rental owner here?

Reservations are typically secured through the booking platform, which may require a deposit or full payment upfront. For exact details, refer to the listing or reach out to the host to ensure your booking is confirmed.

5. Are there any additional fees I should be aware of when booking directly with an owner?

Additional fees such as cleaning fees, service charges, or local taxes can apply and are usually detailed in the property listing. Always review the total cost before finalizing your reservation or ask the owner for clarification.

6. Can I modify or cancel my stay once booked?

Modifications and cancellations depend on the rental agreement set by the owner. It’s best to review the specific policies listed with each property or contact the owner directly for assistance with changes.

7. What amenities are typically included in owner-managed rentals in this region?

Amenities vary by property but often include essentials like Wi-Fi, air conditioning, and kitchen facilities. Check the listing details or contact the owner to confirm what amenities are available during your stay.

More Rentals You May Like Near Leeward Settlement

More Top-Rated Rentals by Owner in Leeward Settlement Area