Discover Your Perfect The Quarter Vacation Homes

Best Vacation Homes in The Quarter

Villa
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like-icon10.0
Exceptional
(38 Reviews)
4 Bedrooms 4 Baths 8 Guests 6000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£933/Night 7 Nights - £6,533
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Apartment
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like-icon9.8
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 484.38 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Parking
    Parking
More amenities
£93/Night 7 Nights - £651
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Villa
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like-icon10.0
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Private Pool
    Private Pool
  • Spa
    Spa
More amenities
£748/Night 7 Nights - £5,238
House
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like-icon10.0
Exceptional
(35 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£176/Night 7 Nights - £1,231
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House
Map-icon
like-icon9.5
Exceptional
(21 Reviews)
1 Bedroom 1 Bath 3 Guests 290.63 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
£66/Night 7 Nights - £464
Villa
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like-icon10.0
Exceptional
(16 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£558/Night 7 Nights - £3,906
Villa
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like-icon10.0
Exceptional
(10 Reviews)
5 Bedrooms 7 Baths 12 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£3,330/Night 7 Nights - £23,313
Villa
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like-icon10.0
Exceptional
(4 Reviews)
6 Bedrooms 6 Baths 12 Guests 6000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£1,325/Night 7 Nights - £9,275

The Quarter Luxury Rentals

Resort
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4 Baths 8 Guests 2650 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
Unlock the Best Price
Resort
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6 Baths 12 Guests 6300 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
Unlock the Best Price
Villa
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like-icon10.0
Exceptional
(2 Reviews)
9 Bedrooms 12 Baths 20 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£6,450/Night 7 Nights - £45,151
Resort
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4 Baths 8 Guests 2125 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£5,634/Night 7 Nights - £39,439
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Villa
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10 Bedrooms 12 Baths 20 Guests 9999.67 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
£4,917/Night 7 Nights - £34,417
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Villa
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7 Bedrooms 7 Baths 14 Guests 10494.81 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£4,423/Night 7 Nights - £30,958
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Villa
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5 Bedrooms 9 Baths 12 Guests 11840.3 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
£3,863/Night 7 Nights - £27,042
New
Villa
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5 Bedrooms 6 Baths 10 Guests 5000 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£3,470/Night 7 Nights - £24,286

The Quarter Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon9.6
Exceptional
(12 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£105/Night 7 Nights - £734
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Apartment
Map-icon
like-icon9.1
Exceptional
(17 Reviews)
7 Bedrooms 5 Baths 12 Guests 750.78 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
£232/Night 7 Nights - £1,626
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Apartment
Map-icon
like-icon9.8
Exceptional
(20 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£186/Night 7 Nights - £1,302
Apartment
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 3 Guests
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£185/Night 7 Nights - £1,298
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Villa
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4 Bedrooms 1 Bath 8 Guests 4004.17 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
£1,376/Night 7 Nights - £9,635
New
Villa
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4 Bedrooms 5 Baths 8 Guests 2400 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£2,481/Night 7 Nights - £17,368
Apartment
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1 Bedroom 1 Bath 2 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
£233/Night 7 Nights - £1,633
Villa
Map-icon
2 Bedrooms 2 Baths 4 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
£230/Night 7 Nights - £1,607

The Quarter Large Vacation Homes

Villa
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
12 Bedrooms 12 Baths 24 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£2,474/Night 7 Nights - £17,318
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Villa
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1 Bedroom 1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£551/Night 7 Nights - £3,854
Villa
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
6 Bedrooms 6 Baths 12 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£2,105/Night 7 Nights - £14,734
Villa
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
5 Bedrooms 5 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£843/Night 7 Nights - £5,903
Villa
Map-icon
like-icon8.0
Excellent
(1 Review)
6 Bedrooms 6 Baths 12 Guests 6000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£1,311/Night 7 Nights - £9,180
Villa
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4 Bedrooms 5 Baths 8 Guests 7196 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£1,830/Night 7 Nights - £12,813
Villa
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3 Bedrooms 2 Baths 12 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
£335/Night 7 Nights - £2,344
Villa
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2 Bedrooms 2 Baths 6 Guests 1000 ft²
  • Hot Tub
    Hot Tub
  • Ocean View
    Ocean View
More amenities
£322/Night 7 Nights - £2,255

Why Choose Rent By Owner for your The Quarter Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit The Quarter

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider planning your visit during the region’s optimal seasons when the weather is ideal and attractions are at their best, ensuring a memorable experience in this sought-after destination.

Peak Season Highlights

spring
December to April

This is the most popular time to visit for warm weather and clear skies, making it ideal for enjoying the region's outdoor activities and beaches.

Average Temperature Daytime: 85°F - Nighttime: 75°F
spring
June to August

During these months, you can experience lively local events and a vibrant atmosphere, attracting travelers seeking a lively Caribbean escape in this destination.

Average Temperature Daytime: 88°F - Nighttime: 78°F

Off-Season Highlights

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May and November

These shoulder months offer fewer visitors, providing a more tranquil environment while still enjoying pleasant weather and lower prices on vacation rentals.

Average Temperature Daytime: 84°F - Nighttime: 74°F
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September to October

The region experiences its quieter period with occasional rainfall, making it a good time for those seeking a peaceful retreat and better deals on vacation accommodations.

Average Temperature Daytime: 83°F - Nighttime: 73°F

Weekly Weather Forecast for The Quarter

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy private outdoor pools to unwind under the sun in this destination.
  • Take advantage of spacious outdoor lounging areas perfect for relaxing evenings.
  • Experience well-maintained gardens and landscaped yards that enhance your stay.
  • Utilize outdoor dining spaces ideal for savoring meals al fresco.
  • Make use of on-site BBQ grills to host memorable cookouts with friends and family.
  • Access scenic patios or verandas that offer stunning views of the surrounding region.
  • Participate in outdoor recreational activities, such as paddleboarding or kayaking, available nearby.
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Family Activities

  • Enjoy a day at the Anguilla National Trust's heritage sites: Discover local history and culture, creating educational family moments in this scenic part of the island.
  • Visit the local art galleries and craft markets: Engage with the area’s vibrant arts scene, offering unique souvenirs that reflect the region’s creative spirit.
  • Relax on the pristine beaches nearby: Unwind with your family on the soft sands and clear waters that make this destination a perfect beach getaway.
  • Explore nature trails and parks: Embark on family-friendly hikes to experience the lush landscapes and breathtaking views characteristic of this region.
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Adult Activities

  • Explore the local art galleries: Discover vibrant artworks and crafts that showcase the region's rich cultural heritage.
  • Visit upscale dining establishments: Indulge in exquisite cuisine at renowned restaurants that highlight the area's culinary excellence.
  • Enjoy a relaxing spa day: Pamper yourself with luxurious treatments designed to rejuvenate during your stay here.
  • Experience lively nightlife venues: Dance, socialize, and unwind at popular bars and entertainment spots that capture the area's energetic vibe.

The Quarter Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the region’s renowned cuisine by trying local restaurants and eateries to fully immerse yourself in the area's culinary scene.
  • Plan Outdoor Activities: Make the most of the pleasant climate by scheduling outdoor adventures such as beaches or nature walks that showcase the natural beauty here.
  • Choose a Central Location: Stay in a well-located property within the area to easily access key attractions and enjoy a more relaxed vacation experience.
  • Communicate Your Needs: Reach out to your host beforehand to confirm amenities and special requests, ensuring a smooth and personalized stay in this destination.

Transportation Options

  • Public Transportation: Buses and shared shuttles are available throughout the area, offering a cost-effective way to explore this destination and its surroundings.
  • Rental Cars: Renting a car provides the flexibility to comfortably navigate between popular spots and your vacation rental here at your own pace.
  • Taxi Services: Taxis are readily accessible for convenient, door-to-door transportation in this region, especially if you're traveling with luggage or in a group.
  • Bike Rentals: For an eco-friendly and leisurely way to see the sights, bike rentals are available for exploring here and enjoying the scenic views of the area.

Local Customs Options

  • Respect for Local Traditions: Embrace the time-honored customs here, such as participating in community celebrations with appropriate attire and behavior.
  • Greetings and Etiquette: When meeting locals, a warm handshake or friendly nod is customary, reflecting the area's welcoming spirit.
  • Food and Dining Customs: Enjoy local cuisine by respecting mealtime traditions, often involving shared dishes and specific dining manners prevalent in this destination.
  • Festival Participation: Attend cultural festivals and events to gain a deeper understanding of the region's heritage and support local artisans and performers.

Frequently Asked Questions About The Quarter?

2. How many vacation rentals have private pools in The Quarter?

3. Which vacation homes in The Quarter are best for families?

If you are looking for a family-friendly vacation home in The Quarter, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in The Quarter:

4. How many Rentbyowner vacation rentals are available in The Quarter?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 82 in the The Quarter area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in The Quarter. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so it’s important to review the specific terms provided in your chosen property’s listing. For detailed information on cancellations, contact the owner directly before confirming your booking.

6. Are there any additional fees or charges I should be aware of when booking a property here?

Additional fees such as cleaning fees, service charges, or deposits are typically outlined in the listing details. To avoid surprises, review all fee information carefully and reach out to the owner if you have any questions.

7. How can I ensure the property I choose meets my specific needs?

You can filter search results based on amenities, number of bedrooms, or special features. Always read the property description thoroughly and contact the owner if you need clarification about the accommodations to ensure they suit your requirements.

8. What steps should I take if I encounter issues during my stay in this destination?

In case of problems, first contact the property owner for assistance. If issues remain unresolved, customer support from the booking platform is available to help facilitate a solution and ensure your stay remains enjoyable.

9. Is there a secure way to pay for my reservation in this region?

All payments are handled through the booking platform’s secure system, providing peace of mind. Review the payment options listed in your reservation details and contact support if you need guidance on completing your transaction safely.

The Quarter Top Rated Vacation Rentals

Condo
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
£175/Night 7 Nights - £1,224
star-icons-4
Resort
Map-icon
like-icon9.4
Exceptional
(12 Reviews)
21 Baths 37 Guests 7330.23 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
£541/Night 7 Nights - £3,789
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 3 Baths 4 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£1,244/Night 7 Nights - £8,706
Villa
Map-icon
5 Bedrooms 5 Baths 10 Guests 5000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£7,021/Night 7 Nights - £49,150
House
Map-icon
9 Bedrooms 7 Baths 10 Guests 1000 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£4,677/Night 7 Nights - £32,740
House
Map-icon
9 Bedrooms 7 Baths 10 Guests 1000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£4,649/Night 7 Nights - £32,542
Villa
Map-icon
11 Bedrooms 12 Baths 22 Guests 1000 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£4,167/Night 7 Nights - £29,167
Villa
Map-icon
10 Bedrooms 10 Baths 24 Guests 12000 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£3,879/Night 7 Nights - £27,150