Holiday rentals with a pool in Anna's Retreat

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Top-rated rentals with a pool in Anna's Retreat

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Guest favourite

Apartment in East End

4.92 out of 5 average rating, 236 reviews

Luxury Beachside Escape with private pool and wifi

This villa was just renovated and is absolutely amazing, plus no one can see you in our private pool or patio. Stunning views of the pool and palm trees throughout the villa. New kitchen and bathroom with luxury finishes, this beachside escape is a short walk to Sapphire beach and Lindquist beach which are two of the best beaches in the Caribbean. New king mattress, new 55" TV, Cable, DVDs, great furniture, amazing shower with garden and so much more. We promise you will absolutely love it!

Guest favourite

Apartment in St. Thomas

4.95 out of 5 average rating, 132 reviews

Oceanfront Condo Perfect Sunsets Backup Generator!

Our completely renovated one bedroom, one bathroom condo is PERFECT for couples, small families or a friends getaway. See the ocean and hear the waves from every room. Beautiful views, sounds, and location with private balcony. Centrally located, in a gated community, to some of the best beaches in the world and only 10 minutes from Red Hook (Ferries to St. John & BVI), Havensight (Cruise ship docks) and about 15 minutes from the airport. Steps to the oceanside pool, beach, and seaside dining.

Guest favourite

Apartment in Northside

4.91 out of 5 average rating, 151 reviews

VIEWS! Studio by Magen's Beach w/ POOL & Generator

Welcome to your remodeled ocean view studio located in Mahogany Run, just 5-mins from Magen's Bay Beach. Enjoy spectacular views of the ocean from the bed or seating area. This bright and airy studio is equipped with a plush king-size bed, a fully equipped kitchen, and a bathroom featuring a walk-in shower. Spend the days at one of the island's beaches, snorkeling, hanging out by the pool, or exploring downtown Charlotte Amalie. We HIGHLY recommend renting a car to get around the island.

Top guest favourite

Flat in Saint Thomas

4.98 out of 5 average rating, 191 reviews

Hillside Hideaway

Perfect getaway for island romance, business, or solo adventuring. This well appointed one bedroom apartment is nestled in a quiet central hillside neighborhood with views of Hans Lollik, Jost Van Dyke, and Tortola islands. Conveniently located one mile from Magen's Bay and ten minutes to downtown Charlotte Amalie by car. Rental car is a must! Come enjoy the tranquil views, take a dip in the pool, and experience St. Thomas like a local. Please read all listing details and house rules.

Top guest favourite

Flat in Cruz Bay

5 out of 5 average rating, 106 reviews

Skytop Studio~Next to Hiking Trail~New Pool

Modern 1 bedroom apartment In Fish Bay Skytop with Hillside View of the National Park, fully equipped kitchen, Saatva Loom & Leaf memory foam mattress. The property is right next to the National Park Great Sieben Trail, which connects to several major hiking trails. Cruz Bay, Grocery Stores and restaurants are 12min drive away. Klein Bay a beautiful Private rocky beach great for snorkeling is 4 min drive away. Shared brand new Pool with two other apartments. Shared BBQ by the Pool.

Guest favourite

Apartment in East End

4.88 out of 5 average rating, 267 reviews

Ocean View Sapphire Condo-Balcony & King Bed

Located at Sapphire Village-Amazing balcony and views of Sapphire Beach and its glimmering turquoise waters. Short walk to the beach and beach bar! 1 King bed, and one queen sleeper sofa. Property has hotel amenities including 2 pools, great snorkeling, 3 restaurants, beach bar, coffee shop & deli! Secure, safe location. Taxis are readily available nearby for rides to grocery stores, Red Hook for dinner, St. John Ferry, local beaches. 25 min from airport!

Guest favourite

Apartment in Southside

4.92 out of 5 average rating, 108 reviews

Sunshine Daydream - Our little piece of paradise!

Spend your days between at Sunshine Daydream with its beautiful ocean views. Rise up to paradise enjoying the gorgeous sunrises and sunsets from the private rooftop deck. This rental offers a fully equipped kitchen, 3 different pools, one of which is steps from the condo. There is easy beach access and we are centrally located between Charlotte Amalie and Red Hook. To top it off there are 2 restaurants and a bar within walking distance from the unit.

Guest favourite

Apartment in St. Thomas

4.85 out of 5 average rating, 168 reviews

Breathtaking Views from Sapphire Village

Enjoy our studio unit located in Sapphire Village Condominium development! Our unit is smoke-free, pet-free, fully air conditioned, and offers breathtaking views of neighboring USVI and BVI. We are offering a vacation home with the comforts that we would want while we are vacationing on the island. The unit features a king bed, new sliding doors to the balcony as well as a new split air conditioning unit. New internet router January 2024

Superhost

Flat in Charlotte Amalie

4.92 out of 5 average rating, 170 reviews

St. Thomas Studio w/ Balcony & Pool

Experience your island escape at this charming studio villa, offering stunning balcony views over St. Thomas from Bluebeard’s Hilltop Villas. Guests enjoy tennis courts, a poolside spa, dining options, and concierge services, all within a lively resort atmosphere. Ideally located minutes from Charlotte Amalie’s shopping, beaches, and excursions, this villa is your ideal Virgin Islands retreat for both relaxation and adventure.

Guest favourite

Holiday home in Saint Thomas

4.92 out of 5 average rating, 152 reviews

Villa La Realeza - Award Winning Design - VIEWS!

Welcome to Villa La Realeza by Virgin Islands Vacation. This Villa is the perfect island vacation rental in St Thomas, and is located inside the guard gated Point Pleasant Resort. The Villa offers the perfect blend of relaxation & adventure. Relax by the pools or simply enjoy amazing views from the private wrap around patio with views of St John & Tortola islands. NO PETS allowed, $250 fee if violated.

Guest favourite

Apartment in Saint Thomas

4.89 out of 5 average rating, 102 reviews

Little Fairway at Mahogany Run, Quiet & Cozy

Welcome to Little Fairway, a perfect tiny space for couples or a solo adventurer! A cozy studio condo located in Fairway Village at Mahogany Run. Little Fairway is a small, 500 square foot condo on the north side of St.Thomas. It has a full kitchen and is steps away from the pool! This bright and tiny space close to Magen’s Bay is the perfect location for vacationing on this small island!

Guest favourite

Villa in East End

4.89 out of 5 average rating, 322 reviews

Romantic Villa with Private Pool - Rave Reviews!

A uniquely romantic tropical getaway - with our own generator! - for you and your special someone or a serene escape for rejuvenating solitude. Enjoy a memorable vacation with your own private and secluded pool available 24/7, with ocean view mural, a large king-sized bed, and a restaurant just steps from your door. Easy 5-minute walk to Sapphire Beach.