Photo by Anguilla Tourist Board

Anguilla vacation rentals

We found 238 vacation rentals — enter your dates for availability

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April 2026

May 2026

Popular Anguilla destinations on Vrbo

Distant view of Cove Castles Beach Resort on West Shoal Bay, Anguilla

West End Village

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House

Condo/Apartment

Find properties near top attractions in Anguilla

Meads Bay

Find the best place to stay - Anguilla

Premier Host

Seaside Splendor: 2-3 BR w/ Expansive Deck, Panoramic Views, AC, Wifi, & Pool

Sleeps 6 · 3 bedrooms · 2 bathrooms

Escape the cold & snow in Anguilla at the ultimate vacation villa! Book today!

Sleeps 12 · 5 bedrooms · 5 bathrooms

Premier Host

Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!

Sleeps 8 · 4 bedrooms · 4 bathrooms

Top rated rentals - Anguilla

Image of Private; one of the best views on Anguilla; heated pool.

Premier Host

Short yet memorable stay in Paradise

For previous stays at other VRBO properties, we have debated on ratings between 4 or 5 stars. For Oceana, we could have easily given 6 stars if that was an option! The pictures don’t do justice to the property and the surrounding views. The property is well maintained even though it seems to be rented often. Daily housekeeping service is provided, creating an experience similar to staying at a private boutique hotel.This was our first time in Anguilla and we were fortunate to have stayed at Oceana. The house is very spacious. There is air conditioning in each bedroom complemented by ceiling fans throughout the house, resulting in comfortable indoor temperatures despite the hot sun outside. The house has two master suites which can be easily shared by two couples while allowing for privacy. Loved the outdoor shower facing Crocus Bay.Our only suggestion would be to add an umbrella or two to the pool area for shade as the sun can be intense. The only problem is that one might never leave :-). A car is needed to explore the Island and its beautiful beaches. They do drive on the left, but compared to the US/British Virgin Islands, it is much easier to drive in Anguilla. The roads are wider and there is less traffic.Our favorite beach turned out to be Rendezvous Bay where we parked ourselves at Sunshine Shack. We were sad to leave. We would return to Oceana in a heartbeat. However, securing available dates may be hard, as previous guests appear to be repeat visitors.

George S.

Stayed Jul 2025

Image of Water views, central location and infinity pool

Premier Host

Nice house. Good location.

It was a nice, smooth check in. We were met at the house by the property manager, Kerin. He showed us around the house and left contact information. We also met the owners, who live next door. The refrigerator was stocked with complimentary supplies, which was a pleasant surprise. We just had 2 couples, so there was ample room. 3 bedrooms with en suite bathrooms makes for easy living. Also, the 2nd floor patio with pool makes for a great place to relax and look out over the ocean.The house location is central and near a main road, so it is easy to get to wherever you want to go. The only downside is that there is a construction company equipment yard behind the house and they could be noisy at times if you were on the deck (but you really didn't hear it in the house).The house is showing some age. There were a couple of appliance issues during our stay, but Kerin was quick to repair the problems.Overall, this is a very nice house. It is spacious, comfortable, and well located. I would be happy to stay there again.

John M.

Stayed Mar 2025

Image of BellamareVilla, Shoal Bay East, Pool.

Premier Host

Breathtaking Views

The views from every part of this house were simply amazing- the location was great, and the host was very communicative and easy to work with, Highly Recommend!

Lauren C.

Stayed Apr 2024

Image of WONDERFUL APARTMENT ON TWO FLOORS WITH AIR-CONDITIONING NEXT TO THE SEA

great find!

great apartment, even better than in the pictures. great kitchen for cooking. great location if you don’t have a car (but you should have a car). steps away from the beach and a half dozen dining options. would def stay again. only negative might be the neighborhood does stay active and loud late and the roosters start up real early! you might get used to the roosters by day 5… best island with the best people.

randy i.

Stayed Mar 2024

Image of Villa Bramasole located right on the water has 3BDR close to restaurants & shops

Beautiful views and villa

We loved our stay at this villa. The views out over the pool to St. Martin were gorgeous. The pool was super clean and warm. The kitchen well stocked and Michelle will gladly stock it ahead of your arrival. Also, great hot water in the showers and the A/C works great if you need it! Super quiet and convenient to the ferry, and a short drive from all of the great beaches. There are two bedrooms in the main house and one in a separate guest house. Note, especially if you have kids, the second bedroom while connected to the main house only opens to the outside and it’s accessible via a verandah. (So the kids have to go outside to get to the main bedroom or the main house.) The perimeter of the property is very secure with locked gates, and I’m sure this is a common layout in warmer climates. The laundry is locked and accessible through the housekeeper, who is lovely and helpful. There’s also a friendly and knowledgeable gardener who is more than happy to let you sample fresh coconut from the villa’s trees! We miss our villa and Anguilla already!

Michele M.

Stayed Mar 2024

Image of DragonFly Studio, a charming place dedicated to relaxation

Premier Host

Perfect as always!

Perfect place on the greatest island with the best host/owner. This studio has it all.

Jeffrey K.

Stayed Mar 2024

Image of Beautiful Shoal Bay Condo Penthouse for 2-6 Guests

Loved it

We just loved the unit, it was just the right size for us, and we loved the views from the balcony. Kitchen was well stocked with everything you need to cook breakfast and there were containers for your leftovers as well. Kitchen was what I describe as “completely clean “ meaning, only salt and pepper provided, although they did provide a starter pack of coffee sugar and creamer. But no spice rack or anything else. Which I suspect is probably due to COVID regs — most properties no longer provide any spice or other foodstuffs since 2020. Daily housekeeping (!) brought towels and they were generous with beach towels and bath towels, which were thick and luxurious— not sad and thin like we’ve experienced at so many other properties. They also provided really nice amenities in terms of the shampoo and body wash. If you are a bar soap person (like my husband) you need to pack your own, which I did. Very convenient to have your own washer dryer as well. Walk to the provided beach chairs on the beach was a bit longer than I expected, but you can also drive and park if you don’t want the walk. I’d stay here again, as it was a great location and the amenities were quite good.

Pam M.

Stayed Feb 2024

Premier Host

Lovely Stay at Villa Tasha

The owner Jeet was easy to communicate with both before and during our stay . He provided numerous dining options and recommended local activities which were all on point and appreciated .

Shawn M.

Stayed Jan 2024

Find out more about Anguilla

Why visit Anguilla

Stunning Beaches: Anguilla is renowned for its pristine beaches, offering soft sands and crystal-clear waters, perfect for relaxation and sunbathing.
Outdoor Activities: The island provides a variety of outdoor adventures, including snorkeling, kayaking, and hiking, ideal for adventure enthusiasts.
Charming Local Culture: Experience the welcoming atmosphere and vibrant culture of Anguilla through its friendly locals and lively local spots.
Luxurious Accommodations: Choose from a range of luxurious villas and cozy rentals that enhance your stay in this tropical paradise.
Picturesque Neighborhoods: Explore the charming neighborhoods filled with upscale homes and scenic views, perfect for leisurely strolls.

Popular types of accommodation in Anguilla

If you’re planning a getaway to Anguilla, you’ll find a variety of vacation rental options to suit your needs. From luxurious villas and modern condos to cozy apartments, there’s something for everyone. Discover the best Anguilla villa rentals and vacation homes, ensuring a perfect stay in this stunning destination. Whether you seek relaxation or adventure, our Anguilla vacation rentals provide the ideal base for your unforgettable experience.

Villas: These luxurious accommodations are the top choice for travelers seeking spacious and upscale stays in Anguilla.
Condos: Ideal for those who enjoy a blend of comfort and convenience, condos offer modern amenities with stunning views.
Apartments: A popular option for visitors, apartments provide a cozy atmosphere with the freedom to cook and relax.
Houses: Perfect for families or groups, these homes offer privacy and a home-like experience during your stay.
Cottages: Charming and quaint, cottages are a delightful choice for a peaceful getaway in Anguilla.**

Top attractions in Anguilla

Anguilla is perfect for beach lovers and outdoor enthusiasts, offering stunning scenery and a variety of attractions. The island boasts beautiful beaches, picturesque bays, and charming local spots to explore. Visitors can enjoy relaxing by the sea or engaging in outdoor activities. For added convenience, consider checking out Anguilla villas for your stay, providing a comfortable base to experience all the beauty and adventure that this tropical paradise has to offer.

Meads Bay: A stunning bay known for its pristine beach and vibrant outdoor scenery. Perfect for relaxation, swimming, and soaking up the sun, Meads Bay offers a tranquil atmosphere and breathtaking views.
Shoal Bay Beach: Renowned for its powdery white sand and crystal-clear waters, Shoal Bay Beach is the ultimate beach destination. Ideal for swimming and beachcombing, it’s a picturesque spot for enjoying the Caribbean vibe.
Anguilla Arch: A natural rock formation that provides striking scenery and great photo opportunities. The Anguilla Arch is perfect for outdoor enthusiasts looking to explore the island's unique landscapes.

Things to do recommended for couples

Seeking a romantic getaway in Anguilla? Enjoy sunset dinners on the beach, explore secluded coves, and take a private sailboat tour. Don’t miss a couple’s massage at a beachfront spa for ultimate relaxation. Create unforgettable memories in this idyllic paradise.

Things to do recommended for families

Families can explore the pristine beaches of Shoal Bay, known for its soft white sand and calm waters, perfect for kids. Enjoy snorkeling at Little Bay, where vibrant marine life awaits, or take a fun day trip to Sandy Island for a delightful picnic and swimming experience.

Things to do recommended for groups

Enjoy a round of golf with your friends at the Aurora International Golf Club, where you can soak in the outdoor atmosphere and stunning views. This premier golf course in Anguilla is perfect for a fun day of sports and camaraderie.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Anguilla

If you're traveling with a group, with family, bringing your pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful booking tips for Vrbo.

Traveling to Anguilla with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
Traveling to Anguilla with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
Taking your pets with you to Anguilla: For many families, a vacation wouldn’t feel complete without their furry companion. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and beds, ensuring that your entire family feels comfortable and at home.
Planning for a long term stay visiting Anguilla: If you're in search of vacation rentals that offer discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in Anguilla

Anguilla offers an unforgettable vacation experience with its stunning beaches and luxurious outdoor living. Explore the idyllic island where friendly locals and trendy spots create a relaxing atmosphere for families and couples alike. Discover charming neighborhoods filled with upscale homes, and indulge in the vibrant culture and breathtaking scenery that make Anguilla one of the best destinations for a memorable getaway.

West End Village: Nestled in the picturesque landscape of Anguilla, West End Village is a charming city that offers an idyllic blend of beach, outdoor activities, and stunning scenery. Travelers flock to this vibrant area to indulge in a variety of water sports, relax at luxurious resorts, and enjoy a round of golf at nearby courses. The local attractions include pristine bays, beautiful beaches, and tranquil water features that provide the perfect backdrop for relaxation and adventure alike.
Rendezvous Bay: Known for its breathtaking beauty, Rendezvous Bay is a delightful destination where visitors can bask in the sun on soft sandy beaches and enjoy a plethora of outdoor experiences. This city is ideal for those seeking adventure, with numerous water sports and high-end resorts that cater to all types of travelers. The area's natural landmarks, including its stunning bay and inviting beach, create a serene environment for visitors looking to unwind and connect with nature.
Shoal Bay: Renowned for its crystal-clear waters and vibrant atmosphere, Shoal Bay is a must-visit city in Anguilla. Here, travelers can immerse themselves in various outdoor activities, from thrilling water sports to relaxing beach days. The area boasts beautiful beaches, captivating bays, and picturesque water features that make it a perfect spot for both relaxation and exploration. Whether you're lounging at a resort or enjoying the beauty of nature, Shoal Bay offers an unforgettable vacation experience.

Best time to go to Anguilla

If you're planning a trip to Anguilla, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs in January, July and September, while off-peak times, like May and October to November tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	78.3°F (25.700000000000003°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Slightly High
February	77.7°F (25.4°C)	No Rain (Dry)	Mostly Sunny	Average	Average
March	77.4°F (25.200000000000003°C)	No Rain (Dry)	Mostly Sunny	Average	Average
April	78.4°F (25.8°C)	No Rain (Dry)	Mostly Sunny	Average	Average
May	80.1°F (26.700000000000003°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
June	81.5°F (27.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	82.0°F (27.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	82.6°F (28.1°C)	Light Rain	Mostly Sunny	Average	Average
September	82.9°F (28.3°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
October	82.4°F (28.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
November	81.1°F (27.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
December	79.5°F (26.4°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High

Booking with Vrbo is simple

Are you hoping to save money on your upcoming travel plans? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your travels. Whether you're starting a new trip, picking up where you left off, or organizing your existing plans, you’ll find everything in one place. You can easily access your saved and booked properties through the sections for Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Sand and palm paradise in Anguilla

The picturesque white beaches of Anguilla invite vacationers to slip off their sandals and take a walk on the soft sand, or lounge under a swaying palm tree, with the sound of waves for company. The Lesser Antilles island is small, just 25 kilometers long and 5 kilometers wide at its largest, but with a number of offshore islands and cays a short boat ride away, you'll never run out of sea views to enjoy. Once you've selected your ideal Anguilla vacation rental, perhaps with an ocean view, it's off for kayak rides in the clear waves and a round of golf at the local greens.

Island hopping around Anguilla

After checking out all the beaches and bays up and down the main island of Anguilla, a short boat ride can take you to one of the more remote offshore spots for hiking or relaxing away from the crowds. The 5-square-kilometer Scrub Island, off the eastern point, has an abandoned air field, with a plane wreck you can walk to. Snorkeling along here, you might encounter some of the sea turtles and stingrays that fill the waters. Sandy Island, a tiny cay to the west of Anguilla, earns its moniker with perfect white-sand beaches that invite you to relax in a hammock.

Waterfront fun in Anguilla

While it may be tempting to spend every day of your Anguilla vacation spread out on the beach, soaking up the warm sun, carve out some time to take in the views from the sea, while enjoying a number of water sports. Local rental companies can outfit you with a selection of boats and boards, whether you prefer kayaking in a glass-bottomed vessel, watching sea creatures swimming below or taking kitesurfing lessons to learn how to the master the wind and waves. Sailing excursions and cruises are available to explore some of the nearby islands and snorkel away from shore.

Warm winters on the beaches of Anguilla

Year-round warmth in Anguilla means that any season can be spent outdoors, enjoying swims in the ocean and sunbathing on the sand. June through November is hurricane season, with fall seeing the most rain, so if you're all about the sun, visit in the drier months between December and April, when you'll enjoy pleasant 80-degree afternoons. If you plan your trip during winter or early spring, reserve your Anguilla vacation rental early in order to secure your ideal dates, as this is the busier season for travelers and you'll want to make sure you nab one of the many properties with ocean views.

Frequently asked questions

What is the best area to stay in Anguilla when booking a vacation rental?

One of the more popular destinations to book your Vrbo vacation property in Anguilla is The Valley. Spend your getaway here and have fun visiting its leading attractions, like Sandy Hill Beach and Crocus Bay Beach.

What is the most popular type of vacation rental accommodation in Anguilla?

The most desirable types of vacation rentals in Anguilla are villas. Want something different? Vrbo has numerous options to match our guests' unique requirements, so you'll see properties in all sizes and shapes. The ideal home away from home is waiting for you — lock in yours today.

How much does it cost to rent a vacation rental in Anguilla?

The average price for a vacation rental in Anguilla depends on a number of factors, such as season, length of stay and property type. Whether you're in search of a sprawling house with room for friends and family or a quaint cottage ideal for just you and the kids, just enter your travel dates to find stays with fantastic value.

How much does it cost to rent a beach house in Anguilla?

The average price for a vacation home near the beach in Anguilla depends on when you're going and the type and size of property you're looking for. Find prices easily and quickly on Vrbo by entering the dates you'll be traveling. Then use our handy filter tool to pick the number of bedrooms and amenities that you require, like WiFi, a pool and air conditioning.

Are there pet-friendly vacation rentals in Anguilla?

With 16 properties that welcome four-legged guests, your happy hound can join in on your Anguilla getaway. Use the filter tool to search our pet-friendly vacation rentals and find your pawfect digs on Vrbo.

Are there large group vacation rentals in Anguilla?

Take your pick of 55 vacation homes in Anguilla that can accommodate 10 or more guests. Whether you're planning time away with extended family or a special event like a birthday party, there's enough room to get your favorite people together under the same roof.

Are there one-bedroom vacation rentals in Anguilla?

Yes, you can pick from 47 one-bedroom rentals in Anguilla. Whether you're on the lookout for a cozy cottage or a fancy condo, our one-bedroom rentals are ideal if you don't need tons of space. One of the best things about having your own pad? You won't have to share your vacation with strangers.

Can I find two-bedroom vacation rentals in Anguilla?

Take your pick of 28 two-bedroom vacation homes in Anguilla. Settle the kids into the second room or fill it with a couple of your best buddies. There's a spot for whoever's fortunate enough to come along for the ride.

Are there vacation rentals with WiFi in Anguilla?

Anguilla has 81 vacation rentals with WiFi, so you can stay connected while traveling. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with the family to checking emails, these Vrbo homes make it a breeze to go online.

How can I find vacation rentals with air conditioning in Anguilla?

Decide on your travel dates and then use our filter tool to find vacation rentals with air conditioning in Anguilla on Vrbo. With 167 air-conditioned properties available here, you can enjoy a comfortable and cool stay.

How old do you have to be to rent a vacation rental in Anguilla?

The minimum age allowed can differ across properties on Vrbo, so check the rules of the vacation home in Anguilla you're considering. But typically, it's 16, 18 or 21.

How long can I rent a vacation rental in Anguilla for?

The length of time you can book a vacation rental in Anguilla is down to the property. Simply enter your chosen travel dates to see a list of options offering extended stays. With many amenities such as air conditioning and laundries, as well as some offering weekly or monthly discounts, you're sure to find somewhere perfect to call your home away from home in Anguilla.

Does Vrbo offer discounts for vacation homes in Anguilla?

On Vrbo, you'll find great discounts and bargains for Anguilla. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're planning a short getaway or a much longer stay, Vrbo has lots of options for all styles and budgets.

More Vacation Ideas

Vacation Rentals

Anguilla vacation rentals

Popular Anguilla destinations on Vrbo

West End Village

Find spaces that suit your style

Find properties near top attractions in Anguilla

Map Attractions

Meads Bay

Find the best place to stay - Anguilla

Seaside Splendor: 2-3 BR w/ Expansive Deck, Panoramic Views, AC, Wifi, & Pool

Top rated rentals - Anguilla

Short yet memorable stay in Paradise

Find out more about Anguilla

Why visit Anguilla

Popular types of accommodation in Anguilla

Top attractions in Anguilla

Things to do recommended for couples

Things to do recommended for families

Things to do recommended for groups

What do I need to keep in mind when booking a vacation in Anguilla

Where to stay in Anguilla

Best time to go to Anguilla

Booking with Vrbo is simple

Vrbo Trips: Planning as easy as it gets

Sand and palm paradise in Anguilla

Island hopping around Anguilla

Waterfront fun in Anguilla

Warm winters on the beaches of Anguilla

Frequently asked questions

More Vacation Ideas