Anguilla vacation rentals
Vacation rentals in Anguilla by owner — compare homes, condos and cabins, message verified hosts, and book direct with no service fees.
Anguilla is renowned for its white sandy beaches like Meads Bay and Shoal Bay, with some of the clearest waters in the Caribbean. Visitors to Anguilla enjoy snorkeling and diving among coral reefs, dining at seaside restaurants, and experiencing local music festivals. Houfy offers the advantage of connecting you directly with Anguilla hosts, ensuring bookings are straightforward. Find vacation rentals ranging from oceanview villas to beachfront condos on islands like Anguilla, all bookable directly. The high season from December to April is best for beach activities, with tranquil waters and warm weather year-round.
Top-Rated Vacation Homes in Anguilla
Browse the highest rated vacation properties in Anguilla.
$4,200.00 USD total for 3 nights
Sep 30 – Oct 3, 2026
The villa was clean and spatious and as advertised. We had 8 people, 4 adults and 4 teens and had plenty of room. The view is even more beautiful than the pictures show! The location is pretty isolated but we had a car and drove to all the beaches, which are gorgeous. The villa staff were extremely helpful including helping us deal with the COVID tests on the way back. Everyone on the island was friendly and helpful actually. The pool and outdoor shower are great features. The beds were very comfortable. The only minor issue was some smell from the seaweed on the shore, but it was not a big deal for us.
Recommended Homes in Anguilla
Handpicked properties we think you'll love in Anguilla.
$375.00 USD total for 3 nights
Sep 30 – Oct 3, 2026
Why visit Anguilla
Discover what makes Anguilla a perfect vacation rental destination.
Pristine Caribbean Beaches
Shoal Bay: Ranked among world's best beaches.
Shoal Bay East offers powdery white sands and turquoise waters, perfect for sunbathing and snorkeling. Located about a 10-minute drive from The Valley, it's a must-visit for beach lovers.
World-class Dining
Experience fine dining in Anguilla.
Enjoy gourmet meals at Blanchards Restaurant in Meads Bay, known for its elegant setting and exquisite Caribbean cuisine. Reservations are recommended, especially during peak season.
Watersports Adventure
Explore Anguilla's vibrant marine life.
Sandy Ground offers excellent conditions for kayaking and paddleboarding. Join a guided snorkeling tour to see stunning coral reefs just half a mile offshore.
Rich Local Culture
Immerse in Anguillan heritage at Heritage Museum.
Located in East End, the Heritage Collection Museum showcases artifacts and stories from Anguilla's past. It's a 15-minute drive from The Valley.
Where to stay in Anguilla
The best areas and neighborhoods for your vacation rental in Anguilla.
Shoal Bay Village
Home to the iconic Shoal Bay Beach, this area offers luxury villas and vibrant beach bars. Ideal for those seeking relaxation.
Meads Bay
Known for its upscale resorts and gourmet dining options, Meads Bay is perfect for foodies and sun-seekers.
Sandy Ground
The hub of nightlife and watersports, with scenic bays and lively beach bars. Popular for social butterflies.
West End Village
Offers stunning sunsets and luxurious accommodations. It's a serene area that's close to several beaches.
Find Anguilla vacation rentals that suit your style
Studios, villas and more — pick the kind of Anguilla vacation rental you want, then book it direct with the host.
Anguilla vacation rentals with free WiFi, hot tub or air conditioning
Free WiFi, hot tub, air conditioning and more — every Anguilla vacation rental here is listed by a verified host and bookable direct, with the price the host set.
Top attractions in Anguilla
All within driving distance of Anguilla vacation rentals.
Rendezvous Bay
Famous for its 2-mile stretch of soft sand and quiet ambiance. · 3 miles west of The Valley
Anguilla Arch
A natural rock formation offering breathtaking ocean views. · 4 miles northeast of The Valley
Dolphin Discovery
Experience interactive dolphin encounters suitable for all ages. · 5 miles from The Valley
Wallblake House
Anguilla's oldest building, constructed in 1787, showcasing colonial architecture. · Located in The Valley
Tasty's Restaurant
Locally-owned eatery celebrated for its mouthwatering Caribbean flavors. · 1.5 miles from The Valley
Island Harbour
A quaint fishing village offering a glimpse into local island life. · 6 miles east of The Valley
Best Time to Visit Anguilla
Anguilla offers warm weather year-round. The best months to visit are November to April with highs of 83-86°F and pleasant weather.
The best time to visit Anguilla is February to March, when the weather is at its best. For lower prices and fewer crowds, June to September is the best time to book.
Direct with the host
Message the host before you book. Ask questions, confirm details, and deal with the person who owns the property.
Verified hosts
Every host completes identity verification before a listing goes live.
Itemised pricing
Every charge is shown before you pay — including the API connection fee, where one applies.
More vacation rental destinations around Anguilla
Frequently asked questions
Quick answers about booking vacation rentals in Anguilla and what direct booking on Houfy actually means.
Vacation rentals in Anguilla vary widely. You can find budget-friendly options starting at $150 per night, while luxury villas can cost upwards of $1,000 per night.
Yes, several vacation rentals on Anguilla welcome pets. Always check with the property owner regarding their pet policies and any additional fees.
Shoal Bay Village is highly recommended for its stunning beaches, while Meads Bay is perfect for foodies. Sandy Ground offers vibrant nightlife.
The best time to visit Anguilla is between November and April when the weather is cool and dry. Expect higher rates during this peak season.
Anguilla offers various rentals, from beachfront villas to cozy cottages. Choose based on your preferences and budget.
Many visitors prefer vacation rentals for privacy and space. Unlike hotels, you can enjoy private pools and personal amenities, often situated right on the beach.
Visit during the Anguilla Summer Festival in August to experience boat races and concerts. The island's culture is rich and vibrant year-round.
Houfy is a platform for booking vacation rentals directly from owners. You pay the listed price directly to the owner.
Yes, Houfy is a trusted platform. It connects travelers with property owners directly, ensuring transparent pricing and communication.