Holiday Rentals in Anguilla

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Top Cities in Anguilla

Featured Holiday Rentals in Anguilla

Turtles Nest Beach Resort 

3.0 star property
9.4 out of 10, Exceptional, (144)
"loved the turtles fed them carrots "
The price is €306
includes taxes & fees
1 May - 2 May
Turtles Nest Beach Resort 

Fountain Anguilla

3.5 star property
8.8 out of 10, Excellent, (53)
"The staff was very kind and accommodating. Beautiful location and access to the beach."
The price is €351
includes taxes & fees
25 May - 26 May
Fountain Anguilla

Coralito Bay Suites & Villas

3.5 star property
9.8 out of 10, Exceptional, (7)
"Extremely friendly staff before I even arrived. I had trouble finding the property with the address provided, so the property manager called and provided directions while I was driving there. The groundskeepers were all extremely friendly and waved each time I went past them. The view was amazing and you could see St. Martin from the house. Everything was clean and they provided bottled water when I arrived. I felt very safe at the property as a solo traveler, and had no worries about anyone...
Coralito Bay Suites & Villas

Royal Palms Hotel

3.5 star property
9.0 out of 10, Wonderful, (58)
"The Royal Palms was perfect. We stayed for 8 nights and had zero complaints. The apt was incredibly spacious, with a balcony where we enjoyed our coffee and breakfast every morning. The bedrooms were huge, clean, and had plenty of storage for our clothes. The kitchen was fully functional—although we are out most dinners. They provided both beach towels and bathroom towels. Mary was always in communication if we needed anything and extremely responsive. All in all a perfect stay! We will...
The price is €157
includes taxes & fees
29 Apr - 30 Apr
Royal Palms Hotel

Tranquility Beach Anguilla

4.0 star property
10.0 out of 10, Exceptional, (33)
"Perfect location on the center of Meads Bay. "
Tranquility Beach Anguilla

CEBLUE LUXURY VILLAS

5.0 star property
10.0 out of 10, Exceptional, (5)
"This is a unique property with amazing views of the Carribean and Crocus Bay, almost postcard like with sailboats docked in the harbor and your view from above everything is breath taking . LaToya was our host and incredible nice, polite, knowledgeable and incredibly helpful throughout our stay, like have a local to guide you in your decisions and literally at you beck and call. The Unit was amazing with privacy being the key and the feeling of being by yourself. Unlike any other stay I can...
CEBLUE LUXURY VILLAS

Villa Blue in Sandy Hill Bay

9.8 out of 10, Exceptional, (39)
"Nice, clean, private and quiet area."
Villa Blue in Sandy Hill Bay

Better than a hotel! Fountain Anguilla Studio suite- walk to beach, dining and complimentary beach chairs on Shoal Bay!

10.0 out of 10, Exceptional, (1)
"Great property however beach is a short drive (or long walk)."
The price is €384
includes taxes & fees
25 May - 26 May
Better than a hotel! Fountain Anguilla Studio suite- walk to beach, dining and complimentary beach chairs on Shoal Bay!

Sheriva Luxury Villas and Suites

4.0 star property
The price is €5,868
includes taxes & fees
26 Apr - 27 Apr
Sheriva Luxury Villas and Suites

DragonFly Studio, a charming place dedicated to relaxation

10.0 out of 10, Exceptional, (29)
"Lovely place to stay and enjoy Anguilla! Trevor, our host, was so friendly and supportive of anything we needed! Very comfortable, the gym was amazing! We’re coming back!"
DragonFly Studio, a charming place dedicated to relaxation

Genesis Residences Meads Bay 1 - Downstairs Unit

Genesis Residences Meads Bay 1 - Downstairs Unit

The Penthouses (Sunrise and Sunset) at Andy’s Castle - near Shoal Bay Beach

9.6 out of 10, Exceptional, (9)
"Our Hosts were lovely and very helpful recommending beaches to go to and restaurants to dine at. The Penthouse has an easy layout, comfy beds and seating areas for easy conversations."
The Penthouses (Sunrise and Sunset) at Andy’s Castle - near Shoal Bay Beach

PERFECT NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI PARKING

9.6 out of 10, Exceptional, (60)
"Everything you’d hope for here; lovely views with ocean breezes to match, fully equipped kitchen for those evening meals on the deck or morning coffee to watch the sunrise from the rooftop, saltwater pool and nearby beach area for a quick dip.It was our 4th time staying at this same unit. Communication via email has been excellent and when the property manager is in (afternoons) she has always been helpful and gracious. Such good people here. "
PERFECT NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI PARKING

Caribbean Beach Front Villa With Swimming Pool

10.0 out of 10, Exceptional, (1)
"We had a great time visiting Anguilla from this spacious villa. Lots of places to relax and enjoy the view of Saint Martin across the water. "
Caribbean Beach Front Villa With Swimming Pool

Water views, central location and infinity pool

10.0 out of 10, Exceptional, (22)
"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...
Water views, central location and infinity pool

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

10.0 out of 10, Exceptional, (26)
"The views from this property are stunning, especially at sunset. The owner and local property manager were beyond hospitable and accommodating. "
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!

Anguilla -James Place Apartments Short Term/ Long Term Lease

9.8 out of 10, Exceptional, (6)
"The apartment is spacious, clean, the bedroom is air-conditioned, but we didn't even use it, as a fan in the bedroom was enough, as the temperature inside the apartment was always comfortable. There is enough of everything -- dishes, pots/pans, and even beach chairs and a cooler on wheels in the closet."
The price is €226
includes taxes & fees
28 Apr - 29 Apr
Anguilla -James Place Apartments Short Term/ Long Term Lease

White Sands Anguilla

3.5 star property
10.0 out of 10, Exceptional, (3)
"Much larger and nicer than the pics show. Perfect for families. Great location near the ferry and Rendezvous Bay. "
White Sands Anguilla

Panoramic Beachfront Villa - Secluded and Pristine Beach

9.2 out of 10, Wonderful, (5)
"Our family of 7 fell in love with Anguilla while staying at the perfect house right on the beach. The 2 Villas were clean, comfortable, less than a minute walk to each other, and the location can't be beat! Long Bay is so beautiful and quiet, we literally felt like we were all alone (the perfect vacation) the sunsets from the roof top were incredible too. The communication from Charles (the homeowner) was AMAZING, every time I texted him a question or when we needed anything at all at the...
Panoramic Beachfront Villa - Secluded and Pristine Beach

Charming and Secluded cottage in Cul de sac with views of Saint Maarten. AC

10.0 out of 10, Exceptional, (2)
"Questa villa singola ad Anguilla è semplicemente perfetta! Abbiamo soggiornato in un ambiente spazioso e ben curato, con una camera matrimoniale, un comodo divano letto matrimoniale, una cucina attrezzata e un bagno impeccabile.Uno dei punti forti è il meraviglioso patio ampio, arredato con un grande tavolo per sei persone, divani e comodi sdrai, perfetto per rilassarsi all’aperto e godersi la brezza caraibica.La posizione è eccellente, vicina a spiagge da sogno con acque cristalline. Abbiamo...
Charming and Secluded cottage in Cul de sac with views of Saint Maarten. AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Anguilla
Save an average of 15% on thousands of hotels when you're signed in