Updating...

Enter dates for more accurate prices

Anguilla Rentals

Filter

Anguilla Rentals

200 villas

Bella Constantina Villa/ 4 guests - Anguilla

George Hill house

2 bedrooms / 2 bathrooms / Sleeps 16

$639

1 / 10

Mainstay Villa at Elsie Bay

Anguilla villa

3 bedrooms / 3 bathrooms / Sleeps 6

$297

1 / 14

Little Butterfly - Anguilla

The Valley house

1 bedroom / 1 bathroom / Sleeps 2

$246

1 / 10

Ani South Villa - Anguilla

The Valley house

6 bedrooms / 6 bathrooms / Sleeps 12

$8,143

1 / 10

Ani North Villa - Anguilla

The Valley house

4 bedrooms / 4 bathrooms / Sleeps 12

$6,429

1 / 10

West End Bay Self Catering Apartments - Anguilla

Long Bay Village house

2 bedrooms / 2 bathrooms / Sleeps 5

“Stellar stay at the West End” Our stay with Carl at the West End Bay apartments was awesome. This is our second time to Anguilla and we wanted to do things a bit differently. Last time we stayed at Cap Juluca, obviously on the other end of the prici

$210

1 / 10

Ani Villas, Anguilla (North Villa)

The Valley villa

4 bedrooms / 5 bathrooms / Sleeps 8

“First Class architecture in an amazing Caribbean setting” It was really great. The architecture and furnishings are first class. There were so many nice touches. The sheets and bed were really enjoyable. We absolutely loved the master bedroom and

$5,100

1 / 20

Modena Villa - Anguilla

Blowing Point house

5 bedrooms / 6 bathrooms / Sleeps 10

$6,754

1 / 10

Stunning Sea Feathers Villa

Anguilla villa

3 bedrooms / 3 bathrooms / Sleeps 7

“True tranquility, peace, rest, beauty and boat races” This was my first trip out of the country. I thought I had walked right into heaven. The bedroom I stayed in was surrounded by windows with a wonderful cross breeze. I should also mention the 4 pos

$500

1 / 29

Ready, Set, Exhale. Ahhhhhh....

The Valley condo

2 bedrooms / 2 bathrooms / Sleeps 6

$319

1 / 30

Lotus Blossom Villa - Anguilla

The Valley house

3 bedrooms / 4 bathrooms / Sleeps 6

$1,500

1 / 10

Oceana Villa Anguilla - Brand New 2 bedroom

The Valley villa

2 bedrooms / 3 bathrooms / Sleeps 5

“Fantastic Villa in Paradise” We were fortunate enough to spend 10 wonderful days in this villa. Discovered by our wedding planner, Lindsay (feel free to contact me for her contact info), Oceana was the perfect location for our intimate wedding of 13.

$475

1 / 92

James Place Apartments, Anguilla , British West Indies

Island Harbour apartment

1 bedroom / 1 bathroom / Sleeps 2

“Perfect spot to getaway.” I stayed here for 10 days and had a great time on the island. The accommodations look just like there picture. Perfect little apt to stay in for anguilla if you like some peach and quiet. Its isolated in a little valley. Your

$110

1 / 24

White Cedars

The Valley villa

3 bedrooms / 3 bathrooms / Sleeps 6

“This was a great home and a fabulous experience for my family!” We had a great time at this neat, modern villa with perfect amenities. The home is beautiful, and the island is so relaxing. We brought in a chef, who completed the experience. - Melody D

$781

1 / 18

PAY FOR 6 NIGHTS BUT! STAY FOR 7 NIGHTS... U WILL NOT WANT TO LEAVE-100% AGREE!

Sandy Ground castle

4 bedrooms / 5 bathrooms / Sleeps 10

“Breathtaking!!! (see George Carlin)” The only thing better than a first visit to GOC ...is a repeat visit!!! The house was in impeccable shape, Eileen and her team were terrific on all fronts, and the views, if possible, were even better than last yea

$899

1 / 111

Beaches Edge Villas - Anguilla

Blowing Point house

10 bedrooms / 10 bathrooms / Sleeps 20

$3,700

1 / 10

Modena Villa, Sleeps 10

Anguilla villa

5 bedrooms / 5 bathrooms / Sleeps 10

$5,000

1 / 22

Ambia Villa

South Hill villa

4 bedrooms / 5 bathrooms / Sleeps 8

$550

1 / 24

Bayview Villa, Sandy Ground. Unbelievable views

Sandy Ground house

6 bedrooms / 5 bathrooms / Sleeps 12

“Wow!” Anguilla is beautiful! Gorgeous beaches & friendly people. Kathleen the owner was easy to work with & the views were truly unbelievable. I'd go back in a heartbeat!

$350

1 / 69

Black Pearl - Anguilla

Shoal Bay Village house

4 bedrooms / 4 bathrooms / Sleeps 8

$2,500

1 / 10

Oceana Villa - Anguilla

The Valley house

2 bedrooms / 2 bathrooms / Sleeps 4

$650

1 / 10

Ani Villas - Anguilla's Premier Villa Estate

The Valley villa

10 bedrooms / 14 bathrooms / Sleeps 20

“Ani Villas is awesome!” Incredible! Great place for small groups, exec retreats or large families. Service: Ani surpassed my expectations, one of the best vacations of our life! From the drinks upon arrival (which flowed for the whole stay) to the sta

$8,600

1 / 21

Villa Fay Perfect getaway for couples or families

Anguilla house

3 bedrooms / 4 bathrooms / Sleeps 8

“Heaven in anguilla” 8 of us just stayed 2 weeks at Villa Fay, in anguilla! The villa is simple beautiful Sonja and Leroy ( housekeeping staff) were very kind and helpful! The villa is very very big, with the best view to the ocean and St. Marteen. Loc

$440

1 / 24

Westgreen Villa - Anguilla

West End Village house

3 bedrooms / 3 bathrooms / Sleeps 6

$500

1 / 10

Ocean View Apartment at Captain's Ridge (view from every room)

Island Harbour apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$135

1 / 28

First solar

Blowing Point villa

2 bedrooms / 2 bathrooms / Sleeps 4

$900

1 / 20

Tequila Sunrise

South Hill villa

3 bedrooms / 3 bathrooms / Sleeps 6

“Stephanie .'s review of Tequila Sunrise” Kelly and wade were great! - Stephanie M., New York, USA

$1,485

1 / 22

Harmony at Sheriva

West End Village villa

8 bedrooms / 9 bathrooms / Sleeps 16

“Island Dream” Sherivas location is not beachfront but so close via golf cart ride that it didn't matter. The island breezes and gorgeous views of the ocean and neighboring St Maarten were stunning. Anguilla's beaches are phenomenally beautiful. Crysta

$5,000

1 / 22

Quixotic Villas - Anguilla

Island Harbour house

4 bedrooms / 4 bathrooms / Sleeps 8

$1,000

1 / 10

Humming-bird

Long Bay Village villa

6 bedrooms / 6 bathrooms / Sleeps 12

“A large home is a lovely setting” The house is situated in a lovely spot, though not quite as private as we had assumed. While we enjoyed the house quite a bit there were things that we didn't love. The furniture in the living room is very very low to

$1,400

1 / 15

Pinnacle Villa - 3 bd luxury, best view and excellent support from owners

South Hill villa

3 bedrooms / 3 bathrooms / Sleeps 6

$549

1 / 21

Spyglass Hill Villa

Anguilla villa

4 bedrooms / 5 bathrooms / Sleeps 8

$1,224

1 / 24

Standard solar

Blowing Point villa

2 bedrooms / 2 bathrooms / Sleeps 4

$500

1 / 20

Modena Villa, Sleeps 6

Anguilla villa

3 bedrooms / 5 bathrooms / Sleeps 6

$4,250

1 / 22

Beach Villa Holiday Special - Anguilla

The Valley house

4 bedrooms / 4 bathrooms / Sleeps 8

$2,500

1 / 10

Villa Paradise

Blowing Point villa

7 bedrooms / 5 bathrooms / Sleeps 12

“Fantastic! Better than the pictures! Views are amazing!” We loved everything about our stay! The views and home are amazing! The house was so clean, the property was amazing! We loved having Earl nearby, and he caught and fixed fresh lobster one night

$2,000

1 / 17

Luxury Villa All Suites Great for Families and Couples

Island Harbour villa

4 bedrooms / 6 bathrooms / Sleeps 8

$950

1 / 25

CeBlue

Anguilla villa

6 bedrooms / 5 bathrooms / Sleeps 10

$1,595

1 / 48
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more