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Vacation rentals with a pool in Red Hook

Find and book unique homes with a pool on Airbnb

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 ﺩ.ﺇ 477 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 & kid-friendly amenities

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    300 of Red Hook vacation 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 favorite
Condo in VI
4.93 out of 5 average rating, 110 reviews

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!

Top guest favorite
The living area features a blend of comfortable seating with a wicker style sofa and armchairs. A ceiling fan promotes airflow, while a flat-screen television is mounted for entertainment. Large sliding doors offer a view of the outdoor space and the Caribbean beyond.
Condo in East End
4.96 out of 5 average rating, 149 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, 110 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
Apartment in Saint Thomas
4.98 out of 5 average rating, 217 reviews

Hillside Hideaway

Perfect getaway for an island getaway, business, or solo adventuring. This well appointed one bedroom apartment is nestled in a quiet central hillside neighborhood with views of Hans Lollik, Jost Van Dyke, and Tortola islands. Conveniently located one mile from Magen's Bay and ten minutes to downtown Charlotte Amalie by car. Rental car is a must! Come enjoy the tranquil views, take a dip in the pool, and experience St. Thomas like a local. Please read all listing details and house rules.

Top guest favorite
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, 103 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!

Guest favorite
Villa in East End
4.8 out of 5 average rating, 272 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.

Superhost
A dining table set for breakfast is positioned on a private balcony, facing the beach. Plates of fruit, cups, and a pastry are visible. The turquoise waters of the Caribbean Sea and nearby islands create a scenic backdrop, complemented by lush greenery.
Condo in East End
4.81 out of 5 average rating, 133 reviews

Sapphire Outlook Villa: Oceanfront Sapphire Beach

* Welcome to Sapphire Outlook Villa * 2-story top-floor villa on Sapphire Beach (1000 sq. ft.) * Two private balconies, breathtaking beach and ocean views * Fully equipped kitchen, including a dishwasher * Two renovated full bathrooms * Private Main Suite on upper level with 2 queen size beds * Walk to fine dining at Sea Salt restaurant, Coffee Shop & Beach Bar * Sleeps up to 6 people but is also great for 2 * Backup generator in case of power outage * Gated Community with 24-hour security

Guest favorite
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
4.93 out of 5 average rating, 113 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 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
4.82 out of 5 average rating, 139 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
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, 181 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 favorite
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, 140 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 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
4.85 out of 5 average rating, 159 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.

Popular amenities for Red Hook rentals with a pool

When is the best time to visit Red Hook?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 914ﺩ.ﺇ 948ﺩ.ﺇ 995ﺩ.ﺇ 856ﺩ.ﺇ 823ﺩ.ﺇ 823ﺩ.ﺇ 738ﺩ.ﺇ 727ﺩ.ﺇ 683ﺩ.ﺇ 676ﺩ.ﺇ 727ﺩ.ﺇ 848
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