
Vacation 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.

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

"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. Be among the many visitors who LOVE this totally renovated condo.

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!

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.

Seas The View-Updated & Oceanview @ Sapphire Beach
This updated and stylish condo offers incredible views of the Caribbean and neighboring St. John & BVI! We are located in Sapphire Village, nestled between Sudi’s Pool Bar & Grille and the second community pool. We are a 2-minute walk to the marina and another few steps to beautiful Sapphire Beach, which offers 3 restaurants, bars, boutique and coffee shop. Red Hook is a quick drive for dining, entertainment and the ferry to St. John/BVI. If you need a car during your stay, please inquire!

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.

HarborHouse-PRIME OCEANFRONT VILLA SAPPHIRE BEACH
Two story oceanfront VILLA with PRIME views of the marina and St. John at SAPPHIRE BEACH RESORT. This 1200 square ft. newly furnished, two story villa sleeps 6. It offers robes, outdoor couch and dining, grill, cable, upstairs and downstairs TV, two bathrooms, washer, dishwasher, and wifi. Relax in the large upstairs bedroom with cathedral wood planked ceilings and plush KING SIZE BED or enjoy lounging outside at one of TWO BALCONIES that offer the best views at Sapphire Beach Resort!

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.

Luxury 1/1 Oceanfront @ Sapphire Beach Resort
Located at Sapphire Beach Resort! Prime ocean and marina views! This beautifully decorated and fully furnished condo sleeps up to 4. Enjoy the beautiful views of the marina and St. John all from the private balcony. The condo offers outdoor grill, full cable package, AC, WIFI, and plush King bed and Queen sofa pullout. If needing additional space for friends or family we do have another property at Sapphire Beach Resort and are happy to accommodate your group.

Ocean View Sapphire Condo-Balcony & King Bed
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!

Beachtime! At Sapphire Beach
Beachtime condo is at Sapphire Beach, close to Red Hook, and Coral World. You’ll love Beachtime condo because of the 1 minute walk to Sapphire Beach, the views, the ambiance, and a 2 minute drive to Red Hook. Beachtime condo is good for couples, solo adventurers, and business travelers. Are your dates in Beachtime already booked? Check out our other condo called Salt Life at Sapphire Beach, also in the Dominica building, and listed on Air BnB.
Popular amenities for Red Hook rentals with a pool
House rentals with a pool

Private Saltwater Poolside Cottage w/View and Gate

Down Yonder Pool Villa / Full Solar & Battery

3 bedroom Villa Great End Location

Villa Fratelli Garden

Seaside Charm - Beachfront Romantic Getaway!

Oceanfront Private Caribbean Resort!

Caribbean Poolside Cottage

Texas Embassy
Condo rentals with a pool

Rockroom One Bedroom Condo at The Hills Saint John

Two Bedroom Beachfront Condo at Sapphire Beach

Sea Dreams at Regatta Point Villas

C'est Jolie - Views! Views! Views!

Premium Oceanfront Sapphire Beach Resort & Marina

Your Perfect Beachfront Condo in Paradise

Breathtaking Views from Sapphire Village II

Oceanfront Bliss & Perfect Sunsets + Backup Power
Other vacation rentals with a pool

Sapphire Marina Lux Condo

Caribbean Escape - Private Pool - Walk to Sapphire

Island Timin' Elysian Cowpet Bay Beach Resort USVI

PELICAN'S PERCH - MARINA VIEW OVER WATER

JJ Getaway to Sapphire Beach

Private Pool Getaway in Smith Bay (Beach Nextdoor)

Sapphire Sanctuary: Beachside Suite

Sapphire Sunrise: 2 Story Ocean Villa Luxe Reno
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$52,068 GYD | G$51,231 GYD | G$51,231 GYD | G$48,722 GYD | G$46,840 GYD | G$46,840 GYD | G$42,031 GYD | G$41,403 GYD | G$38,894 GYD | G$41,822 GYD | G$44,958 GYD | G$48,095 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 |
Quick stats about vacation rentals with a pool in Red Hook

Total vacation rentals
Explore 290 vacation rentals in Red Hook

Nightly prices starting at
Red Hook vacation rentals start at G$16,729 GYD per night before taxes and fees

Verified guest reviews
Over 15,070 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
280 of Red Hook vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Red Hook rentals

4.8 Average rating
Red Hook stays are highly rated by guests—averaging 4.8 out of 5!
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