
Holiday 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.

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!

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!

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

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!

Salty Loft 1 King Loft Bed
Location, Location, Location…we're a short, 1/2 mile, walk to Secret Harbour Beach or Red Hook, the most happening place on the island: Including St John Ferry, grocery, pharmacy, Gas, Marina, and 20+ eateries and bars. We’re nestled within a large home with a tropical themed backyard. We have a Pool, 5 decks, BBQ grill, Honor Bar, outdoor dining areas, lounge chairs, hammocks, Corn-Hole, and other bar games. Help yourself to our snorkeling gear, Ice chests or beach chairs. ADULT/TEEN ONLY.

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

"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!

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.

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.

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

Seascape Villa with private pool in Cruz bay

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

Seaside Charm - Beachfront Romantic Getaway!

Villa Fratelli Garden

Beach & Water Access, 3 bed, Oceanfront, Pool, Eas

Caribbean Poolside Cottage

Island Daze - Amazing Views

Ylang Ylang - Luxury 2 Suite Villa in Cruz Bay...
Apartment rentals with a pool

Rockroom One Bedroom Condo at The Hills Saint John

Beautiful 2BDRM Condo with Stunning Views

Amazing Beachfront Condo with Pool & Restaurants!

Steps to Sapphire Beach: 1br/2ba Near Red Hook

Casita Tropical 30 second walk to Sapphire beach

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

Seaview in St. Thomas

Your Perfect Beachfront Condo in Paradise
Other holiday rentals with a pool

Sapphire Breeze | Oceanview with Balcony | 2 Pools

Caribbean Escape - Private Pool - Walk to Sapphire

Sapphire Beach Escape VIEWS! HGTV

Studio - NEW renovation

On the Beach Corner Unit Sapphire B-109

JJ Getaway to Sapphire Beach

Windward Breeze – Walk to Beach!

Beachfront 2BR Condo with Pool Access
When is the best time to visit Red Hook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £187 | £194 | £204 | £175 | £168 | £168 | £151 | £149 | £140 | £138 | £149 | £174 |
| 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 |
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 £98 per night before taxes and fees

Verified guest reviews
Over 15,830 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
300 of Red Hook holiday 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!
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- Flamenco Beach
- Limetree Beach
- Magens Bay Beach
- Honeymoon Beach
- Coki Beach
- Secret Harbor Beach
- Cane Garden Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Virgin Islands National Park
- The Baths
- Sun Bay Beach
- Maho Bay Beach
- Coral World Ocean Park
- Isla Palomino
- Cane Bay
- Brewers Bay Beach
- Lindquist Beach
- Paradise Point Tranway
- Point Udall
- Cruz Bay





