
Places to stay near Pineapple Beach
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Top-rated vacation rentals near Pineapple Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.
Popular amenities for vacation rentals near Pineapple Beach
Condo rentals with wifi

VIEWS! Condo by Magen's Beach w/ POOL & generator!

Sea Dreams at Regatta Point Villas

Sea-N-Dipity 1 by the Sea @ Sapphire Resort

HarborHouse-PRIME OCEANFRONT VILLA SAPPHIRE BEACH

Salt Life at Sapphire Beach

Tropical Hideaway! Garden View @Point Pleasant

Oceanfront Condo Perfect Sunsets Backup Generator!

A Pineapple Margarita
Family-friendly house rentals

Condo by the beach! Condo steps away from the beach!

3 Bdrm w/ Free Car, Generator & View of Rendezvous

BIG WATERFRONT VILLA WALK SHOPPING & RESTAURANTS

Oceanfront Private Caribbean Resort!

Amazing Ocean View with a spectacular location!

Change Your Perspective at Villa Point of View

Brigadoon: RedHook Villa, (sleeps 6) WOW VIEW!

Island Daze - Amazing Views
Apartment rentals with air conditioning

A Peace in Paradise!

Traveler's Hideaway

Off Season Discount - Sapphire Village - East End

Captain and Mermaid Sapphire Condo

Hillside Hideaway

Margaritaville Resort Studio

Sandy Bottoms @ Sapphire Beach

Pineapple Parrot, Studio
Other great vacation rentals near Pineapple Beach

Studio Dlx Condo @ Margarita-ville Beach Resort

Villa La Realeza - Award Winning Design - VIEWS!

Newly-Remodeled Condo in St. Thomas

Guest Suite 100 steps from the Ocean solar powered

Amazing Views! Paradise Passage -1BR/2BA~Remodeled

2025 Renovated • On Sapphire Beach • King Bed

3BR Condo-Walk to Coki Bch, Coral World & Dining

Oceanfront luxury penthouse
Destinations to explore
- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Mosquito Bay Beach
- Coki Beach
- Oppenheimer Beach
- Cane Garden Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Pelican Cove Beach
- Gibney Beach
- Josiah's Bay
- Caneel Bay Beach
- Playa Sun Bay
- Maho Bay Beach
- Secret Harbor Beach
- Playa Puerto Real
- Virgin Islands National Park
- Buccaneer Beach
- Trunk Beach
- Sandy Point Beach
- Mandahl Bay Beach