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Vacation rentals in Prickley Pear Cays

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Prickley Pear Cays

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Condo in Meads Bay, Anguilla

5.0 out of 5 average rating, 7 reviews

Beach Resort 1 Bedroom Condo with Terrace, Hot Tub & Ocean View

Tranquility Beach Anguilla is Anguilla’s newest beach resort on top-rated Meads Bay Beach on the West End and was voted Best Boutique Hotel in Anguilla 2023. Everything you need for an ultimate beach vacation is at your doorstep and our award-winning staff is at your service. Swim and snorkel in turquoise waters. Walk to resorts, spas and top restaurants. This unit is professionally managed by our friendly resort staff including property manager, concierge team, housekeepers and beach butlers.

Aug 12 – 19

$450 per night
Superhost

Apartment in Simpson Bay, Sint Maarten

4.87 out of 5 average rating, 177 reviews

Apartment on the beach

Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.

Oct 11 – 18

$138 per night
Guest favorite

Apartment in West end , Anguilla

4.91 out of 5 average rating, 65 reviews

James Hughes nice place in West end

James Hughes apartment located in West end affordable and comfortable. we are close to maundays Bay Beach, shoal Bay West Beach, Barnes Bay beach, meads Bay Beach. we are also close to best buy supermarket. close to picante restaurants. excellent wifi. we have cars for rent $30per day we only take cash. we will take you back to the ferry or airport for free. Electric bikes for rent $25 per day. we also have scooters for rent $25 per day. we can take you to the beaches and pick you up $30

Nov 10 – 17

$105 per night

Popular amenities for Prickley Pear Cays vacation rentals

Other great vacation rentals in Prickley Pear Cays

Superhost

Home in Shoal Bay Village, Anguilla

4.92 out of 5 average rating, 13 reviews

Shoal Bay Coastal Sanctuary, Anguilla

Dec 14 – 21

$525 per night
Guest favorite

Villa in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 35 reviews

EXQUISITE 5-STAR BEACHFRONT VILLA

Jun 18 – 25

$880 per night
Guest favorite

Home in Cul de Sac, St. Martin

5.0 out of 5 average rating, 44 reviews

villa koala saint martin un petit coin de paradis

Mar 17 – 24

$360 per night
Guest favorite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 53 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

Dec 1 – 8

$802 per night
Guest favorite

Guest suite in Cul-de-Sac, St. Martin

4.91 out of 5 average rating, 43 reviews

Cozy apartment, private pool & terrace

Nov 9 – 16

$99 per night
Guest favorite

Apartment in Grand-Case, St. Martin

4.92 out of 5 average rating, 72 reviews

lovely 1 bedroom beach front property

Aug 19 – 26

$97 per night
Guest favorite

Home in Les Terres Basses, St. Martin

5.0 out of 5 average rating, 8 reviews

Luxury Bungalow Sea & Pool View

Aug 25 – Sep 1

$201 per night
Superhost

Apartment in AI, Anguilla

4.83 out of 5 average rating, 36 reviews

Bow of The Ship Penthouse - Arawak Beach Club

Sep 6 – 13

$284 per night
Guest favorite

Villa in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 20 reviews

Villa Blue Roc

Aug 26 – Sep 2

$475 per night
Guest favorite

Home in Shoal Bay, Anguilla

5.0 out of 5 average rating, 12 reviews

Harmony at Bayview Homes

Oct 11 – 18

$404 per night
Guest favorite

Villa in Upper Prince's Quarter, Sint Maarten

4.96 out of 5 average rating, 98 reviews

The Blue Door Villa - 4 bed ocean view home

Aug 2 – 9

$795 per night
Guest favorite

Condo in Anse Marcel, St. Martin

4.87 out of 5 average rating, 23 reviews

Tropical Charm - Beach Private Access

Oct 10 – 17

$93 per night

Destinations to explore