Vacation rentals in Prickley Pear Cays
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Top-rated vacation rentals in Prickley Pear Cays
Guests agree: these stays are highly rated for location, cleanliness, and more.
Condo in Meads Bay, Anguilla
5.0 out of 5 average rating, 20 reviews1 Bedroom Luxury Condo Seconds to Beach + Terrace & Hot Tub
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 28 – Sep 4
Villa in Upper Prince's Quarter, Sint Maarten
5.0 out of 5 average rating, 35 reviewsEXQUISITE 5-STAR BEACHFRONT VILLA
SPECIAL: MARCH 18-30 @ $800/NIGHT Guaranteed to create a 5-Star experience! Fully air-conditioned 3 BR, 3 1/2 bath Beachfront Villa w/private pool. If you love the ocean & spectacular views, but fine living & comfort are important to you, we have it all! My home offers Personal housekeeper, Private Chef for hire, full Concierge Service, private garage, and gym. Also, food and groceries delivered prior to your arrival, access to all the services and amenities next door at the Oyster Bay Hotel.
May 14 – 21
Apartment in Simpson Bay, Sint Maarten
4.87 out of 5 average rating, 177 reviewsApartment 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.
Sep 26 – Oct 3
Vacation rentals for every style
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Popular amenities for Prickley Pear Cays vacation rentals
Other great vacation rentals in Prickley Pear Cays
Home in Shoal Bay Village, Anguilla
4.92 out of 5 average rating, 13 reviewsShoal Bay Coastal Sanctuary, Anguilla
Mar 4 – 11
Home in Island Harbour, Anguilla
5.0 out of 5 average rating, 4 reviewsOceanfront Villa With Pool and Spa Near Shoal Bay
Aug 24 – 31
Home in Cul de Sac, St. Martin
5.0 out of 5 average rating, 44 reviewsvilla koala saint martin un petit coin de paradis
Oct 3 – 10
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 53 reviewsBeach front luxury! Huge 2BR that has it all! 😍🤩😍
Feb 17 – 24
Apartment in Mount Fortune, Anguilla
5.0 out of 5 average rating, 45 reviewsFortune Estate (Car rental available)
Dec 15 – 22
Guest suite in Cul-de-Sac, St. Martin
4.91 out of 5 average rating, 43 reviewsCozy apartment, private pool & terrace
Sep 23 – 30
Home in Les Terres Basses, St. Martin
5.0 out of 5 average rating, 8 reviewsLuxury Bungalow Sea & Pool View
Oct 22 – 29
Apartment in Grand-Case, St. Martin
4.92 out of 5 average rating, 72 reviewslovely 1 bedroom beach front property
Aug 19 – 26
Villa in Upper Prince's Quarter, Sint Maarten
4.96 out of 5 average rating, 98 reviewsThe Blue Door Villa - 4 bed ocean view home
Aug 2 – 9
Home in Shoal Bay, Anguilla
5.0 out of 5 average rating, 12 reviewsHarmony at Bayview Homes
Dec 24 – 31
Villa in Upper Prince's Quarter, Sint Maarten
5.0 out of 5 average rating, 20 reviewsVilla Blue Roc
Sep 7 – 14
Villa in Seafeathers, Anguilla
4.83 out of 5 average rating, 6 reviewsOceanview villa with private pool, 5 mins to beach
Sep 7 – 14
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