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Anguilla Luxury Rentals

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Anguilla Pet Friendly Vacation Rentals

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10.0 (1 Review)
Apartment
Island Paradise Apartments
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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9.8 (9 Reviews)
Apartment
Coralito Bay Suites & Villas
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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9.8 (17 Reviews)
Apartment
Coralito Bay Suites & Villas
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Why Choose Rent By Owner for your Anguilla Vacation Rental Homes?

What makes our Vacation Rentals 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 Anguilla

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination ensures you make the most of your stay, whether you're seeking lively events or tranquil beaches in the area.

Peak Season Highlights

spring
December to April

This is the most popular time to visit, when the weather is ideal for enjoying the beaches and outdoor activities. It’s the perfect season for those seeking warm days and clear skies in the region.

Average Temperature Daytime: around 80°F (27°C) - Nighttime: about 70°F (21°C)
spring
June to August

During these months, the area attracts visitors looking to experience the vibrant summer atmosphere and lively events. Expect busy accommodations and lively social scenes throughout this period.

Average Temperature Daytime: close to 88°F (31°C) - Nighttime: roughly 78°F (26°C)

Off-Season Highlights

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May and November

Should you prefer fewer crowds, visiting during these months offers a more tranquil experience with pleasant weather. It’s an ideal time for relaxation and exploring at your own pace.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: approximately 75°F (24°C)
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September to October

These months are considered quieter, with fewer visitors and lower rates. While the weather can be slightly more unpredictable, it remains warm enough for outdoor pursuits in the region.

Average Temperature Daytime: about 86°F (30°C) - Nighttime: near 76°F (24°C)

Weekly Weather Forecast for Anguilla

How to Book Your Anguilla 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 Anguilla

More Top-Rated Vacation Rentals in Anguilla Area

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

  • Private outdoor swimming pools for relaxing in the sun.
  • Spacious decks and patios to enjoy al fresco dining or evening gatherings.
  • Well-maintained gardens and lush landscaping to enhance your outdoor experience.
  • Direct access to pristine beaches for swimming, sunbathing, or beach walks.
  • Outdoor grilling stations or barbecue grills for delicious cookouts.
  • Shade structures like umbrellas or gazebos to stay cool during the day.
  • Terraces with scenic views of the surrounding island landscape.

Top Attractions Around Anguilla

What attractions are nearby?

When staying in this destination, you'll find a variety of activities nearby, from relaxing on pristine beaches to exploring vibrant local culture, ensuring your experience here is both enjoyable and memorable.

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Family Activities

  • Meads Bay Beach: Spend a relaxing day on the pristine sands and calm waters, perfect for family picnics and building sandcastles.
  • The Anguilla Great House Museum: Discover local history and culture together through engaging exhibits that appeal to all ages.
  • Scilly Cay: Enjoy a fun-filled excursion by boat to this nearby island, where kids can indulge in beach activities and the whole family can savor fresh seafood.
  • Corito Bay: Experience safe swimming and snorkeling in the tranquil waters of this protected bay, ideal for family bonding in the region.
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Adult Activities

  • Sailing and Yachting: Explore the pristine waters surrounding the area by chartering a private yacht or joining a sailing tour to experience the region’s stunning coastline from the sea.
  • Gourmet Dining Experiences: Indulge in world-class cuisine at exclusive restaurants here, where you can savor local flavors and international dishes with a picturesque view of the ocean.
  • Golfing in Scenic Settings: Play a round on meticulously maintained courses that offer panoramic views of the region’s natural beauty, perfect for relaxing amid lush landscapes.
  • Spa and Wellness Retreats: Treat yourself to luxurious spa treatments at upscale resorts, designed to provide relaxation and rejuvenation amidst the tranquil surroundings.

Other Places to Stay in Anguilla

Little Harbour
Little Harbour Vacation Rentals
George Hill
George Hill Vacation Rentals
East End Village
East End Village Vacation Rentals
The Valley
The Valley Vacation Rentals
Sandy Hill
Sandy Hill Vacation Rentals
The Quarter
The Quarter Vacation Rentals
West End Village
West End Village Vacation Rentals
South Hill
South Hill Vacation Rentals
Shoal Bay
Shoal Bay Vacation Rentals
Blowing Point
Blowing Point Vacation Rentals
Rendezvous Bay
Rendezvous Bay Vacation Rentals
Island Harbour
Island Harbour Vacation Rentals
More Places to Stay Near Anguilla

Anguilla Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Savor authentic flavors at nearby eateries to fully experience the region’s culinary scene during your stay.
  • Plan outdoor activities early: Take advantage of the area's beautiful beaches and outdoor pursuits by scheduling them in the mornings or late afternoons for the best weather.
  • Communicate with your rental host: Reach out ahead of time to ask for personalized tips and local insights that can enhance your visit to this destination.
  • Respect local customs and environment: Embrace eco-friendly practices and cultural traditions to ensure a responsible and enriching experience here.

Transportation Options

  • Car Rentals: Renting a car gives you the flexibility to explore all that this island destination has to offer at your own pace.
  • Taxis: Taxis are readily available for convenient, door-to-door transportation around the region, ideal for short trips or when arriving from the airport.
  • Public Transportation: Local buses operate within the area, offering an affordable way to travel between popular spots and your vacation rentals.
  • Private Transfers: Private shuttle services provide seamless arrival and departure transfers, ensuring comfort and reliability during your stay here.

Local Customs Options

  • Greeting Etiquette: When visiting locals, it is customary to greet with a warm "Good morning" or "Good afternoon," reflecting the island's friendly and welcoming spirit.
  • Dress Code for Religious and Cultural Sites: Modest attire is appreciated when attending church services or cultural events, ensuring respectful participation in local traditions.
  • Respect for Land and Environment: Maintaining cleanliness and refraining from littering are vital customs here, emphasizing the community’s commitment to preserving the region’s natural beauty.
  • Celebrating Local Festivals: Participating in or observing traditional festivities offers insight into the area's vibrant culture, with an emphasis on embracing the lively music and dance traditions.

Frequently Asked Questions About Anguilla?

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:

2. How many vacation rentals have private pools in Anguilla?

There are 140 vacation rentals with private pools near Anguilla. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Anguilla are best for families?

If you are looking for a family-friendly vacation home in Anguilla, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Anguilla:

4. How many Rentbyowner vacation rentals are available in Anguilla?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 507 in the Anguilla 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 Anguilla. 

5. What is the cancellation policy for vacation rentals in Anguilla?

Cancellation policies vary by listing, so it's important to review the specific terms provided on the property’s page. You can also contact the owner directly for detailed information regarding refunds and any applicable fees.

6. How do I ensure my booking in Anguilla is secure?

Bookings are secured through trusted payment methods outlined on the listing. Confirm that you use the official booking platform and communicate through verified channels to protect your transaction.

7. Are there any additional fees or charges when booking a vacation rental in this destination?

Additional fees such as cleaning fees, security deposits, or taxes may apply depending on the property. Details and exact amounts are listed on each rental’s description, but contacting the owner can provide clarity.

8. What amenities should I expect when staying in a vacation rental here?

Amenities vary between properties, ranging from WiFi to fully equipped kitchens and private pools. The specifics are detailed in the listing, and you can inquire directly with the owner for any special requests.

9. Is it possible to modify or extend my reservation in the region once booked?

Modifications depend on the individual property’s policies. You should reach out directly to the owner as soon as possible to discuss extending or altering your stay, and confirm if your plans can be accommodated.

Anguilla Top Rated Vacation Rentals

See More Anguilla Vacation Rentals