Anguilla Holiday Rentals
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Anguilla
- ·
- Island Harbour
- 0.18 mi to center
- Balcony/Terrace
- View
- Parking
- Air Conditioner
- Anguilla
- ·
- South Hill
- 1.24 mi to center
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Anguilla
- ·
- The Valley
- 0.89 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Anguilla
- ·
- Blowing Point
- 0.78 mi to center
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Anguilla
- ·
- Limestone Bay
- 0.15 mi to center
- Private Pool
- Hot Tub
- Pool
- Ocean View
- Private Pool
- Oceanfront
- Hot Tub
- Pool
- Anguilla
- ·
- Blowing Point
- 0.74 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Pool
Luxury Holiday Rentals in Anguilla
- Anguilla
- ·
- The Valley
- 1.79 mi to center
- Private Beach
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Anguilla
- ·
- The Valley
- 0.30 mi to center
- Private Pool
- Pool
- Parking
- Air Conditioner
- Anguilla
- ·
- Blowing Point
- 0.75 mi to center
- Private Beach
- Oceanfront
- Hot Tub
- Spa
- Anguilla
- ·
- The Valley
- 1.78 mi to center
- Private Beach
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Anguilla
- ·
- West End Village
- 0.61 mi to center
- Oceanfront
- Hot Tub
- Spa
- Ocean View
- The Valley
- ·
- Sandy Hill
- 0.49 mi to center
- Pool
- View
- Parking
- Air Conditioner
- West End Village
- ·
- Long Bay Village
- 1.21 mi to center
- Private Beach
- Oceanfront
- Spa
- Pool
- Anguilla
- ·
- The Valley
- 1.79 mi to center
- Private Beach
- Oceanfront
- Hot Tub
- Pool
- Anguilla
- ·
- Maunday's Bay
- 0.26 mi to center
- Private Beach
- Oceanfront
- Spa
- Pool
Top-Rated Holiday Rentals with a Pool in Anguilla
- Anguilla
- ·
- East End Village
- 0.17 mi to center
- Pool
- Balcony/Terrace
- View
- Parking
- Anguilla
- ·
- West End Village
- 0.68 mi to center
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Anguilla
- ·
- West End Village
- 0.46 mi to center
- Oceanfront
- Spa
- Pool
- Ocean View
- Anguilla
- ·
- Blowing Point
- 0.35 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Anguilla
- ·
- The Valley
- 1.02 mi to center
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
- The Valley
- ·
- Little Harbour
- 0.56 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Pool
- Balcony/Terrace
- View
- Parking
- Anguilla
- ·
- Rendezvous Bay
- 0.18 mi to center
- Oceanfront
- Hot Tub
- Spa
- Pool
- Oceanfront
- Spa
- Pool
- Ocean View
Pet-Friendly Holiday Rentals in Anguilla
- Anguilla
- ·
- Island Harbour
- 0.27 mi to center
- Ocean View
- Balcony/Terrace
- View
- Pet Friendly
- The Valley
- ·
- Little Harbour
- 0.45 mi to center
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
- Anguilla
- ·
- The Valley
- 1.45 mi to center
- Ocean View
- Balcony/Terrace
- View
- Pet Friendly
- Anguilla
- ·
- Island Harbour
- 0.68 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Anguilla
- ·
- The Valley
- 0.46 mi to center
- Balcony/Terrace
- View
- Pet Friendly
- Parking
- Anguilla
- ·
- Rendezvous Bay
- 1.06 mi to center
- Ocean View
- Balcony/Terrace
- View
- Pet Friendly
- Anguilla
- ·
- East End Village
- 1.11 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Pool
- Anguilla
- ·
- The Valley
- 1.62 mi to center
- Private Pool
- Hot Tub
- Pool
- Ocean View
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
Large Holiday Rentals and Private Villas in Anguilla
- Anguilla
- ·
- South Hill
- 0.62 mi to center
- Kitchen
- Parking
- Air Conditioner
- Internet
- The Valley
- ·
- George Hill
- 0.18 mi to center
- Balcony/Terrace
- View
- Parking
- Air Conditioner
- Anguilla
- ·
- The Valley
- 0.87 mi to center
- Private Pool
- Spa
- Fireplace/Heating
- Pool
- Anguilla
- ·
- The Valley
- 0.63 mi to center
- Air Conditioner
- Internet
- Child Friendly
- Laundry
- Anguilla
- ·
- Blowing Point
- 0.85 mi to center
- Pool
- Balcony/Terrace
- Parking
- Air Conditioner
- The Valley
- ·
- Crocus Hill
- 0.39 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Anguilla
- ·
- South Hill
- 1.42 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Anguilla
- ·
- The Valley
- 1.86 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Private Pool
- Oceanfront
- Pool
- Ocean View
Wheelchair Accessible Holiday Homes in Anguilla
- Anguilla
- ·
- West End Village
- 1.13 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Anguilla
- ·
- Island Harbour
- 0.55 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Anguilla
- ·
- West End Village
- 1.08 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
- The Valley
- ·
- Sandy Hill
- 0.77 mi to center
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
- East End Village
- ·
- Mount Fortune
- 0.16 mi to center
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
- Anguilla
- ·
- The Valley
- 1.45 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
- Anguilla
- ·
- West End Village
- 1.38 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Pool
- Anguilla
- ·
- West End Village
- 1.49 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Pool
Anguilla Private Villas and Holiday Homes Under $200
- The Valley
- ·
- George Hill
- 0.18 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Anguilla
- ·
- East End Village
- 0.96 mi to center
- Balcony/Terrace
- View
- Parking
- Air Conditioner
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
- Anguilla
- ·
- The Valley
- 0.24 mi to center
- Oceanfront
- Ocean View
- View
- Kitchen
- The Valley
- ·
- Cedar Village
- 0.21 mi to center
- Balcony/Terrace
- Parking
- Air Conditioner
- Internet
- Island Harbour
- ·
- Sea Rocks
- 0.11 mi to center
- Ocean View
- Balcony/Terrace
- View
- Pet Friendly
- Anguilla
- ·
- Island Harbour
- 0.19 mi to center
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
- The Valley
- ·
- George Hill
- 0.05 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Anguilla
- ·
- The Valley
- 0.37 mi to center
- Air Conditioner
- Internet
- Child Friendly
- Laundry
Instantly Bookable Holiday Homes in Anguilla
- The Valley
- ·
- Little Harbour
- 0.58 mi to center
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
- Anguilla
- ·
- East End Village
- 0.93 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- Anguilla
- ·
- Blowing Point
- 0.79 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Anguilla
- ·
- Blowing Point
- 0.43 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Anguilla
- ·
- East End Village
- 1.09 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
- East End Village
- ·
- Mount Fortune
- 0.06 mi to center
- Kitchen
- Parking
- Internet
- Child Friendly
- Anguilla
- ·
- Island Harbour
- 0.22 mi to center
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
- Anguilla
- ·
- Blowing Point
- 0.77 mi to center
- Private Pool
- Oceanfront
- Pool
- Ocean View
Book a Last Minute Place to Stay in Anguilla
About Casai's Private Villas and Holiday Rentals in Anguilla
Discover more than 546 vacation rentals available in Anguilla. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Anguilla.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Anguilla, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Anguilla. On average, places to stay near Anguilla offer 2228.28 ft², with nightly prices averaging CA $2,893.
With Casai, finding and comparing holiday rentals in Anguilla is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in Anguilla
| Type | Count |
|---|---|
| Villas | 265 |
| Holiday Apartments | 91 |
| Vacation Homes | 91 |
| Cottages | 5 |
Use these Quick Filters to Find a Holiday Rental in Anguilla
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Anguilla.
Weather in Anguilla
View the weather forecast for Anguilla before booking your Anguilla Vacation Rentals to confirm your best time to go.
Top Attractions Around Anguilla
Casai offers a large selection of top attractions around Anguilla . Research things to do on your vacation before you visit Anguilla.
Other Places to Stay in Anguilla
Frequently Asked Questions About Anguilla?
What are the top holiday rentals in Anguilla?
With numerous options available in Anguilla, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Anguilla:
- BellamareVilla, Shoal Bay East, Pool.
- DragonFly Studio, a charming place dedicated to relaxation
- Penthouse Mimosa Great Views, Oceanfront Estate
- ON THE BEACH Luxury BeachHouse, sleeps 8, pool, hot-tub, fire-pit, …
- Moonlight Cottage
- Luxury 4 Bedroom, 7 Bathroom Villa on Shoal Bay, Anguilla
- White Sands Anguilla - Sea
- Cozy Coconut
- 4-Bed Villa Pool Parking
- A4 Sea Side View
How many holiday rentals have private pools in Anguilla?
Discover a selection of holiday rentals with private pools near Anguilla with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Very Private & Personal, Villa Hibernia, Ocean Front Pool & Sea Gazebo,
- Ocean View Apartment with Own Private Gym Sauna & Plunge Pool
- Champagne Shores Villa Luxurious 5 Bedroom Villa With Views Of Sea & St. Martin
- Elegant Family Friendly Villa with pool overlooking Rendezvous Bay
Which holiday homes in Anguilla are best for families?
If you're searching for a family-friendly holiday home in Anguilla, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Anguilla:
- WONDERFUL APARTMENT ON TWO FLOORS WITH AIR-CONDITIONING NEXT TO THE SEA
- SYL Apartment - Modern, Car Rental Available
- Serenity Cottages
How many Casai.ca holiday rentals are available in Anguilla?
As of 2026, Casai boasts over 546 properties listed in the Anguilla area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Anguilla.









































































