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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 favourite
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.
Condo in East End
4.95 out of 5 average rating, 135 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!

Top guest favourite
Condo in East End
4.99 out of 5 average rating, 103 reviews

Killer View; Book w/a Local for the Inside Scoop!

Check out my reviews - Top Tier Service from the Local St. Thomian! Sherri has lived in St. Thomas for 20+ years! JUST 200 FEET to the BEACH, Kid Friendly, Gated Community w/ Parking. On the BEACH: 2 Restaurants, lounge chairs, pool, & hot tub, 2 bars, & beach toys to rent. Within MILES: Ferry to nearby islands, Restaurants, Charter Boats, Grocery stores, Banks, Boutiques, Jewelry, Postal service, Pharmacy, Medical care, & more. ASK for Sherri's Custom Handouts including her BEACH GUIDE

Guest favourite
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.
Condo in East End
4.91 out of 5 average rating, 265 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!

Guest favourite
Condo in East End
4.92 out of 5 average rating, 105 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 favourite
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, 201 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!

Guest favourite
Villa in East End
4.81 out of 5 average rating, 264 reviews

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.

Guest favourite
A spacious outdoor dining area features a white table surrounded by six white chairs, set against a backdrop of palm trees and the Sapphire Marina. The water shimmers under a partly cloudy sky, while boats are docked nearby, enhancing the serene seaside ambiance.
Condo in East End
4.94 out of 5 average rating, 111 reviews

{DWEL}@7 - Seaside Villa Living at Sapphire Beach!

{DWEL} @7 is al fresco seaside living at the Sapphire Beach Resort with a full back-up GENERATOR! Just steps from Sapphire Beach, this completely remodeled, modern villa sleeps 6, with 2-bedrooms upstairs and a queen sleeper sofa downstairs, 2 full baths, and in-unit laundry. On-site amenities include a large seaside pool, multiple restaurants, free parking, and a taxi stand. Enjoy easy access to Red Hook shops and the ferry. Need more room? Ask about our adjoining unit to sleep up to 12!

Guest favourite
A living area showcases a spacious teal sectional sofa, accented by patterned cushions. A round dining table with woven chairs is positioned nearby. Large glass doors open to a balcony, providing views of the ocean. Light-colored walls and flooring create a bright ambiance.
Condo in East End
4.85 out of 5 average rating, 177 reviews

Serene Beach Condo | Sapphire | 1BR | 2 Pools

Fully Renovated 1 Bdrm Condo located East on the beautiful island of St. Thomas! This condo is located at Sapphire Village right outside of Red Hook-minutes drive from restaurants, bars, nightlife, banking, shopping and ferry to St. John! 25 mins from airport! Enjoy breathtaking views of STJ from your own balcony! Property has hotel amenities including 2 pools, great snorkeling, 3 restaurants, beach bar, coffee shop all on property! This unit is directly above Sudis Restaurants and Pool.

Top guest favourite
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
4.85 out of 5 average rating, 157 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 favourite
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, 239 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 favourite
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, 141 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 favourite
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, 149 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.

Popular amenities for Red Hook rentals with a pool

When is the best time to visit Red Hook?

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Avg. price$338 CAD$351 CAD$368 CAD$317 CAD$304 CAD$304 CAD$273 CAD$269 CAD$253 CAD$250 CAD$269 CAD$314 CAD
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Quick stats about vacation rentals with a pool in Red Hook

  • Total vacation rentals

    Explore 300 vacation rentals in Red Hook

  • Nightly prices starting at

    Red Hook vacation rentals start at $177 CAD per night before taxes and fees

  • Verified guest reviews

    Over 15,830 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    300 of Red Hook vacation rentals include wifi access

  • Popular amenities for guests

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

  • 4.9 Average rating

    Red Hook stays are highly rated by guests—averaging 4.9 out of 5!