Why Choose Rent By Owner for your Anguilla Summer Rental?
What makes our Summer Rental special?
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
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.
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.
Off-Season Highlights
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.
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.
Weekly Weather Forecast for Anguilla
How to Book Your Anguilla Summer Rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Anguilla
Common Summer Rental 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 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.
Top Attractions Around Anguilla
What attractions are nearby?
In this beautiful destination, you can enjoy a variety of activities nearby, including relaxing on pristine beaches, exploring vibrant local markets, and engaging in water sports such as snorkeling and kayaking, all just moments from your ideal Anguilla summer rental.
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.
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.
Other Places to Stay in Anguilla
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
1. What are the top Summer 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 Summer Rentals in Anguilla:
- Tranquility Beach Anguilla
- Tranquility Beach Anguilla Resort
- exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury
- Great spot for family gatherings and romantic getaways.
- 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
- LaVanda Cottage, Romantic Ocean Getaway
- ON THE BEACH - Ultra Luxury Villa, Sleeps 12, Pool, Hot-tub, Fire-Pit, Gym, …
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.


























