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Holiday rentals with a pool in Red Hook

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Red Hook

  • Total holiday rentals

    Explore 300 holiday rentals in Red Hook

  • Nightly prices starting at

    Red Hook holiday rentals start at $155 AUD per night before taxes and fees

  • Verified guest reviews

    Over 16,350 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    300 of Red Hook holiday rentals include Wi-Fi 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!

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
Condo in East End
4.99 out of 5 average rating, 107 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
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.
Condo in East End
4.94 out of 5 average rating, 110 reviews

Your Perfect Beachfront Condo in Paradise

Highly Desired Corner Unit right on Gorgeous Sapphire Beach. It's all here: Warm weather, White sand, Fun and Relaxation. Sapphire Beach is considered to be one of the most beautiful beaches in St Thomas. Your second floor beachfront condo in Building C is just 7 easy steps to the beach and in a perfect central location for quiet relaxation and convenient access to the facilities. Condo and complex have full backup generator power. No worries at all during occasional Island power outages.

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, 207 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 favourite
A modern living area is showcased with a light-colored sofa and a decorative rug. A flat-screen television is mounted on the wall opposite. The spacious layout connects to the bedroom area, where a king-size bed and soft linens are visible in the background.
Condo in East End
4.97 out of 5 average rating, 107 reviews

HarborView @ Sapphire Beach *NEW Condo Listing*

Escape to paradise with our recently renovated Sapphire Village studio condo! Modern & stylish with a view of the Marina, booking excursions has never been easier! Condo accommodates 2 guests -King bed, fully equipped kitchen, spa bathroom with tub/shower. Beach gear for guests to use. Located in the lower level of the Dominica building, quick walk to Sudi's pool bar/restaurant and Sapphire Beach where you can find additional amenities. If you need a car while on island, we got ya covered!

Top Guest favourite
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, 118 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.

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, 143 reviews

Sail Away II-WOW Beachfront to Paradise Remodeled

Full property generator. 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. 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.

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, 163 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, 250 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 serene beach scene captures clear turquoise waters gently lapping against the shore. Lush greenery cliffs rise in the background, adding natural beauty to the landscape. A small boat and a few swimmers can be seen enjoying the calm sea, enhancing the tranquil atmosphere.
Home in East End
4.97 out of 5 average rating, 156 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.

Top Guest favourite
Three black lounge chairs are positioned on a sandy beach beneath a large tree, with shades of blue and green waters visible in the background. Gentle waves can be seen approaching the shore, and distant islands are faintly discernible under a clear sky.
Condo in East End
4.89 out of 5 average rating, 147 reviews

Sapphire Blue Sea View

Newly remodeled very popular unit, long loved by our guests for its comfort and affordability, now freshly renovated and gorgeous. Cool, quiet and perfectly located overlooking Sapphire Beach with sweeping views of the BVIs and St John. Just a few steps to Sapphire's renowned white sand beach, crystal waters and fabulous reef to snorkel with turtles and luminous tropical fish. Price going up in 2026 to reflect the many upgrades but we will honor 2025 prices if you book now.

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, 154 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 favourite
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, 321 reviews

Oceanview Sapphire Condo | King Bed | 2 Pools

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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