Holiday rentals with a pool in Red Hook

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, 136 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, 143 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!

Serviced apartment in East End

4.95 out of 5 average rating, 153 reviews

Salty Loft 1 King Loft Bed

Location, Location, Location…we're a short, 1/2 mile, walk to Secret Harbour Beach or Red Hook, the most happening place on the island: Including St John Ferry, grocery, pharmacy, Gas, Marina, and 20+ eateries and bars. We’re nestled within a large home with a tropical themed backyard. We have a 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 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!

A spacious bedroom is furnished with a large bed featuring a woven headboard. Light blue and white palm-patterned wallpaper adds a serene touch. A seating area with two chairs and a coffee table is visible, and sliding glass doors lead to a balcony overlooking the beach.

4.85 out of 5 average rating, 228 reviews

Charming Beach Condo | Balcony | 2 Pools & Beach

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

A serene beach scene displays soft golden sand meeting calm turquoise waters. Gentle waves lap at the shore, while lush greenery frames the view. In the distance, the coastline features rolling hills and scattered islands beneath a clear blue sky dotted with a few clouds.

4.82 out of 5 average rating, 136 reviews

Sapphire Village Resort Getaway

Kick back and relax in this calm, stylish space. This completely remodeled actual 1 bedroom is beautiful! The views are absolutely amazing. This corner unit has a full kitchen with a full size stove, full size refrigerator, dishwasher, and microwave. The bedroom has a brand new queen size bed with your own tv. The bathroom is completely redone. Just steps from the newly remodeled pool and one of my favorite restaurants on the island. Sudi’s. The crystal clear beach is just a short walk.

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, 242 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, 142 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.

4.96 out of 5 average rating, 157 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! 🌴

4.99 out of 5 average rating, 143 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.

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!

4.94 out of 5 average rating, 17 reviews

The living area features contemporary furnishings, including a spacious gray sofa and a wooden coffee table. A flat-screen TV is mounted on the wall, and natural light filters in through the nearby windows. Decorative plants add a touch of greenery to the inviting space.

Home in St. Thomas

Seaside Charm - Beachfront Romantic Getaway!

5 out of 5 average rating, 16 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

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, 8 reviews

Home in Coral Bay

Panoramic Ocean views and off Grid

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

4.98 out of 5 average rating, 42 reviews

An exterior view of a contemporary house is captured, featuring a private pool and a spacious deck area. Surrounding mountains and turquoise waters of Coral Bay create a picturesque backdrop, while the outdoor dining table and loungers offer options for relaxation.

Home in Coral Bay

House By The Sea | Idyllic Views, Pool, AC

Apartment rentals with a pool

4.92 out of 5 average rating, 139 reviews

Apartment 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, 32 reviews

Beautiful 2BDRM Condo with Stunning Views

A private balcony offers a table and two chairs, providing a view of the marina and boats on the water. The tranquil setting includes surrounding greenery, creating an inviting outdoor space for meals or relaxation.

5 out of 5 average rating, 90 reviews

PELICAN'S PERCH - MARINA VIEW OVER WATER

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

5 out of 5 average rating, 5 reviews

Sapphire C-Scape:WALKOUT ON SAPPHlRE W/ Generator

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!

5 out of 5 average rating, 24 reviews

Private Pool, Walk to Beach, Renovated, East End

Other holiday 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 view is presented of a marina filled with various boats and yachts moored alongside a serene waterfront. Clear blue skies and calm waters are observed, with lush greenery lining the foreground and distant islands framing the horizon.

4.85 out of 5 average rating, 71 reviews

Ritaville - Sapphire Village

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

The kitchen features modern white cabinetry and stainless-steel appliances. A sleek marble backsplash adds visual interest. A countertop provides ample workspace, while a coffee maker and additional utensils are neatly organized. Natural light enters through a small window, enhancing the welcoming environment.

4.84 out of 5 average rating, 43 reviews

Studio - NEW renovation

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.