Holiday rentals with a pool in Anna&#x27;s Retreat

A sandy beach offers a serene view featuring clusters of leafy trees providing shade. The calm turquoise waters are visible in the background under a clear blue sky. Beach seating is scattered along the shoreline, inviting relaxation and enjoyment of the landscape.

5 out of 5 average rating, 194 reviews

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

"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Check out our reviews - there's a reason why we're always full!

4.94 out of 5 average rating, 125 reviews

A beachfront view captures the clear turquoise waters lapping against a rocky shore. Lush palm trees sway gently in the foreground while various buildings line the beach. Rolling green hills rise in the background under a bright blue sky with scattered clouds.

Apartment in Southside

Stay in style right on the ocean -Simply the BEST!

Take a look at the fabulous view from our unit, you will hear the waves every minute of every day. Your patio is so close to the ocean that you can actually throw a coconut and hit the water. I have done it! This is the PERFECT location for your stay in America's Tropical Paradise. We just finished updating this unit in April ‘21 with new kitchen tile, new fridge, new cookware, dishware and kitchen utensils, Smart TV. You will NOT find a nicer condo for this price anywhere on the island.

4.98 out of 5 average rating, 203 reviews

A cozy living area is equipped with a dark blue sofa, a stylish lamp, and a wooden TV stand. A vibrant rug is placed on the floor, and natural light filters through the white window curtains. A decorative plant adds a touch of greenery to the space.

Flat in Saint Thomas

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.

4.83 out of 5 average rating, 271 reviews

A panoramic view reveals vibrant turquoise waters and several nearby islands, bordered by lush greenery. The sky is partially filled with fluffy clouds, and the distant shoreline features contrasting structures amidst the natural landscape.

Villa in St. Thomas

Amazing Villa in Paradise: Views of 9 Islands

You will love this villa's amazing views, and perfect location on the East End of St Thomas. This villa has all new furniture, a gorgeous kitchen, remodeled bath, high end sheets and towels, beach towels, beach chairs, snorkel gear, a 42" TV, great WiFi and so much more. You are 50 steps from the pool and one of our on-site restaurants, plus 5 mins to 4 of the best beaches on island. I'll provide details on all the beaches, restaurants, bars, stores and more. You will absolutely love it!

4.99 out of 5 average rating, 157 reviews

Apartment in Northside

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

Welcome to your retreat with panoramic ocean views located in Mahogany Run, 5 mins from Magen's Bay Beach. Enjoy spectacular views of the ocean from every room of the condo. This bright and airy condo 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

Apartment in Saint Thomas

A vast ocean view is captured from a covered balcony, showcasing the stunning blue waters and nearby islands. Sailboats dot the tranquil sea, with a coastal community visible along the shoreline. Soft clouds drift across a clear sky, enhancing the serene coastal atmosphere.

4.93 out of 5 average rating, 153 reviews

★★★★★ Breathtaking Ocean Views-Private Balcony

★★★★★ REVIEWS ON MULTIPLE SITES. Luxurious Updated 1 BR/1 BA Condo w/WRAP AROUND BALCONY & BREATHTAKING views of St. John, BVIs, & CARIBBEAN SEA! Point Pleasant Amenities: 3 Amazing POOLS & INTIMATE BEACH. NEW FURNISHINGS 2019. Great LOCATION-Minutes to Fine RESTAURANTS & THE BEST BEACHES on St Thomas. 2 RESTAURANTS - Sun & Sea Bar & Grille right on the water & Ocean180. Fully equipped w/King Bed Queen Sleeper sofa Beach Chairs & Towels Cooler Outdoor Dining WiFi - 100MB OMG Views!

A marina scene is displayed, featuring a variety of sailboats and yachts moored alongside a serene blue waterway. Lush green palm trees frame the view, while distant islands are visible against a clear sky with a few fluffy white clouds.

4.99 out of 5 average rating, 228 reviews

Stunning Ocean View w/Balcony~Shades of Sapphire~

Beautiful ocean view, top floor studio with balcony at Sapphire Village is perfect for two guest and features a queen size bed. Kitchen and private balcony with spectacular views. Five minute walk to Sapphire Beach, two large pools, two great casual restaurants, coffee shop, taxi stand, and laundromat all on site. The marina has several day excursion options to keep your days full. Sailing trips, parasailing, or rent a wave runner. Everything you need is right on the property.

4.97 out of 5 average rating, 126 reviews

A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.

Home in East End

Private Pool in Paradise! Ocean View Steps 2 Beach

Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

4.96 out of 5 average rating, 152 reviews

The living area features a spacious sofa and a patterned armchair arranged around a coffee table. Large sliding glass doors provide a view of the ocean and access to the balcony. A dining table with chairs is positioned near the window, allowing for bright natural light.

Apartment in St. Thomas

Oceanfront Bliss & Perfect Sunsets + Backup Power

Our fully renovated 1BR/1BA condo is PERFECT for couples, small families or a friends getaway. Enjoy stunning ocean views and the sound of waves from every room or your private balcony. Watch breathtaking sunsets and cool off in one of three crystal-clear pools. Located in a gated community, just steps from the beach, oceanside pool, and seaside dining. Only 10 min to Red Hook (ferries to St. John & BVI) and Havensight, and 15 min from the airport—your perfect island escape! 🌴

5 out of 5 average rating, 119 reviews

The spacious living area features two light-toned sofas arranged around a glass coffee table, with a cozy bean bag on the floor. Natural light enters through two well-sized windows, creating an airy ambiance complemented by a modern floor lamp and a potted plant.

Flat in Charlotte Amalie

Chic 1 Bedroom Oasis with Designer Decor & Pool

Welcome to our impeccably designed oversized 1-bedroom apartment (+ queen size Murphy bed) a stylish retreat that promises an unforgettable stay in the heart of the historic district of Charlotte Amalie with its own plunge pool and deck. This apartment boasts a sophisticated ambiance, curated with the finest designer furnishings, decor and lighting as well as a custom kitchen. This is a perfect location to serve as the base to explore St. Thomas and the surrounding islands.

4.92 out of 5 average rating, 399 reviews

A scenic view of the marina showcases numerous boats docked along the calm waters. Lush green hills rise in the background against a partly cloudy sky. The vibrant blue sea reflects the natural light, creating a serene coastal atmosphere.

Apartment in St Thomas

Sunrise Sapphire Beach 2-Corner Unit Balcony

Renovated Studio Condo at Sapphire beach! Corner Unit with large outdoor living area and seating for 8 and tons of natural light! Grill for cooking on the EXTRA LARGE BALCONY. Full Chefs Kitchen and Granite countertops, NEW Lighting, AC unit, Bedding, Bed and all NEW furniture! 55" Smart TV with Netflix access. Beach chairs at Sapphire Beach included in your rental! Memory Foam Bed. This unit is one of best locations in the building. We do not offer cable tv package

A spacious bedroom features a woven bed frame complemented by neutral bedding. Two bedside lamps illuminate the space, and large windows offer views of the surrounding landscape, including palm trees and distant hills under a cloudy sky.

4.8 out of 5 average rating, 312 reviews

Stylish Beach Condo located at Sapphire- 2 Pools

Come and relax in our beautiful condo located East End at Sapphire Village. Fully furnished with a modern, beachy vibe to match the glimmering turquoise waters seen from the windows. Property has hotel amenities including 2 pools, great snorkeling, 3 restaurants, beach bar, coffee shop/deli all on property! The unit is a studio w/queen bed, full kitchen and bathroom. Everything is provided in the condo for you to come and fully relax! 20 min from airport.

Popular amenities for Anna's Retreat rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 28 reviews

A spacious living area features a large sectional sofa adorned with decorative pillows, facing a modern entertainment system. Large windows provide expansive ocean views, while light-colored curtains gently frame the space. A round coffee table sits at the center, complementing the patterned area rug beneath.

Home in Southside

Sleeps 9 - Generator - Central Location - POOL!

4.6 out of 5 average rating, 5 reviews

A bright and airy living area features large glass doors that open to a stunning ocean view. Two stylish woven chairs and a round side table complement a wooden coffee table. Decorative artwork hangs on the walls, and soft natural light filters through sheer curtains.

Home in Southside

Skylarkin'

5 out of 5 average rating, 11 reviews

A bright living area features two round woven coffee tables and two accent chairs with soft cushions. Artistic prints of herons are displayed on the wall, while large glass doors offer a view of the private plunge pool and outdoor space filled with greenery.

Home in Northside

NEW Villa La Brisa Luxury Hideaway

5 out of 5 average rating, 10 reviews

The image captures an aerial view of the property, highlighting a private infinity pool adjacent to a wooden deck. Two cushioned lounge chairs face the ocean, overlooking rocky shores and calm turquoise waters. Lush greenery surrounds the area, enhancing the tropical environment.

Home in Great Harbour

Tranquil Desires, Villa

5 out of 5 average rating, 4 reviews

Home in East End

Seaside Serenity

5 out of 5 average rating, 63 reviews

A clear view of the pool surrounded by lush greenery, with a spacious deck offering seating options. The ocean is visible in the background, featuring varying shades of blue. The semi-open cottage can be seen adjacent to the pool, blending harmoniously with the natural landscape.

Home in Saint Thomas

Caribbean Poolside Cottage

4.83 out of 5 average rating, 122 reviews

A spacious deck offers sweeping views of the ocean and surrounding islands, including Hassel and Water Island. A dip pool complements the outdoor space, furnished with lounge chairs and a dining table. The bright blue sky and fluffy clouds enhance the tranquil island atmosphere.

Home in Northside

Texas Embassy

4.96 out of 5 average rating, 74 reviews

A panoramic view of turquoise waters meets lush green shores, dotted with distant islands. The landscape presents a serene coastal scene, with gentle waves lapping at the sandy beach, creating a tranquil atmosphere under a partly cloudy sky.

Home in East End

Island Daze - Amazing Views

Apartment rentals with a pool

4.94 out of 5 average rating, 123 reviews

Apartment in Cruz Bay

Rockroom One Bedroom Condo at The Hills Saint John

The open-concept living area features a comfortable blue sofa and armchairs arranged around a glass coffee table. Large sliding glass doors open to the balcony, showcasing breathtaking views. A textured area rug and a ceiling fan enhance the space, while natural light fills the room.

4.88 out of 5 average rating, 50 reviews

Romantic/Caribbean Breezes/Amazong Views! Book Now

4.84 out of 5 average rating, 275 reviews

A sunset casts warm hues across the sky, with a golden sun partially hidden behind distant hills. Silhouetted palm trees frame the scene, standing against the tranquil ocean waters reflecting the colorful sky.

Apartment in St. Thomas

REGATTA R&R

4.85 out of 5 average rating, 53 reviews

A modern kitchen is showcased, featuring a spacious island with light blue cabinetry and a striking herringbone tile backsplash. Stainless steel appliances include a microwave and stove. Natural light fills the area, with a view of lush greenery visible through large glass doors.

Apartment in Northside

Modern Condo 5 Mins to Magens

4.95 out of 5 average rating, 57 reviews

A serene seascape is visible, featuring gentle waves lapping at the shoreline under a colorful sky. Shades of pink and purple paint the horizon as clouds drift above distant islands, creating a peaceful and picturesque ocean view.

Apartment in Southside

Escape the Cold/Ocean Front/1BR/1BA/Amazing Views/

Apartment in Sapphire Beach

Clear turquoise waters are framed by smooth, large boulders, with a view of boats floating nearby. Fluffy white clouds drift over a serene sky, while distant islands are visible on the horizon, enhancing the tranquil beach atmosphere.

4.96 out of 5 average rating, 217 reviews

Salt Life at Sapphire Beach

An outdoor table made of wood is set with two wine glasses and a bottle of wine. Views of the ocean and palm trees are visible in the background, with soft clouds and a blue sky enhancing the tranquil setting.

4.93 out of 5 average rating, 105 reviews

Your Perfect Beachfront Condo in Paradise

4.98 out of 5 average rating, 57 reviews

A spacious living area features large glass sliding doors that open to a balcony with ocean views. Outdoor furniture is visible on the balcony, overlooking the tranquil sea and distant islands, while the interior showcases modern furnishings and a cozy throw draped over a sofa.

Apartment in Northside

Ocean views from every room!

Other holiday rentals with a pool

The spacious studio features a king bed with decorative pillows and a textured headboard. A ceiling fan circulates air above, while large windows provide natural light and views of the Caribbean. A small seating area with a sofa is visible, along with a dining table and dresser.

4.93 out of 5 average rating, 40 reviews

Sapphire Beach Escape VIEWS! HGTV

A spacious living room features a light-colored sectional sofa adorned with decorative pillows. A textured rug lies beneath, and large windows allow natural light to fill the space, offering views of the outdoors. A comfortable armchair complements the seating area.

4.92 out of 5 average rating, 13 reviews

Ocean Paradise Point Pleasant

A covered balcony offers comfortable seating with green cushions, overlooking the infinity pool and panoramic views of the Caribbean Sea and surrounding islands. The space features tiled flooring and large sliding doors that invite natural light and fresh air.

4.96 out of 5 average rating, 90 reviews

Exquisite Hillside Condo 2 - St. Thomas, U.S.V.I.

4.97 out of 5 average rating, 30 reviews

A private balcony offers ocean views and is furnished with a round dining table for four, two lounge chairs, and a side table. The space is shaded by a slatted wooden roof, with beach and water visible in the background.

Apartment in St. Thomas

2025 Renovated • On Sapphire Beach • King Bed

A sandy beach is bordered by clear blue waters and rocky formations. Gentle waves lap against the shore, creating a serene coastal ambiance. In the background, lush green hills and a few structures are visible, contributing to the peaceful tropical setting.

4.8 out of 5 average rating, 20 reviews

Tropical Hideaway! Garden View @Point Pleasant

5 out of 5 average rating, 60 reviews

GRooVI-Diggs @ Sapphire Beach - Rare 1BR Floorplan

A modern living area features a large flat-screen TV mounted above a stylish wooden media console. A light-colored sofa and accent chairs are arranged around a circular coffee table, with large windows offering views of the ocean and islands beyond. Natural light fills the space.

5 out of 5 average rating, 33 reviews

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach