Discover Your Perfect Cheltenham Rentals by Owner

Cheltenham Rentals by Owner

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10.0 (2 Reviews)
Villa
Sandrati Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
9.7 (6 Reviews)
Apartment
Oleander
  • Air Conditioner
  • Parking
  • Pool
View Availability
More Top-Rated Rentals by Owner in Cheltenham Area

Why Choose Rent By Owner for your Cheltenham 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 Cheltenham

When should you plan your Rentals by Owner stay?

Understanding the optimal time to visit can significantly enhance your experience, whether you're exploring the charming surroundings or enjoying a relaxing getaway in this tropical paradise.

Peak Season Highlights

spring
December to March

During these months, the area experiences its peak season with warm, sunny weather perfect for outdoor activities and beach relaxation.

Average Temperature Daytime: 28°C - 30°C - Nighttime: 20°C - 22°C
spring
June to August

This period sees high visitor numbers due to summer holidays, offering ideal conditions for exploring and enjoying the local scenery.

Average Temperature Daytime: 27°C - 29°C - Nighttime: 19°C - 21°C

Off-Season Highlights

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April to May

In the shoulder months, fewer travelers visit, making it a more peaceful time to explore the region’s quiet beaches and attractions.

Average Temperature Daytime: 25°C - 27°C - Nighttime: 18°C - 20°C
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September to November

As the rainy season begins, visitor numbers drop, providing an excellent opportunity to enjoy more secluded accommodations and serene surroundings.

Average Temperature Daytime: 26°C - 28°C - Nighttime: 19°C - 21°C

Weekly Weather Forecast for Cheltenham

How to Book Your Cheltenham 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 Cheltenham

More Top-Rated Rentals by Owner in Cheltenham 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

  • Private outdoor swimming pools to enjoy during your stay in this scenic area.
  • Expansive sundecks and lounging areas for relaxing under the sun.
  • Outdoor dining spaces perfect for alfresco meals with views of the region's natural beauty.
  • Well-maintained gardens or landscaped yards to enhance your outdoor experience.
  • Direct access to pristine beaches or waterfronts, ideal for seaside activities.
  • Outdoor shower facilities for quick rinses after beach outings or pool swims.
  • Barbecue grills and outdoor kitchens for hosting memorable cookouts in this tropical destination.

Top Attractions Around Cheltenham

What attractions are nearby?

While staying in this beautiful destination, you can enjoy a variety of activities nearby, including exploring pristine beaches and indulging in water sports, all conveniently accessible within the region.

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Family Activities

  • Mustique Island's Beach Exploration: Spend a day discovering the pristine beaches where your family can enjoy sunbathing, swimming, and sandcastle building in the clear Caribbean waters.
  • Boat Tour Adventures: Embark on a family-friendly boat tour around the region to explore hidden coves, nearby islands, and marine life in this tropical paradise.
  • Snorkeling at Coral Gardens: Experience vibrant coral reefs just off the coast, offering an engaging and educational activity for children and adults alike.
  • Visit to Local Artisan Markets: Enjoy browsing colorful markets featuring handmade crafts and souvenirs that provide cultural insights into this exclusive island destination.
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Adult Activities

  • Spa and Wellness Treatments: Indulge in luxurious spa experiences designed to rejuvenate your body and mind amidst the serene surroundings of this island paradise.
  • Yachting and Sailing Tours: Explore the clear waters surrounding the region by booking a private yacht or sailing tour, offering breathtaking views and a taste of the local maritime lifestyle.
  • Golf at Premier Courses: Play a round of golf on world-class courses that provide stunning vistas and challenge, perfect for relaxation and leisure during your stay here.
  • Fine Dining and Gourmet Experiences: Savor exquisite cuisine at upscale restaurants that showcase the region’s culinary excellence, making every meal a memorable event.

Cheltenham Travel Tips

How Can You Make the Most of Your Stay?

  • Embrace local experiences: Immerse yourself in the area's unique culture by engaging with local activities and events, making your stay truly memorable.
  • Choose a well-located rental: Opt for accommodations that are conveniently situated to explore the region’s main attractions and natural beauty with ease.
  • Plan outdoor excursions early: Take advantage of the area's favorable climate by scheduling outdoor activities during the cooler parts of the day.
  • Connect with hosts directly: Communicate with property owners through trusted platforms to get personalized tips and ensure a seamless stay.

Transportation Options

  • Taxi Services: Reliable taxi services are widely available in the area, providing convenient transportation around this exclusive island destination.
  • Private Boat Charters: Explore the region by private boat, offering a luxurious and flexible way to access nearby attractions and enjoy the scenic waters.
  • Domestic Flights: The local airport connects to major hubs, making it easy for you to arrive on this Caribbean island and begin your stay effortlessly.
  • Car Rentals: Renting a vehicle allows you to freely explore this tropical paradise at your own pace, with numerous options available through trusted providers.

Local Customs Options

  • Respect for Local Traditions: In this area, you'll find that embracing traditional customs and dress codes is highly valued, reflecting the community's rich cultural heritage.
  • Community Celebration Events: Participating in local festivals and gatherings offers a meaningful way to connect with residents and honor regional festivities.
  • Environmental Preservation Etiquette: Visitors are encouraged to engage in eco-friendly practices, respecting the natural beauty that defines this destination's appeal.
  • Politeness and Hospitality Norms: Greeting neighbors with warmth and politeness is customary here, fostering a welcoming atmosphere for all visitors.

Cheltenham Rentals by Owner Frequently Asked Questions

1. What are the top vacation rentals in Cheltenham?

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

2. How many Rentbyowner vacation rentals are available in Cheltenham?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 141 in the Cheltenham 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 Cheltenham. 

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

Cancellation policies vary by listing, so it’s important to review the specific terms provided by the owner at the time of booking. Some rentals offer flexible cancellation options, while others may have stricter policies. Always read the listing details carefully before confirming your reservation.

4. How can I contact the property owner for additional questions about my stay?

You can reach out directly to the property owner through the messaging platform provided by Rent By Owner. This allows you to ask specific questions about the rental, amenities, or any special requests you may have before finalizing your booking.

5. Are pets allowed in rental homes on this destination?

Pet policies are determined by each individual owner and are listed in the property description. If traveling with pets, be sure to check the listing details or contact the owner to confirm if animals are welcome during your stay.

6. What security deposit is required for bookings in this area?

The security deposit amount varies depending on the property. Details regarding deposits are typically included in the listing description. Contact the owner directly if you need clarification or have specific concerns.

7. Is there a minimum stay requirement for rental properties here?

Minimum stay requirements depend on the owner’s policies for each rental. These details are outlined in the listing and can vary based on the season or property type. Be sure to review these details before placing your reservation.

More Rentals You May Like Near Cheltenham

More Top-Rated Rentals by Owner in Cheltenham Area