Anguilla Rentals by Owner
2500 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
£546/Night
For 7 Nights £3,819
£96/Night
For 7 Nights £673
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Villa
- Private Pool
- Spa
- Fireplace/Heating
£2,895/Night
For 7 Nights £20,263
5000 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
£863/Night
For 7 Nights £6,041
2497.23 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Ocean View
£132/Night
For 7 Nights £921
2168 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
£507/Night
For 7 Nights £3,552
484.38 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Balcony/Terrace
- Parking
- Air Conditioner
£92/Night
For 7 Nights £647
6000 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
£900/Night
For 7 Nights £6,298
1345.49 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Pool
- View
- Parking
£2,125/Night
For 7 Nights £14,874
2 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Private Pool
- Pool
- Ocean View
£175/Night
For 7 Nights £1,227
753.47 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Balcony/Terrace
- Parking
- Air Conditioner
£111/Night
For 7 Nights £779
3500 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Villa
- Ocean View
- Balcony/Terrace
- View
£337/Night
For 7 Nights £2,357
Why Choose Rent By Owner for your Anguilla vacation rental?
What makes our Rentals by Owner 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 Anguilla
When should you plan your Rentals by Owner stay?
Choosing the ideal time to vacation here can enhance your experience, as the best seasons in Anguilla typically align with favorable weather and fewer crowds, making it a perfect opportunity to book your rental by owner through Rent By Owner.
Peak Season Highlights
December to April
During this time, the area experiences its peak tourist season, attracting visitors seeking warm weather and clear skies. This is an ideal period for enjoying outdoor activities and relaxing by the beaches.
Average Temperature Daytime: around 80-85°F - Nighttime: 65-70°F
July to August
The region sees heightened activity as families and travelers visit during the summer months, making it a lively time for vacation rentals here. Expect vibrant local events and a bustling atmosphere.
Average Temperature Daytime: about 85-89°F - Nighttime: 70-75°F
Off-Season Highlights
May to June
These shoulder months often see fewer visitors, providing a quieter experience while still offering warm weather and excellent conditions for exploration and relaxation.
Average Temperature Daytime: around 82-86°F - Nighttime: 66-71°F
September to November
This off-peak period features milder visitor numbers, with occasional showers but plenty of sunshine. It’s a great time to find attractive rental deals amid peaceful surroundings.
Average Temperature Daytime: about 81-84°F - Nighttime: 67-72°F
Weekly Weather Forecast for Anguilla
How to Book Your Anguilla 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 Anguilla
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 the warm Caribbean sun
- Spacious patios or decks ideal for relaxing and entertaining
- Well-maintained gardens or landscaped yards showcasing local flora
- Outdoor dining areas perfect for alfresco meals with a view
- Direct access to pristine beaches or waterfronts for beachside activities
- Barbecue grills for gatherings and outdoor cooking experiences
- Sun loungers or hammocks to unwind amidst the scenic surroundings
Top Attractions Around Anguilla
What attractions are nearby?
In this beautiful destination, you can enjoy a variety of activities such as relaxing on pristine beaches, exploring vibrant local markets, and engaging in water sports—all conveniently accessible from your Rent By Owner rental here.
Family Activities
- Anguilla Beaches Exploration: Spend a day at the pristine beaches where you can enjoy swimming, sunbathing, and building sandcastles with your family in this idyllic destination.
- Snorkeling Adventures: Discover the vibrant marine life by snorkeling in clear waters, making it an exciting activity suitable for all ages here in the region.
- Visit to the Anguilla Heritage Museum: Engage your family with local history and culture through interactive exhibits that bring the area's rich heritage to life.
- Walking Tours of the Region: Explore scenic trails and charming neighborhoods on guided or self-led walks, offering memorable experiences for families seeking outdoor activities.
Adult Activities
- Sailing and Snorkeling Tours: You can explore the crystal-clear waters surrounding this destination, discovering vibrant marine life and secluded coves.
- Golfing at Premier Courses: Spend your days on world-class golf courses that offer stunning ocean views and a relaxing atmosphere in this popular region.
- Fine Dining Experiences: Indulge in exquisite cuisine at renowned restaurants known for their local flavors and fresh seafood here.
- Relaxing Spa Retreats: Unwind with rejuvenating spa treatments that utilize local ingredients, providing a perfect way to unwind after exploring the area.
Other Places to Stay in Anguilla
South Hill
Little Harbour
Rendezvous Bay
George Hill
Sandy Hill
Island Harbour
East End Village
The Valley
The Quarter
West End Village
Shoal Bay
Blowing Point
Anguilla Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Experiences: Take the time to research unique activities and dining options available nearby to enhance your stay in this charming Caribbean destination.
- Utilize Rental by Owner Options: Choosing a rental by owner can offer personalized amenities and a more authentic experience of the region’s hospitality.
- Explore Natural Beauty Responsibly: Make the most of your trip by visiting scenic spots with respect for the environment, ensuring these treasures remain pristine for future visitors.
- Prepare for the Climate: Pack appropriately for the area's warm weather and occasional showers to stay comfortable during your adventures here.
Transportation Options
- Car Rentals: Renting a car offers you the flexibility to explore every corner of this tranquil island at your own pace, perfect for visitors staying in rental properties here.
- Taxis and Private Transfers: Taxis and private transfer services provide convenient, reliable transportation between the airport, accommodations, and local attractions on this destination.
- Public Buses: Local bus services connect key points around the area affordably, making them an easy option for budget-conscious travelers renting here.
- Bicycle Rentals: Cycling is an eco-friendly way to enjoy the scenic views of the region, especially for those choosing rentals close to waterfront and rural areas.
Local Customs Options
- Respect for local traditions: You’ll find that embracing the customs here, such as greeting with warmth and politeness, helps you connect more meaningfully with the community.
- Celebrating with festivals: Participating in local festivities allows you to experience the vibrant culture of this destination firsthand.
- Embracing island hospitality: The warmth and friendliness you encounter reflect the genuine spirit of the region and enhance your stay.
- Environmental respect: Being mindful of conservation efforts, like proper waste disposal and respecting protected areas, aligns with the community’s commitment to preserving the natural beauty of the area.
Frequently Asked Questions About Anguilla Rentals by Owner
1. What are the top Vacation Rentals in Anguilla?
There are a lot of options in Anguilla. If you plan on staying in the Anguilla area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Anguilla:
- Tranquility Beach Anguilla
- ON THE BEACH Luxury BeachHouse, sleeps 8, pool, hot-tub, fire-pit, …
- Escape the cold & snow in Anguilla at the ultimate vacation villa! Book today!
- Clubhouse Suite at Bellamare
- Fortune Rise. Car Rental available
- ON THE BEACH - Ultra Luxury Villa, Sleeps 12, Pool, Hot-tub, Fire-Pit, Gym, …
- Stunning Ocean Front Shoal Bay Villa
- Beaches Edge - Oceanfont Villa with Pool and Hot Tub
- Upstairs 2 bedroom apartment- 5 mins from the beach
- Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!
2. How many Vacation Rentals are available in Anguilla?
Currently, the total number of properties listed by RBO in 2026 is over 451 in the Anguilla area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Vacation Rentals in Anguilla.
3. What is the cancellation policy for a rental by owner in Anguilla?
The cancellation policy varies depending on the individual listing. You should review the specific terms outlined on the rental's page or contact the owner directly to understand any fees, deadlines, and refund eligibility.
4. How do I verify the legitimacy of a rental owned by an individual in Anguilla?
To ensure trustworthiness, check the host’s reviews, ratings, and credentials listed on Rent By Owner. Direct communication with the owner can also help confirm details before booking.
5. Are there any additional fees when booking a rental by owner in Anguilla?
Additional fees such as cleaning, service charges, or security deposits are typically specified in the listing. Be sure to review all costs during the booking process or ask the owner directly for clarification.
6. What amenities are usually included in rentals by owner in this region?
Amenities vary from property to property but commonly include essentials like Wi-Fi, kitchen facilities, air conditioning, and outdoor spaces. Check each listing for detailed descriptions of available features.
7. How can I communicate my special requests to a rental owner in Anguilla?
Most listings provide a messaging platform to contact the owner directly. Use this feature to discuss any specific needs or questions about the property before confirming your reservation.
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