4 Best Vrbo Vacation Rentals In Anguilla

vrbo anguilla
Jaclyn
Jaclyn 
Updated
| 6 min read

If you’ve been dreaming of the perfect Caribbean vacation, then pack your bags and head on over to Anguilla. This destination is filled with white sandy beaches, coconut trees, open-sided beach bars, barbecues and live reggae music. Life here is slow-paced and the perfect place to just relax and recharge and really get away from your usual busy lifestyle. And there’s so much to do at Anguilla. You can enjoy water activities like open water kayaking, diving and paddle boarding. You can also relax and lounge on the beach, or even get a massage. You can rent horses to tour the island, go snorkeling or pamper yourself at one of the spas. And if you want total privacy while you’re here, be sure to book a place among this list of the best Vrbo accommodations in Anguilla. Scroll down to learn more.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on March 13, 2023.

1. Great ocean views with lots of space (from USD 360)

Are you looking for a condo in Anguilla with amazing views of the ocean that’s good for two to five people? This spacious two-bedroom condo is part of the 11 units inside Ocean Terrace, an intimate condo complex on a hill on the southeastern shore of Anguilla. The condo also offers beautiful panoramic views of St. Martin, St. Barths and St. Kitts. There is 1,500 sq.ft (139 square meters) of space, two private terraces, daily maid service, A/C in the entire house, ceiling fans, a complete gourmet kitchen, living and dining area, cable TV, and high-speed wireless internet access. And if you want to swim, you can swim on the oceans of Shoal Bay or the freshwater outdoor pool in the complex. It’s definitely the best place to stay when you’re looking for an accommodation where you can truly rest and recharge during your vacation.

Stayed at this property?
31 reviews   Wifi Available
condo 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5
Minimum Nights: 2
Refund Policy :

Top guest reviews
Amenities & Room:
The condo is on the top floor (one flight of stairs) and the view was just as spectacular as everyone described
The fully equipped kitchen is great for making meals in too
The casual comfortable surroundings are incredibly relaxing
the beds are amazingly comfortable
The condo is large and airy The balconies (one off of the master bedroom and one off the living room) facing St Martin are wonderfully large and private and are furnished with very comfortable ou...
Cleanliness:
Everything is very clean and well maintained
the condo was beautifully decorated immaculately clean and had amazing views of the ocean
well appointed very quiet and immaculately clean
The condo was very clean and well appointed
I plan to return as soon as I possibly can
Host:
He provided all the information we needed about the island
we so warm welcoming and helpful during our entire stay
He went over and above for us and even made sure we had some snacks as well as breakfast and coffee for the next morning as we had arrived late at night Once we arrived
Bob picked up some groceries for us before we arrived and helped us sort out a rental car
Ambrose and Bob gave us wonderful restaurant recommendations -
Location:
Ocean Terrace has easy access to many great beaches and restaurants and food shops
The restaurants and local food scene are amazing
but it also has some of the best restaurants
Anguilla is by far the best
We loved exploring many different beaches since it is so easy to navigate around the island
Read more reviews

2. Oceanfront Caribbean retreat (from USD 250)

This is the best rental deal in Anguilla, the perfect Carribean retreat for you and your family or your best friends. This vacation rental is directly on the sea with a private deck, perfect for happy hour sunset drinks or enjoying your current read with a cup of coffee. The shallow waters of Sandy Hill Bay is a great way to get some exercise or cool down with swimming. If you prefer to lounge by or swim in the pool, there is a large pool in the area. The condo has a full kitchen, spacious living and dining area with TV and WiFi. There are two bedrooms with queen beds and a children’s room with two twin beds. Books, games, and toys are also provided for your entertainment. Rates are year-round and do not change, especially during the holidays.

Stayed at this property?
Sandy Hill Bay, AI
21 reviews  
condo 6 Guests 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
w/one or two children (bunk beds) everything you need for cooking and laundry facilities
The queen-size bed is soft and comfortable and
The unit could use a deep cleaning
The bed was super-comfortable and the linens were of nice quality
and it stayed comfortable enough that we'd only want AC for some nights
Cleanliness:
It was neat and clean
The pool is nice and clean and the chaises are very comfy
The condo itself was very clean and welcoming everything in working order
the balcony looks over the pool and the ocean and the rest of the island
Host:
The owner was a huge help to us when we had flight problems and she was very responsive with any questions we had
They are a gentle generous people very helpful and kind
They met us at the ferry
amazing weather Great for small family
the caretaker is friendly and helpful and solved many problems
Location:
Location is perfect close to supermarkets and amazing beaches everywhere
Sandy Hill Club is a very quiet area with a salt water pool and a sandy beach at a 5 min walk away over rocky terrain (wear shoes)
We were told many times by the locals at restaurants on the beach at bars "have a good time you are on vacation
It is convenient to grocery and other shopping as well as some of Anguilla's best restaurants If you are looking for a peaceful and relaxing getaway without paying luxury resort prices - this is ...
This is one of the best bargains on the Island Walk to secluded beach just steps from your doorway
Read more reviews

3. Open-plan luxury villa (from USD 1200)

Villa B on the Sea is the newest two-story luxury villa in the Caribbean with five private ensuite bedrooms. The first floor has an open plan gourmet kitchen and living area with full glass doors that open up to panoramic Caribbean views and the first pool. There are three bedrooms on the main level, the master suite with a sitting area against glass window walls overlooking the sea and marble stone bath, and the children’s room with two twin beds plus another bedroom with a queen bed. The rest of the bedrooms are on the second level, as well as a wading spa-style pool, with a home theater and entertainment deck, and an outdoor gazebo with a kitchen and eating area.

Stayed at this property?
5 reviews   Wifi Available
villa 16 Guests 5 Bedrooms 6 Bathrooms

Accommodates: 16
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The master bedroom absolutely wonderful
The outdoor spaces were incredible also
I especially enjoyed relaxing by the pools and having dinner outside on the top floor dining area
The villa is very spacious and offered plenty of room for our family and friends
The property is very well maintained and provided excellent views without sacrificing privacy
Host:
The movie theater was fun for us to watch football games and movies
We were a family of 16 with all our children and grandchildren and the house was perfect
All the locals were super friendly and happy
Definitely a very well appointed clean and beautiful house
We'd all head back to the house late afternoon to hang out for a couple hours around the pool before getting cleaned up and heading out to dinner
Location:
The beaches in Anguilla are beautiful
The house is in a private area on the island and not within walking distance to any restaurants
It is a very short drive from the best restaurants and beaches on the island
but it is great too
but they are a lot of restaurants within an easy drive
Read more reviews

4. Clubhouse suite by Shoal Bay (from USD 400)

This Clubhouse Suite on the Bellamare Estate has a large living area, a kitchen, a patio and two bedrooms that can sleep four people easily. The Master bedroom has a king bed and even an outdoor jetted tub. Located on the edge of Shoal Bay, Bellamare Estate sits on one of the best beaches in the world. There is also a large pool with lounge chairs and a gazebo. There is a grocery nearby where you can stock up on food and cook in the fully equipped kitchen. At the end of the day, relax on one of the lounge chairs or living area set up in the patio.

Stayed at this property?
8 reviews  
villa 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
The house is big with two spacious bedrooms each with their own bathroom
And the view from the deck (all with brand new furnishing) was spectacular
large spacious well appointed and clean Close to one of the most beautiful beaches in Anguilla
Host:
Jerdell was very helpful and even met us at the ferry
We had a wonderful week at the Clubhouse Suite at Bellamare Jerdell was super welcoming and met us at the ferry with our rental Jeep and gave us a tour of the house including the fridge that he s...
The villa and the people were great and it was really nice being so close to Shoal Bay beach
Location:
We spent every day on that beach and went out to eat in the nearby village to Ben's Pit Stop and other restaurants
Every morning we walked from the house down the path to a private beach and loved our ritual of walking around the point wading in the water just a little to get the the bigger beach with lots o...
it was a restful vacation in an amazing place
Read more reviews

Are you ready to go to Anguilla?

Are your bags packed and ready to go to Anguilla? You’re going to have so much fun for sure! Be sure to enjoy the most of what the island has to offer. And if you book one of the best Vrbo accommodations in Anguilla, you’re definitely going to have the best time of your life.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

History


Get Trip101 in your inbox

Unsubscribe in one click. See our Privacy Policy for more information on how we use your data

Jaclyn is a creative writer, screenwriter, entrepreneur, and social media marketer all at once. She cherishes her vacation and travel breaks because she gets to let her hair down and discover new...Read more

 Want to contribute as a Local Expert?
Explore Anguilla
x
Good things are meant to be shared!
Back to top
Visited any of these places? Click this button to activate our "Add a Tip" feature to share your experience.