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Vacation rentals with a pool in Red Hook

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Red Hook

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
Condo in East End
4.96 out of 5 average rating, 139 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

Guest favorite
Condo in East End
4.93 out of 5 average rating, 102 reviews

Beautiful Updated Condo at Elysian Resort

Perfect beach escape for 1-2 couples or small family! This spacious condo at the Elysian Beach Resort is just steps from beautiful Cowpet Bay on the East End of St. Thomas. Resort amenities (with no added fees), prime beachfront location next to the Ritz-Carlton. Bedroom features a comfortable king bed + queen-size Murphy bed that folds down easily for extra sleeping space in the living room. Fully equipped kitchen, this condo offers everything you need for a relaxing short or long-term stay

Top guest favorite
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.
Condo in East End
5 out of 5 average rating, 197 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!

Top guest favorite
A private infinity pool is situated on a terrace, overlooking lush greenery and a panoramic ocean view. A vibrant rainbow arcs across the horizon, while gentle waves suggest a tranquil atmosphere. The pool's edge blends seamlessly with the surrounding landscape.
Guesthouse in Saint Thomas
5 out of 5 average rating, 110 reviews

Sunrise Cottage - Secluded, Romantic, Private

Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

Guest favorite
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.
Condo in East End
4.81 out of 5 average rating, 129 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.

Guest favorite
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.
Apartment in East End
4.95 out of 5 average rating, 130 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.

Guest favorite
Condo in East End
4.94 out of 5 average rating, 107 reviews

Two Bedroom Beachfront Condo at Sapphire Beach

Our unit comfortably sleeps 4 guests in two fully furnished bedrooms, two full bathrooms, a full-sized kitchen, a large living area and two balconies with waterfront views. All modern conveniences are available. Housekeeping services with fresh towels and linens are provided during your stay (every 5 days) and beach towels are provided for daily use and exchanged as often as needed. We also offer on site a full service restaurant, casual restaurant, bar, coffee shop and boutique.

Top guest favorite
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.
Condo in East End
4.84 out of 5 average rating, 152 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.

Top guest favorite
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.
Condo in East End
4.99 out of 5 average rating, 236 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.

Top guest favorite
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
4.97 out of 5 average rating, 136 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.

Guest favorite
A dining table set for two is positioned on a covered patio, offering views of the Caribbean Sea. The table is adorned with a floral-patterned plate, glassware, and a wine bottle, while the gentle movement of the ocean can be seen in the background.
Condo in East End
4.92 out of 5 average rating, 143 reviews

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

Beautiful ocean side condo steps from the breath-taking turquoise Caribbean waters. Spectacular views of St. John Island and the British Virgin Islands. Sapphire beach is a popular destination, known for it's snorkeling, beach life, kayaking, beach side bar and coffee shop. Located on the eastern end of St. Thomas, one mile from Red Hook which provides many conveniences such as shopping, delicious dining, bars and activities. Note: 1 king bed, 1 queen size sleeper sofa.

Guest favorite
A cozy living area features a comfortable sofa with a decorative pillow, alongside a sleek wooden coffee table. Large glass doors open to a private balcony with outdoor seating, showcasing views of the sparkling turquoise waters and surrounding landscape.
Condo in East End
4.89 out of 5 average rating, 308 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!

Popular amenities for Red Hook rentals with a pool

When is the best time to visit Red Hook?

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Avg. priceﺩ.ﺇ914ﺩ.ﺇ900ﺩ.ﺇ900ﺩ.ﺇ856ﺩ.ﺇ823ﺩ.ﺇ823ﺩ.ﺇ738ﺩ.ﺇ727ﺩ.ﺇ683ﺩ.ﺇ676ﺩ.ﺇ727ﺩ.ﺇ848
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Quick stats about vacation rentals with a pool in Red Hook

  • Total vacation rentals

    Explore 290 vacation rentals in Red Hook

  • Nightly prices starting at

    Red Hook vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

  • Verified guest reviews

    Over 15,370 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    290 of Red Hook vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Red Hook rentals

  • 4.8 Average rating

    Red Hook stays are highly rated by guests—averaging 4.8 out of 5!