Title: Anguilla Vacation Rentals : Short-Term Rentals for 2026 | Expedia.ca

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# Anguilla Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=553248635125972568&startDate=2025-12-09&endDate=2025-12-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=553248635125972568&startDate=2025-12-10&endDate=2025-12-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635125972568&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635125972568&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Anguilla vacation rentals

![Private kitchen](https://images.trvl-media.com/lodging/101000000/100610000/100606700/100606658/7913b023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100610000/100606700/100606658/f7740de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/101000000/100610000/100606700/100606658/12ab2772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100610000/100606700/100606658/5c2930c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### X Marks the Spot 3 Bedrooms, 4 Beds, 1 bathroom House. Newly remodeled.

Hollandale

10/10

Exceptional

(1)

"So very clean and nice."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

shannon p.

[](https://www.expedia.ca/Hollandale-Hotels-X-Marks-The-Spot3-Bedrooms.h100606658.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113940000/113935900/113935812/375496b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113940000/113935900/113935812/ff1dbf69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113940000/113935900/113935812/81631ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113940000/113935900/113935812/3c4eef3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom house with WiFi and AC in Hollandale

Hollandale

[](https://www.expedia.ca/Hollandale-Hotels-Charming-3-Bedroom-House-With-WiFi-And-AC-In-Hollandale.h113935812.Hotel-Information)

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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## Top Anguilla Hotel Reviews

![Roy's Cabins & Campgrounds](https://images.trvl-media.com/lodging/92000000/91070000/91067300/91067300/3bd420c2_y.jpg)

### Roy's Cabins & Campgrounds

10/10 Excellent

"Very satisfied our one night stay was very relaxing and pleasant "

[](https://expedia.ca/Roys-Cabins-Campgrounds.h91067300.Hotel-Information)

![Rolling Fork Motel](https://images.trvl-media.com/lodging/104000000/103900000/103890400/103890393/bde07c63_y.jpg)

### Rolling Fork Motel

8/10 Good

"This is a motel in a very rural area. The desk person was nice. The room was not high quality, but I wasn’t expecting much. Shower felt nice. TV did not work. Crushed limestone parking lot tracks mud everywhere. The room had been smoked in in the past, which I really dislike. We stayed for a hunting trip at Howard Miller WMA, so we only stayed in the room from 5 pm to 3:30 am. 25 minute drive ti WMA. It slept fine. Exterior is well lit. Other hunters were also staying in other nearby rooms. Interior has the quality of what I am used to at an old hunt camp, but it’s not the best. Will stay again if we hunt this area, but wouldn’t stay for a family trip or vacation. There are a couple of local grocery stores, a fast food place and a local dairy bar within a block. Rolling Fork Motel 1/10/2025."

[](https://expedia.ca/Rolling-Fork-Hotels-Rolling-Fork-Motel.h103890393.Hotel-Information)

## Find out more about Anguilla

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Anguilla. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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## Frequently asked questions

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