
Vacation rentals with a pool in Anna's Retreat
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Anna's Retreat
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Anna's Retreat rentals with a pool
House rentals with a pool

Heated Pool, OceanView, Generator, Local Discounts

Private Saltwater Poolside Cottage w/View and Gate

Regatta Point! Ocean View Condo!

Secluded Villa with Ocean Views

Northside Villa, Pool + Views near Magens Bay

Oceanfront Private Caribbean Resort!

Caribbean Poolside Cottage

Walk to the Beach - POOL - Pickleball Court!
Condo rentals with a pool

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

REGATTA R&R

Sail Away II-WOW Beachfront to Paradise Remodeled

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

C'est Jolie - Views! Views! Views!

Romantic Private Pool Villa@Sapphire

★★★★★ Breathtaking Ocean Views-Private Balcony

Your Perfect Beachfront Condo in Paradise
Other vacation rentals with a pool

A Sweet Ginger Retreat, near Magens Bay St. Thomas

Lovely 1 bedroom near Magens Bay

Resort living at the beach.

Scott Beach Villas # 5

Tropical Hideaway! Garden View @Point Pleasant

2025 Renovated • On Sapphire Beach • King Bed

NEW 5 mins to Magen's Bay & 15 mins to STJ ferry!

Oceanfront luxury penthouse
Quick stats about vacation rentals with a pool in Anna's Retreat
Total rentals
70 properties
Nightly prices starting at
R2,081 ZAR before taxes and fees
Total number of reviews
280 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi
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- Family-friendly rentals Anna's Retreat
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- Rentals with pools Saint Thomas
- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Mosquito Bay Beach
- Coki Beach
- Cane Garden Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
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- Gibney Beach
- Josiah's Bay
- Caneel Bay Beach
- Maho Bay Beach
- Playa Sun Bay
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- Virgin Islands National Park
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- Trunk Beach