
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 G$22,912 GYD per night before taxes and fees

Verified guest reviews
Over 16,350 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.

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

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!

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!

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.

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.

{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!

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.

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.

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.

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.

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! 🌴

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
House rentals with a pool

Island Retreat - Generator/Ocean View/Heated Pool

Condo by the beach! ¡Condo a pasos de la playa!

Seaside Lux: Steps to the sand a true oasis!

IRIE Tides-Sapphire beachfront!

Disconnect & Reset Here | Pool + Generator

Villa Fratelli Giardino

Ocean Kaleidoscope Living

Private Pickleball Court - 5 min walk to Beach
Condo rentals with a pool

Sapphire Blue Sea View

Sapphire beach resort and marina getaway

"H2Oh What a Beach!" condo: Walk-out Beach Access!

Wrap Around Balcony w/Amazing Views! Remodeled!

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

Villa in Paradise with Private Pool and Generator

Romantic Private Pool Villa@Sapphire. Generator.

Beachtime! At Sapphire Beach
Other vacation rentals with a pool

Beautiful 2BDRM Condo with Stunning Views

Sapphire Beach Escape VIEWS! HGTV

PELICAN'S PERCH - MARINA VIEW OVER WATER

Romantic Villa with Private Pool - Rave Reviews!

New one bedroom condo overlooking Sapphire Beach

Seaview in St. Thomas

Hilltop Paradise Vacation Package with Jeep

Sapphire C-Scape:WALKOUT ON SAPPHlRE W/ Generator
When is the best time to visit Red Hook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$51,864 GYD | G$53,738 GYD | G$56,446 GYD | G$48,531 GYD | G$46,657 GYD | G$46,657 GYD | G$41,866 GYD | G$41,241 GYD | G$38,742 GYD | G$38,325 GYD | G$41,241 GYD | G$48,115 GYD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Destinations to explore
- Rentals with a washer and dryer Red Hook
- Pet-friendly rentals Red Hook
- Family-friendly rentals Red Hook
- Condo rentals Red Hook
- Apartment rentals Red Hook
- Waterfront rentals Red Hook
- Rentals with beach access Red Hook
- Beachfront rentals Red Hook
- Rentals with a hot tub Red Hook
- Rentals with a patio Red Hook
- Fitness-friendly rentals Red Hook
- Rentals with outdoor seating Red Hook
- Rentals with pools East End
- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Honeymoon Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Maho Bay Beach
- Josiah's Bay
- Coral World Ocean Park
- Isla Palomino
- Cane Bay
- Paradise Point Tranway
- Lindquist Beach
- Brewers Bay Beach
- Cruz Bay
- Sandy Point Beach
- Culebrita Beach
- Point Udall





