The Quarter Holiday Rentals

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Holiday Rentals in The Quarter

Turtles Nest Beach Resort 

3.0 star property
9.2 out of 10, Wonderful, (120)
"Perfect location "
The price is AU$480
includes taxes & fees
26 Nov - 27 Nov
Turtles Nest Beach Resort 

Royal Palms Hotel

3.5 star property
9.2 out of 10, Wonderful, (52)
"A bijoux Caribbean retreat. Loved it so much we have rebooked for next year. Mary, our host was amazing. "
Royal Palms Hotel

Tranquility Beach Anguilla

3.5 star property
10.0 out of 10, Exceptional, (31)
"Great friendly staff!!!"
Tranquility Beach Anguilla

Fountain Anguilla

3.5 star property
8.6 out of 10, Excellent, (51)
"Every time I come and visit Anguilla I will be staying right there it's so perfect and clean and everybody is so friendly and nice"
Fountain Anguilla

Milly's Inn

2.0 star property
8.8 out of 10, Excellent, (33)
"beautiful view of the ocean from the balcony large rooms and a quiet place"
Milly's Inn

Paradise in tranquility Anguilla

10.0 out of 10, Exceptional, (2)
"Homer was an excellent host. Very friendly and funny. My friends and I had an amazing time staying there. I would definitely stay there again if I visit with friends again. Homer we want to thank you for taking the time out to make us dinner and making us feel at home away from home. Much appreciated. "
Paradise in tranquility Anguilla

Coralito Bay Suites & Villas

3.5 star property
9.6 out of 10, Exceptional, (5)
"This property was very beautiful and quiet. It is right next to the beach. The property allows you to use a paddle board and a cycling boat to take out to the water which is cool. The place is not far from the island and can get to any destination quickly and without a problem. Ivor was very nice and always checked it. Thank you for a great relaxing stay. "
Coralito Bay Suites & Villas

Villa Blue in Sandy Hill Bay

9.8 out of 10, Exceptional, (31)
"This ocean front villa is nicely located in a quiet area that’s ideal for a romantic or a relaxing get away. I stayed there four nights and really enjoyed having breakfast every morning with the view of the ocean and Saint Martin. The host and building manager (Joyce) are extremely friendly and available for your convenience. I will definitely use this property next time I visit. Recommended with an A "
Villa Blue in Sandy Hill Bay

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

9.8 out of 10, Exceptional, (6)
"Nice accommodations in a quiet part of the beautiful island!"
The Penthouses (Sunrise and Sunset) at Andy’s Castle - near Shoal Bay Beach

BLACK FRIDAY ASK NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI

9.6 out of 10, Exceptional, (55)
"This property was nice. Good location, easy to get to and from all areas. Had everything we needed. Plenty of room for 4 people. Nice views. Owners and property manager easy to communicate with. No issues. Here are a few recommendations that would have made this a 5 star: update the mattresses. They were so hard. The younger 2 were fine, but the mid-age women were hurting after sleeping in the beds. Be upfront (mention it at booking) about request to keep ac off when not at the condo. We were...
BLACK FRIDAY ASK NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI

CéBlue

5.0 star property
10.0 out of 10, Exceptional, (4)
"These villas are private and spacious, which is great when you are traveling with family or friends. The staff is extremely accommodating and friendly, top-notch service! The villas are not directly on the beach, but are a short walk from Crocus Bay, which had phenomenal snorkeling and a great restaurant serving breakfast, lunch, and dinner. The views from the villas perched on the hillside are remarkable. "
CéBlue

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

10.0 out of 10, Exceptional, (21)
"My mom, sister and I all stayed at Villa Tasha in celebration of my 40th birthday, and to say that this home did not disappoint is an understatement. Jeet and Stella were absolutely amazing with their communication, and left nothing to question. The property is expansive, beautiful, and functional. You cannot beat the sunsets either! Beds were comfortable, everything from linens to electronics were accounted for, and we wanted for nothing. The best part was Jeet and Stella’s recommendations for...
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!

OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED

8.6 out of 10, Excellent, (4)
"The property is great for a quiet getaway, as the area is very secluded and safe . All essentials were in the room ."
The price is AU$218
includes taxes & fees
24 Nov - 25 Nov
OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED

DragonFly Studio, a charming place dedicated to relaxation

10.0 out of 10, Exceptional, (23)
"The Dragonfly Studio is the most beautiful place we have ever stayed at on vacation. It is centrally located, and just minutes away from beautiful beaches and great restaurants. The architecture and landscaping are impressive. We also enjoyed the fully supplied kitchenette and beautiful pool. The owner of the property, Trevor Lake, is the most attentive and caring host. He was responsive to all our needs and made us feel completely at home. Dragonfly offers quiet and peaceful privacy. It is...
DragonFly Studio, a charming place dedicated to relaxation

Anguilla Luxury Villa 'B on the Sea' overlooking Caribbean Sea - 5 Br 2 pools

10.0 out of 10, Exceptional, (10)
"This property couldn't have been better for our family vacation (8 guests, ages 16-80). It was immaculate, and Florivia was right on top of anything that we needed. The house itself is beautiful, and so are the fabulous views from all of the big windows and and the two patios and two swimming pools. We highly recommend it--and Anguilla!"
Anguilla Luxury Villa 'B on the Sea' overlooking Caribbean Sea - 5 Br 2 pools

Home away from home in paradise

2.0 out of 10, (1)
"leaves much to be desired in both offering and services"
The price is AU$281
includes taxes & fees
24 Nov - 25 Nov
Home away from home in paradise

Sheriva Luxury Villas and Suites

4.0 star property
The price is AU$10,264
includes taxes & fees
24 Nov - 25 Nov
Sheriva Luxury Villas and Suites

Secluded house on private beach

10.0 out of 10, Exceptional, (4)
"Had a very good time at Sandy Ground. Debbie was a great hostess and was very prompt with answers to any questions and help. The home is very clean, bright and well equipped. Several bars and restaurants very close by so fun for hanging out there."
Secluded house on private beach

Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/Pool

10.0 out of 10, Exceptional, (24)
"We were very happy with the experience. The property managers were very accommodating and professional. The property was clean and beautiful. Thank you for a great exp."
Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/Pool

Beautiful island home modeled after traditional West Indian design

9.8 out of 10, Exceptional, (14)
"We enjoyed our stay, with Greg and Bibi assisting us along the way. Excellent villa and a very calm and relaxed area. No problems at all, Greg was very responsive to my inquiries. The villa had everything and more that you need. When we come back this is our spot!! Thanks for having us stay in your paradise!!!!"
Beautiful island home modeled after traditional West Indian design
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.
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Other types of properties in The Quarter you may be interested in

Four Seasons Resort and Residences Anguilla

5.0 star property
9.6 out of 10, Exceptional, (187)
"The Four Seasons is the pinnacle of luxury and hospitality. From the stunning design to the impeccably clean and comfortable rooms, every detail is thoughtfully curated. Dining is a culinary masterpiece, with world-class options that cater to every taste. The staff’s warmth and professionalism set a new standard for service, anticipating every need with grace. Amenities like pristine pools, serene spas, and kid-friendly touches make it perfect for all travelers. Staying at the Four Seasons...
The price is AU$1,556
includes taxes & fees
16 Dec - 17 Dec
Four Seasons Resort and Residences Anguilla

Aurora Anguilla Resort & Golf Club

5.0 star property
9.8 out of 10, Exceptional, (119)
"."
The price is AU$1,181
includes taxes & fees
4 Dec - 5 Dec
Aurora Anguilla Resort & Golf Club

Zemi Beach House, LXR Hotels & Resorts

5.0 star property
9.6 out of 10, Exceptional, (201)
"Everything was spot on and the staff was A1 !!"
The price is AU$1,301
includes taxes & fees
9 Dec - 10 Dec
Zemi Beach House, LXR Hotels & Resorts
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in The Quarter?

Yes, there are holiday rentals close to the most popular sights in The Quarter, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that The Quarter has to offer?

Beautiful island home modeled after traditional West Indian design: This holiday home rental outside of The Quarter is located by the ocean, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in The Quarter?

Cultural attractions to visit include Stone Cellar Art Gallery and Wallblake House. In the wider area, you’ll find popular places such as Orient Bay Beach and Maho Beach.

What are holiday rentals like in The Quarter?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in The Quarter. Holiday rentals feature extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family gatherings.