
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$27,168 GYD 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.

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!

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.

Pack your Bathing Suit! Warm Weather & Sunshine!
Perfect Romantic Vacation Spot! Spacious 1BR/2BA -Book Now and take advantage of our Spring Specials! Located @Point Pleasant, spacious, remodeled, new furnishings, private balcony/spectacular views! Bringing the family? We sleep up to 4-King Bed in BR/Queen Sleeper in LR. 3 Pools/Nature trail/Intimate Sugar Beach/2 Restaurants/Gated Community. Rent a car/Explore the island & beaches! Red Hook & St. John Ferry 5 mins away. Beach Chairs & Towels, Bring Your Bathing Suits & Sunscreen!

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.
Popular amenities for Red Hook rentals with a pool
House rentals with a pool

Condo by the beach! Condo steps away from the beach!

Seaside Lux: Steps to the sand a true oasis!

IRIE Tides-Sapphire beachfront!

Disconnect & Reset Here | Pool + Generator

Tranquil Desires, Villa

Villa Fratelli Garden

Private Pickleball Court - 5 min walk to Beach

Island Daze - Amazing Views
Condo rentals with a pool

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

Ocean View Condo near Magen’s Bay - Pool/Generator

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

Villa in Paradise with Private Pool and Generator

Your Perfect Beachfront Condo in Paradise

Beachfront Condo #13802083: May-August 26 Savings!

Oceanfront Bliss & Perfect Sunsets + Backup Power

Beachfront • King • W/D • By RH • Pool • Marina
Other vacation rentals with a pool

Beautiful 2BDRM Condo with Stunning Views

Sapphire Beach Escape VIEWS! HGTV

PELICAN'S PERCH - MARINA VIEW OVER WATER

Sapphire 2bd/2bath Penthouse; Marina & ocean views

Seaview in St. Thomas

New one bedroom condo overlooking Sapphire Beach

Sapphire C-Scape:WALKOUT ON SAPPHlRE W/ Generator

Bayview Condo in the heart of Red Hook
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$52,038 GYD | G$53,918 GYD | G$56,635 GYD | G$48,694 GYD | G$46,813 GYD | G$46,813 GYD | G$42,006 GYD | G$41,379 GYD | G$38,871 GYD | G$38,453 GYD | G$41,379 GYD | G$48,276 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
- Pet-friendly rentals Red Hook
- Family-friendly rentals Red Hook
- Rentals with a washer and dryer Red Hook
- Condo rentals Red Hook
- Rentals with beach access Red Hook
- Apartment rentals Red Hook
- Waterfront rentals 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
- Honeymoon Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Sun Bay Beach
- Josiah's Bay
- Maho Bay Beach
- Coral World Ocean Park
- Isla Palomino
- Cane Bay
- Paradise Point Tranway
- Brewers Bay Beach
- Cruz Bay
- Lindquist Beach
- Sandy Point Beach
- Culebrita Beach





