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

SunnySide Villa! 2BR/3BA in Margaritaville resort

Charming Beach Condo w/ Balcony- 2 Pools and Beach

"H2Oh What a Beach!" condo: Walk-out Beach Access!

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

HarborHouse-PRIME OCEANFRONT VILLA SAPPHIRE BEACH

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

★★★★★ Breathtaking Ocean Views-Private Balcony

Tropical Hideaway! Garden View @Point Pleasant
Family-friendly house rentals

Beachside Condo

Private Ocean & Stargazing views on the Northside

Sunset Terrace – Perfect home for your vacation!

Oceanfront Private Caribbean Resort!

Amazing Ocean View with a spectacular location!

Caribbean Poolside Cottage

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

Island Daze - Amazing Views
Apartment rentals with air conditioning

A Peace in Paradise!

Hidden Hilltop Treasure

Off Season Discount - Sapphire Village - East End

Traveler's Hideaway

Captain and Mermaid Sapphire Condo

Two Ocean View II/Entire Apt/Walk to the Beach

Beautiful view of Magen's Bay Beach

Hillside Hideaway
Other great holiday rentals near Pineapple Beach

Studio Dlx Condo @ Margarita-ville Beach Resort

ST. Thomas Margaritaville Beachfront Resort Studio

Villa La Realeza - Award Winning Design - VIEWS!

On the Beach! 1 Min Walk to Dining - STJ Ferry

Private Pool Getaway in Smith Bay (Beach Nextdoor)

2025 Renovated • On Sapphire Beach • King Bed

Sailfish Villa Beachfront Magens Bay St. Thomas!

Pineapple Parrot, Studio
Destinations to explore
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Mosquito Bay Beach
- Cane Garden Beach
- Oppenheimer Beach
- Coki 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
- Virgin Islands National Park
- Playa Puerto Real
- Mandahl Bay Beach
- Trunk Beach
- Sandy Point Beach
- Buccaneer Beach