- Anguilla
- The Valley
- Rentals by Owner
Discover Your Ideal rental by owner in The Valley, Anguilla for a seamless and trustworthy vacation experience
Discover Your Perfect The Valley Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Sustainable Travel
The Valley Rentals by Owner
- Air Conditioner
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- Pool
- Air Conditioner
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- Pool
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pool
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pool
- Air Conditioner
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- Balcony/Terrace
- Air Conditioner
- Pool
- TV
- Air Conditioner
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- Balcony/Terrace
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
Why Choose Rent By Owner for your The Valley vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit The Valley
When should you plan your Rentals by Owner stay?
By choosing the optimal time to visit, you can enjoy the best experiences this destination has to offer, making your stay in Anguilla truly memorable when you schedule your rental during the region’s ideal seasons.
Peak Season Highlights
December to April
During this peak season, you can enjoy pleasant weather ideal for exploring the region's natural beauty and relaxing at your rental accommodation by owner here.
June to August
This period marks the warmest months in the area, offering perfect conditions for outdoor activities and enjoying the vibrant local atmosphere from your vacation rental here.
Off-Season Highlights
May and November
During these shoulder months, you may find fewer crowds and more availability when booking a rental by owner here, with milder weather conditions.
September to October
These months tend to be quieter, often coinciding with the tail end of hurricane season, making it an appealing time for travelers seeking tranquility and better rates in this destination.
Weekly Weather Forecast for The Valley
How to Book Your The Valley vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in The Valley
Common Rentals by Owner 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 relax and unwind amidst the tropical surroundings.
- Take advantage of spacious patios or decks for outdoor dining and entertaining with family and friends.
- Benefit from lush, landscaped gardens that provide privacy and enhance the natural beauty of your stay.
- Make use of outdoor lounge areas designed for lounging and soaking up the sun while enjoying the warm climate.
- Utilize outdoor grilling facilities to prepare delicious meals in the open air during your vacation.
- Experience the convenience of parking spaces within the property, often accessible via outdoor pathways.
- Discover shaded areas with pergolas or gazebos perfect for relaxing outdoors at any time of day.
Top Attractions Around The Valley
What attractions are nearby?
In this vibrant region, you can enjoy a variety of nearby activities that showcase the natural beauty and local culture, making your stay in Anguilla both relaxing and engaging.

Family Activities
- Anguilla Heritage Museum: Discover the rich history of the region through engaging exhibits and interactive displays suitable for family exploration in The Valley.
- Meads Bay Beach: Spend a relaxing day building sandcastles and swimming in the calm waters of this popular beach favored by families visiting here.
- The Anguilla Archery & Shooting Club: Try your hand at safe, supervised archery activities designed to entertain and challenge family members of all ages on this destination’s outdoor range.
- Little Bay Beach: Enjoy snorkeling and picnicking along the pristine shoreline, making it an ideal spot for family outings in the region's natural beauty.
Adult Activities
- Sailing and Water Sports: You can enjoy the pristine waters of this destination by engaging in sailing, snorkeling, or paddleboarding right from the region’s beautiful beaches.
- Dining at Local Restaurants: Explore a variety of culinary delights by dining at some of the area's best restaurants that showcase Caribbean flavors and fresh seafood specialties.
- Visit Heritage Sites: Discover the rich history of this area by touring local heritage sites that offer insights into Anguilla’s cultural past and traditions.
- Relax on the Beaches: Unwind on the region's stunning beaches, where you can bask in the sun, swim in crystal-clear waters, or simply enjoy peaceful seaside views.
Other Places to Stay in The Valley
The Valley Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Arrival in Advance: To maximize your stay, coordinate your arrival and transportation options early, especially when booking through Rent By Owner in this area.
- Explore Local Dining Options: Take advantage of the region's authentic eateries to enjoy a true taste of Anguilla while supporting local businesses.
- Utilize Rental Amenities: Make the most of your vacation rental’s amenities to relax or entertain, ensuring a comfortable and convenient experience here.
- Respect the Environment and Community: Engage in eco-friendly practices and be considerate of local customs to help preserve the area's natural beauty and friendly atmosphere.
Transportation Options
- Car Rentals: Renting a car is a flexible way to explore the area at your own pace, with many rental agencies available nearby.
- Taxis and Private Drivers: Taxis and private driver services offer convenient, personalized transportation options for quick trips around the region.
- Public Buses: The local bus service provides an affordable way to navigate here, connecting key points within the destination efficiently.
- Rental Scooters and Bikes: For an eco-friendly and leisurely experience, consider renting a scooter or bicycle to discover the region’s scenic routes.
Local Customs Options
- Respect for Local Traditions: You’ll find that embracing the area’s customs, such as greeting with friendly gestures, enhances your experience here in The Valley, Anguilla.
- Celebration of Festivals: Participating in local festivals reflects the community's vibrant spirit and offers authentic insights into the region's cultural heritage.
- Dress Codes for Religious Sites: When visiting churches or religious centers, modest attire is appreciated to show respect for local traditions.
- Environmental Respect: Practicing eco-friendly habits, like proper waste disposal and conserving natural resources, aligns with the region’s commitment to preserving its pristine environment.
Frequently Asked Questions About The Valley Rentals by Owner
1. What are the top vacation rentals in The Valley?
There are a lot of options in The Valley. If you plan on staying in the The Valley area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in The Valley:
- Private; one of the best views on Anguilla; heated pool.
- DragonFly Studio, a charming place dedicated to relaxation
- Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!
- exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury
- ON THE BEACH Luxury BeachHouse, sleeps 8, pool, hot-tub, fire-pit, …
- ON THE BEACH - Ultra Luxury Villa, Sleeps 12, Pool, Hot-tub, Fire-Pit, Gym, …
- CeBlue Villas
- 6 BR Villa with Concierge, Amenities, & Pool
- ON THE BEACH Luxury Villa & Beach House, Sleeps 20, Pools, Hot-tubs, Fire-pits…
- Stunning 6 bedroom waterfront villa with wooden dock
2. How many Rentbyowner vacation rentals are available in The Valley?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 142 in the The Valley 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 The Valley.
3. What is the cancellation policy for rental by owner accommodations in The Valley, Anguilla?
4. How do I communicate with the property owner in The Valley, Anguilla before booking?
5. Are there specific amenities included in rental homes in The Valley, Anguilla?
6. What should I know about check-in and check-out procedures for rentals in The Valley, Anguilla?
7. Is it safe to book a rental by owner in The Valley, Anguilla through Rent By Owner?
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