Luxury Home Villas - Vacation Rentals in Pineapple Beach

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From US $704

         

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10.0 (1 Review)

Villa

Wild Ginger Villa

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Estate Lovenlund

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From US $1,913

         

10.0 (155 Reviews)

Villa

Villa Palmera - 5-Star Modern Tropical Paradise

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Estate Lovenlund

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From US $470

         

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9.6 (49 Reviews)

Villa

Villa Marina Vista

• Air Conditioner
• Parking
• Pet Friendly

• St. Thomas
• Red Hook

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From US $497

         

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10.0 (2 Reviews)

Apartment

Luxury Beachfront Duplex Villa on Sapphire Beach IV

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Red Hook

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From US $305

         

9.6 (94 Reviews)

Villa

Amazing villa steps from the pool with incredible views & FREE WiFi

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Frydendal

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From US $373

         

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10.0 (2 Reviews)

Apartment

Brand New Luxury Private Pool Villa Quartz - 5 mins walk to #Sapphire Beach

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Red Hook

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From US $2,569

         

9.8 (27 Reviews)

Villa

Everlasting MEMORIES (6) Master Suites Red Hook, East End ST Thomas, Yacht Club

• Air Conditioner
• Parking
• Pool

• U.S. Virgin Islands
• Great Cruz Bay

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From US $950

         

9.6 (82 Reviews)

Villa

10 MINUTE WALK TO BEACH, ON THE WATER! NEW HOT TUB! n GREAT VIEWS , NEW POOL!

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Nazareth

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From US $1,190

         

9.8 (86 Reviews)

Villa

BEACHFRONT LUXURY at the Ritz! We own FOURTEEN residences, MOST DATES Available!

• Air Conditioner
• Pool
• TV

• St. Thomas
• Nazareth

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From US $410

         

9.6 (55 Reviews)

Villa

HOORAY! YOU'VE FOUND THE GORGEOUS GETAWAY YOU'VE BEEN LOOKING FOR.

• Air Conditioner
• Parking
• TV

• St. Thomas
• Rosendal

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From US $1,500

         

10.0 (7 Reviews)

Villa

THE RITZ CARLTON Club in the USVI. No Passport needed. Feb/Mar 2026 in the Heat!

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Nazareth

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From US $1,631

         

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10.0 (1 Review)

Villa

Gorgeous Oceanfront Villa

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Nazareth

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From US $1,772

         

10.0 (177 Reviews)

Villa

Ocean Front Villa Lush Property with Private Beach and Lagoon

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Cabes Point

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From US $1,862

         

10.0 (145 Reviews)

Villa

Private villa w/5 oceanfront suites, heated pool

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Estate Lovenlund

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From US $3,539

         

10.0 (121 Reviews)

Villa

ONE BEACH ROAD; 6 Bedroom, 5 1/2 Bath Beachfront Oasis St Thomas VI

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Cabes Point

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From US $975

         

10.0 (103 Reviews)

Villa

Villa Mirino - Fabulous Ocean Front East End Residence with Stunning Views.

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Nazareth

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From US $281

         

10.0 (89 Reviews)

Villa

Brigadoon: A beautiful Villa In Red Hook/plus studio apartment sleeps 6 guests.

• Air Conditioner
• Parking
• TV

• St. Thomas
• Red Hook

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From US $1,091

         

10.0 (86 Reviews)

Villa

Good Vibes Only Waterfront Villa/Private Pool/Modern/Sun Decks/Majestic Views!

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Rosendal

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From US $1,036

         

10.0 (65 Reviews)

Villa

A Large, Modern Villa With Infinity Pool, Spa & Expansive Outdoor Living Space.

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Rosendal

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From US $567

         

10.0 (62 Reviews)

Villa

'Sea La Vie' - Waterfront St Thomas Escape w/Pool

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Nazareth

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From US $496

         

10.0 (57 Reviews)

Villa

Stop! You just found your vacation home w/breathtaking views! C'est Jolie D-27!

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Frydendal

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From US $815

         

10.0 (39 Reviews)

Villa

4bd 4.5 baths House and two private apartments. Beautiful views! Self check in!

• Air Conditioner
• Parking
• Pool

• U.S. Virgin Islands
• Bolongo Bay

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From US $860

         

10.0 (34 Reviews)

Villa

Tropical Palm Villa- Ocean Views From All Rooms, Solar Power, Private Pool

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Mariendal

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From US $993

         

10.0 (25 Reviews)

Villa

Private Villa*MagensBay *Ocean front* Private Pool

• Air Conditioner
• Parking
• Pool

• St. Thomas
• Estate Lovenlund

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★ Pro Tip: Luxuryhomevilla makes it easy to compare the best listings on Luxuryhomevilla homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Luxuryhomevilla homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Pineapple Beach.