Vacation rentals with a pool in Red Hook

4.93 out of 5 average rating, 108 reviews

Condo in VI

Book Now! Caribbean Sunshine! Amazing Views!

Book Now! Down Island Dream is a 1BR/1BA luxury villa @Point Pleasant Villas on the East End of St Thomas. 2 Restaurants, 3 pools, nature trail & a small intimate beach to enjoy. Your vacation home/5 minutes to Red Hook w/shops, bars, restaurants & the ferry to St John where you can explore, hike & enjoy our National Park Beaches! 3 mins to Lindquist & Coki beaches. Amazing views & refreshing breezes await you at Down Island Dream! Try our home away from home for the week & fall in love!

A wooden bench with a sign reading 'SAIL AWAY' is positioned on a patio, overlooking the vibrant blue waters of a beach. Lush green foliage and palm trees frame the view, with rolling hills visible in the distance under a partly cloudy sky.

4.95 out of 5 average rating, 137 reviews

Sail Away II-WOW Beachfront to Paradise Remodeled

Sail Away II at Sapphire Beach Resort and Marina is located on the beachfront just steps away from the sparkling Sapphire Beach. The patio leads you to a dazzling infinity pool and the option of 2 immaculate beaches. Golden sand, pristine Caribbean water and amenities galore await you. No need to leave the tranquility of your room thanks to the many home furnishings within your vacation paradise. Beach level, beachfront & lush surroundings is yours to escape the hub of city life. KING SIZE BED!

4.96 out of 5 average rating, 145 reviews

BEST REVIEWS on the East End - HANDS DOWN!

ALWAYS BOOK with an ON-SITE LOCAL to get the INSIDE SCOOP. Book this condo to gain access to custom-made handouts to help you plan a memorable vacation! You'll love the KILLER VIEW of the Caribbean Sea about 200 feet away. This condo includes toys and games, and plenty of beach toys, noodles, and extra chairs for beach hopping! I'm frequently booked, so check out my other condos in Cowpet Bay West. airbnb.com/h/stthomasparadise10 airbnb.com/h/stthomasparadise26 airbnb.com/h/stthomasparadise42

A vibrant outdoor area features a private pool surrounded by a spacious wooden deck. Lounge chairs and a dining table with seating can be seen, with tropical plants and palm trees creating a serene backdrop. Large glass doors open to the villa interior.

4.9 out of 5 average rating, 267 reviews

Luxury Beachside Escape w Private Pool + Generator

This villa is absolutely amazing, completely renovated with high-end luxe finishes. New kitchen with quartz counters, bathroom with garden shower and skylight, a gorgeous bedroom with king bed; and 55" TV in the living room with cable, DVDs and WiFi. Our private pool under palm trees is perfect for enjoying your St Thomas vacation, when not at the beach. Sapphire beach and Lindquist beach are 3 mins away, and two of the best beaches in the Caribbean. We promise you will absolutely love it!

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, 202 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!

4.81 out of 5 average rating, 266 reviews

Villa in East End

Honeymoon-Worthy w/ Pvt Pool Walk 2 Sapphire Beach

We fell in love with the island of perpetual summer. There's something special about having your own villa w/ a private pool. We also love the garden shower & the location. Pangea, the restaurant on site is phenomenal. The property is so close to our fave spots. Beautiful Sapphire Beach is in walking distance via a gate at the south end of the property. It boasts the Beach Buzz coffee & bfast spot, a Beach bar & grill w/ live music weekly, Paradise Pie pizza & SeaSalt fine dining restaurants.

An integrated kitchenette is featured beneath a lofted queen bed, accessible by a wooden ladder. Vibrant wall art adds color to the space. A small refrigerator, cooking essentials, and a sink create a functional area, complemented by organized shelves and drawers.

4.95 out of 5 average rating, 142 reviews

Lazy Loft: Tiny Room Loft and Private Outdoor Bath

Location, Location, Location…we're a short, 1/2 mile walk to Red Hook, the most happening place on the island (Including St John Ferry, grocery, marina, and 20+ eateries and bars) and Secret Harbour Beach. We’re nestled within a large home with a tropical themed backyard. We have a Saltwater Pool, 5 decks, BBQ grill, Honor Bar, outdoor dining areas, lounge chairs, hammocks, Corn-Hole, and other bar games. Help yourself to our snorkeling gear, Ice chests or beach chairs. ADULT/TEEN ONLY.

A decorative sign displaying 'Seas the Day' is positioned on a railing, with a backdrop of lush greenery and a sweeping view of the Caribbean Sea and islands. The bright sky adds to the scenery, creating an inviting coastal atmosphere.

4.85 out of 5 average rating, 158 reviews

Seas The Day

Seas The Day is a cozy and spacious condo unit overlooking Redhook & the Caribbean Sea. Breathtaking views can be seen from all rooms! The kitchen is fully equipped. Each bedroom has a queen size bed, smart tv with Netflix, Prime video and cable. Enjoy your morning coffee on the balcony with views of the ocean and islands! Perfect location! 2 minutes down the hill to great restaurants, shopping, grocery stores, bars, along with the ferries to St John and day charters to BVIs.

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, 243 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.

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.

4.97 out of 5 average rating, 143 reviews

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.

Apartment in Charlotte Amalie

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.

4.99 out of 5 average rating, 144 reviews

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.

Superhost

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, 326 reviews

Stylish Sapphire Beach Condo | 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 Red Hook rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

The living area features a spacious gray sectional sofa and a light wooden coffee table, situated on a patterned rug. A flat-screen TV is mounted on the wall, complemented by decorative wall art and a lamp illuminating the space, creating a cozy and functional gathering spot.

4.78 out of 5 average rating, 50 reviews

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

5 out of 5 average rating, 34 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!

4.9 out of 5 average rating, 21 reviews

A spacious living area is furnished with a large sectional sofa and a coffee table, inviting relaxation. A flat-screen television is mounted on the wall, and a decorative plant adds a touch of greenery. The modern kitchen is visible in the background.

Home in St. Thomas

Seaside Lux: Steps to the sand a true oasis!

A spacious bedroom features a four-poster bed with decorative pillows and a light blanket. Natural light filters through sheer curtains, illuminating the room's vaulted ceiling. A vintage armchair, patterned with soft hues, complements the inviting decor.

4.84 out of 5 average rating, 31 reviews

Villa Fratelli Garden

5 out of 5 average rating, 62 reviews

Beach & Water Access, 3 bed, Oceanfront, Pool, Eas

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.

4.97 out of 5 average rating, 86 reviews

Island Daze - Amazing Views

5 out of 5 average rating, 39 reviews

A private pool is framed by a scenic view of the coastline and islands beyond. The pool's clear water reflects the sky and is complemented by lounge chairs. Lush greenery and railings enhance the serene outdoor space, inviting relaxation.

Home in Cruz Bay

Ylang Ylang - Luxury 2 Suite Villa in Cruz Bay...

4.89 out of 5 average rating, 122 reviews

A sunlit deck features a private pool surrounded by a wooden railing, offering sweeping views of the ocean and lush hills. Palm trees sway gently in the breeze, completing the serene landscape under a clear blue sky dotted with fluffy white clouds.

Home in Saint Thomas

Villa Beso Del Sol - Three Bedroom Cozy Oasis

Condo rentals with a pool

4.92 out of 5 average rating, 139 reviews

Condo in Cruz Bay

Rockroom One Bedroom Condo at The Hills Saint John

A view of lush palm trees and vibrant greenery is presented, offering a glimpse of the sparkling Caribbean Sea in the distance. Soft sunlight filters through the fronds, creating a serene and inviting outdoor space.

4.88 out of 5 average rating, 33 reviews

Beautiful 2BDRM Condo with Stunning Views

5 out of 5 average rating, 34 reviews

Steps to Sapphire Beach: 1br/2ba Near Red Hook

The bright living area showcases large glass doors leading to a balcony with ocean views. It features a comfortable sectional sofa, a patterned accent chair, and a light wood dining table. Coastal artwork and decorative accents add a touch of charm to the relaxing space.

5 out of 5 average rating, 22 reviews

Sapphire 2bd/2bath Penthouse; Marina & ocean views

A wide arched window frames a stunning view of the serene ocean. The turquoise waters reflect the sky, with a sailboat gently bobbing in the distance. Lush greenery is visible along the coastline, contributing to the coastal scenery.

4.92 out of 5 average rating, 73 reviews

Seaview in St. Thomas

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.

4.94 out of 5 average rating, 108 reviews

Your Perfect Beachfront Condo in Paradise

A comfortable hammock is positioned between wooden posts, surrounded by lush greenery and tropical plants. The tranquil ocean is visible in the background, with distant hills and a bright blue sky dotted with fluffy clouds.

4.94 out of 5 average rating, 131 reviews

Beachfront Condo #13802083: May-August 26 Savings!

An expansive ocean view is captured from the balcony, showcasing clear turquoise waters and a sandy beach. A vibrant blue sky with scattered clouds complements the scene, while a bird glides gracefully above the shoreline, enhancing the tranquil coastal atmosphere.

4.98 out of 5 average rating, 62 reviews

Sapphire Sunrise: 2 Story Ocean Villa Luxe Reno

Other vacation rentals with a pool

A serene beach setting is captured, featuring gentle waves lapping at the shore. Sun loungers are positioned in the foreground, surrounded by palm trees. Calm waters reflect the soft hues of a sunset, and boats can be seen anchored in the distance.

5 out of 5 average rating, 69 reviews

Amazing Beachfront Condo with Pool & Restaurants!

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, 46 reviews

Sapphire Beach Escape VIEWS! HGTV

A light and airy living space is displayed with a gray sofa and a coffee table placed atop a woven rug. Potted plants add a touch of greenery. Sunlight filters through large windows, illuminating the dining area and providing a view of the patio.

4.96 out of 5 average rating, 50 reviews

Casita Tropical 30 second walk to Sapphire beach

A shaded seating area includes a wooden bench and two chairs, providing a view of the sandy beach and turquoise water. Palm trees sway gently in the breeze, with distant hills visible along the coastline under a partly cloudy sky.

4.91 out of 5 average rating, 69 reviews

On the Beach Corner Unit Sapphire B-109

A panoramic view of a marina reveals numerous boats anchored along the shimmering turquoise waters. Lush greenery and colorful rooftops frame the scene, while the sky displays a bright blue hue accented by soft white clouds. Distant islands are visible on the horizon.

5 out of 5 average rating, 52 reviews

JJ Getaway to Sapphire Beach

A modern kitchen space features a large marble island with seating for six. Two woven pendant lights hang above, casting a warm glow. The kitchen is equipped with stainless steel appliances and light cabinetry, complemented by soft greenery in a decorative vase.

5 out of 5 average rating, 23 reviews

Windward Breeze – Walk to Beach!

A tranquil beach scene is presented, featuring soft sands lined with palm trees and colorful beach umbrellas. Calm turquoise waters gently lap at the shore, where various boats are anchored. The backdrop includes a scenic resort and lush greenery, reflecting a serene coastal atmosphere.

4.98 out of 5 average rating, 43 reviews

Beachfront 2BR Condo with Pool Access