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Anguilla

Luxurious and relaxed Caribbean fun in the sun

 
 
Travel & Leisure
Hand-selected luxury homes
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Travel & Leisure

LUXURY VACATION RENTALS IN Anguilla

Powder-soft sand and green sparkling seas welcome you to the luxurious island of Anguilla. Only 35 square miles, this upscale, chic destination boasts some of the best snorkeling and white sandy beaches in the Caribbean. Your most difficult choice while on vacation may be which area to go snorkel – Barnes Bay or a deserted cove? Golf today or tomorrow? Should you enjoy a pina colada or a mai tai for your next tropical drink? Should you charter a sailboat to island hop, or rent a Hobie Cat and paddle around the bay? Should you listen to the live music, or join in and dance the night away? Ahh, choices, choices in paradise… Just like your tropical drinks, Anguilla may be small, but it packs a big punch!

Need more convincing? Enjoy some of the best golf in the Caribbean at the Greg Norman designed CuisinArt Golf Club or dance the night away at the Moonsplash Music Festival. Come visit Anguilla before the secret is out!

Your Time & Place luxury vacation rental is the perfect home base for your relaxing vacation. Contact our reservation team to start planning your next vacation in beautiful Anguilla.

Why Book with Time & Place?

Hand-Picked Luxury Homes

Personalized Concierge Service

Safe, Secure and Easy Booking

No membership fees!

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8+
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23 results found


Spectacular villa with floating jacuzzi

8
BEDROOMS
16
SLEEPS

$3,571 - $13,571/night



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Luxurious art-filled accessible villa

5
BEDROOMS
10
SLEEPS

$3,214 - $12,143/night



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Ani North

Anguilla

Five-bedroom villa with great views

4
BEDROOMS
8
SLEEPS

$5,100 - $6,500/night



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Ani South

Anguilla

Stunning and fully accessible villa

6
BEDROOMS
12
SLEEPS

$6,400 - $8,200/night



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Arushi Villa

Anguilla

Luxury golf beach villa with resort amenities

5
BEDROOMS
10
SLEEPS

$3,300 - $11,000/night



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One of the top 20 villas in the world

5
BEDROOMS
10
SLEEPS

$2,375 - $7,699/night



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Spacious staffed beach villa

5
BEDROOMS
10
SLEEPS

$3,500 - $11,000/night



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Staffed villa with stunning views

4
BEDROOMS
8
SLEEPS

$3,100 - $9,000/night



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Large private paradise

10
BEDROOMS
20
SLEEPS

$7,620 - $17,857/night



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Kamique - Anani

Anguilla

Chic accessible villa with great views

4
BEDROOMS
10
SLEEPS

$1,755 - $4,714/night



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Chic accessible villa with great views

4
BEDROOMS
8
SLEEPS

$2,235 - $5,286/night



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Kamique - Triton

Anguilla

Large gorgeous villa with protected reef

6
BEDROOMS
12
SLEEPS

$2,783 - $11,286/night



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Stunning ten-bedroom beach estate

10
BEDROOMS
20
SLEEPS

$8,600 - $18,018/night



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Large beachside villa with great views

4
BEDROOMS
8
SLEEPS

$1,900 - $3,300/night



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Villa Alegria

Anguilla

Tuscan-influenced pool villa with great views

4
BEDROOMS
8
SLEEPS

$1,450 - $4,500/night



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Villa Amarilla

Anguilla

Beautiful decor and amazing views

5
BEDROOMS
10
SLEEPS

$2,500 - $5,000/night



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Luxurious Asian-influenced villa

5
BEDROOMS
10
SLEEPS

$2,800 - $7,143/night



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Gated seaside estate with its own boat and boatman

7
BEDROOMS
12
SLEEPS

$2,000 - $6,714/night



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Zenaida Estate

Anguilla

Exquisite private tennis villa with amazing views

7
BEDROOMS
14
SLEEPS

$2,400 - $7,150/night



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Ranked No. 1 in Specialty Lodging in Anguilla by TripAdvisor.com.

Spectacular villas at the island’s best resort community

3 - 6
BEDROOMS
6 - 12
SLEEPS

$1,212 - $7,224/night



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Harmony

Anguilla

Incredible luxury villa with superb entertainment areas and 2 pools

8
BEDROOMS
16
SLEEPS
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Infinity

Anguilla

Amazing views and 2 pools make this the perfect luxury villa to share with friends

8
BEDROOMS
16
SLEEPS
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Mystique

Anguilla

Amazing villa at AAA 4-Diamond Boutique Hotel — can be subdivided into smaller units for smaller groups

1 - 6
BEDROOMS
12
SLEEPS
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Anguilla Luxury Vacation Experiences:

Time & Place concierges delight in curating travel experiences for every guest. Here’s what we can do for you:

  • Explore Prickly Pear Cays and experience the best snorkeling in the Caribbean.
  • Charter a private sailing or fishing tour around the many cays and islands.
  • Fresh Anguillan lobster on the beach at sunset? We can arrange that.
Luxury Vacations in Anguilla: Attractions, Activities, and Food

Before You Go: Anguilla Vacation Tips

Nothing should get in the way of your perfect experience. Check these helpful tips for ensuring a smooth journey.

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