1. Anguilla
  2. Summer Rental

Anguilla Summer Rental

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
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10.0 (6 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
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9.8 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View

Why Choose Rent By Owner for your Anguilla Summer Rental?

What makes our Summer Rental 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 Summer Rental stay?

Choosing the ideal time to vacation in this destination ensures you experience optimal weather and avail the best summer rentals, making your stay here truly memorable and seamless through RentByOwner.com.

Peak Season Highlights

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Spring (March to May)

During the spring months, you can enjoy ideal weather and lively events that make this destination a popular choice for summer rentals.

Average Temperature Daytime: around 82°F - Nighttime: around 75°F
winter
Winter (December to February)

The winter season offers warm temperatures and a vibrant atmosphere, attracting visitors seeking a sunny escape here during peak travel times.

Average Temperature Daytime: around 79°F - Nighttime: around 73°F

Off-Season Highlights

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Summer (June to August)

While some travelers prefer to avoid this time due to increased humidity, it’s an excellent opportunity for more affordable summer rentals and quieter beaches.

Average Temperature Daytime: around 86°F - Nighttime: around 78°F
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Autumn (September to November)

As the region transitions into fall, you might experience fewer crowds and better deals on summer rentals, making it an appealing period to visit this island paradise.

Average Temperature Daytime: around 84°F - Nighttime: around 76°F

Weekly Weather Forecast for Anguilla

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.

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 sun loungers and outdoor seating areas to relax by the pool or garden.
  • Take advantage of private or shared outdoor pools for refreshing swims under the sun.
  • Cook and dine al fresco using fully equipped outdoor BBQ grills or dining setups.
  • Spend your days on the beach with direct access to sandy shores and water sports facilities.
  • Make use of landscaped gardens and lush green spaces for leisurely strolls or picnics.
  • Utilize outdoor showers or hammocks to unwind after a day exploring the area.
  • Participate in outdoor activities such as volleyball, tennis courts, or kayaking available nearby.
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Family Activities

  • Snorkeling at Shoal Bay East: Explore the vibrant marine life and colorful coral reefs just off the beach, making it a perfect activity for families staying in summer rentals near this popular spot.
  • Visit the Anguilla Animal Sanctuary: Enjoy a family-friendly day interacting with rescued animals and learning about conservation efforts in a caring environment.
  • Paddleboarding on the Lagoon: Glide across calm waters suitable for beginners and children, offering a fun way to experience the scenic beauty of the area.
  • Family Beach Picnic at Meads Bay: Relax on soft sands and have a memorable picnic while soaking up the sun in a tranquil, family-oriented setting.
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Adult Activities

  • Sailing and Snorkeling Tours: Discover the vibrant marine life and crystal-clear waters through guided sailing or snorkeling excursions that showcase the region's breathtaking underwater scenery.
  • Luxury Spa Experiences: Indulge in relaxing spa treatments at high-end wellness centers, offering rejuvenating therapies designed to elevate your stay on this tropical island destination.
  • Gourmet Dining Experiences: Savor exquisite cuisine at top-rated restaurants featuring fresh local ingredients, providing an authentic taste of the area's culinary culture.
  • Golfing at Premier Courses: Play a round at world-class golf courses with stunning ocean views, perfect for adults seeking leisure and scenic beauty during their visit.

Anguilla Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Your Visit: Book your summer rentals early to secure the best accommodations and ensure availability during peak season on this beautiful Caribbean island.
  • Explore Local Cuisine and Beaches: Take advantage of the region's renowned culinary scene and pristine beaches to enrich your vacation experience here.
  • Use local transportation options to easily navigate the area and discover hidden gems beyond your rental, maximizing your time on this stunning island.
  • Respect the Environment: Be mindful of the natural surroundings by adhering to eco-friendly practices, helping preserve the area's beauty for future visitors.

Transportation Options

  • Rental Cars: Renting a vehicle offers the flexibility to explore this tropical destination at your own pace, with numerous car rental services available near the airport and throughout the area.
  • Taxis and Private Transfers: Taxis and private transfer services provide convenient, door-to-door transportation for hassle-free travel between your summer rentals and key locations on this island.
  • Public Buses: The local bus system is an affordable option for getting around, connecting popular spots and offering an authentic way to experience the region.
  • Boat Services: Regular ferry and boat services connect here with neighboring islands, providing scenic and efficient options for island-hopping adventures.

Local Customs Options

  • Respectful Greetings: Visitors often greet each other with warm, friendly salutations that emphasize community and hospitality, reflecting the welcoming atmosphere of this Caribbean destination.
  • Celebration of Junkanoo: This vibrant festival, celebrated with colorful costumes and lively music, is a cherished tradition that showcases the island's rich cultural heritage and joyful spirit.
  • Local Cuisine Etiquette: When enjoying the regional dishes, it is customary to share meals and appreciate the fresh, local ingredients, as food plays a central role in social gatherings here.
  • Respect for Nature: Visitors are encouraged to honor the pristine environment by minimizing waste and participating in eco-friendly practices, helping to preserve the natural beauty of this scenic destination.

Frequently Asked Questions About Anguilla Luxury Rentals

2. How many Summer Rentals are available in Anguilla?

Currently, the total number of properties listed by RBO in 2026 is over 493 in the Anguilla area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Summer Rentals in Anguilla. 

3. What is the cancellation policy for summer rentals in this area?

Cancellation policies vary depending on the individual listing. It’s recommended to review the specific terms outlined in the property details or contact the owner directly to understand any fees or restrictions.

4. Are there any specific requirements or restrictions when booking a summer rental here?

Requirements such as minimum stay durations, age restrictions, or additional deposits are detailed in each property listing. For clarity, reaching out to the host can ensure you meet all necessary criteria before booking.

5. How do I confirm availability and secure my reservation?

Availability is updated regularly on the listing page. To secure your reservation, you should submit a booking request or contact the property owner directly through the platform for personalized assistance.

6. What amenities can I expect in summer rentals in this destination?

Amenities vary by property, ranging from private pools to beachfront access. Each listing provides a detailed list of features-review these carefully or contact the owner for specific questions.

7. Is there a specific check-in and check-out process I should be aware of?

The check-in and check-out times are specified in each listing. For any special instructions or early/late arrangements, it’s best to communicate directly with the property owner prior to your arrival.

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