
Holiday rentals with a pool in Red Hook
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Top-rated rentals with a pool in Red Hook
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

"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!

Luxury Beachside Escape with private pool and wifi
This villa was just renovated and is absolutely amazing, plus no one can see you in our private pool or patio. Stunning views of the pool and palm trees throughout the villa. New kitchen and bathroom with luxury finishes, this beachside escape is a short walk to Sapphire beach and Lindquist beach which are two of the best beaches in the Caribbean. New king mattress, new 55" TV, Cable, DVDs, great furniture, amazing shower with garden and so much more. We promise you will absolutely love it!

Charming Beach Condo w/ Balcony- 2 Pools and Beach
Located at Sapphire Village. Amazing balcony and views of Sapphire Beach and its turquoise waters. Short walk to the beach and beach bar! Completely renovated with new furniture- 1 KING bed, and one queen sleeper sofa. Property has hotel amenities including 2 pools, great snorkeling off of the beach, 3 restaurants, beach bar, coffee shop & deli! Secure safe location. Taxis are readily available for rides to grocery stores, Red Hook for dinner, St. John Ferry, beaches. 25 min from airport!

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.

Lazy Loft: Tiny Room Loft and Private Outdoor Bath
Location, Location, Location…we're a short, 1/2 mile walk to Red Hook, the most happening place on the island (Including St John Ferry, grocery, marina, and 20+ eateries and bars) and Secret Harbour Beach. We’re nestled within a large home with a tropical themed backyard. We have a Saltwater 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.

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!

Ocean Front Steps to beach w/ pool and restaurant
7+ Nights = 10% Off Stay! Stay at Océan Bleu, a recently renovated 2-bedroom, 2-bath oceanfront condo in Cowpet Bay, St. Thomas. Enjoy stunning views, a private balcony, steps to beach, pool, hot tub and two restaurants. The condo has modern appliances, beach decor, and a fully equipped kitchen. Fast Starlink WiFi, linens, beach towels included. Located near Red Hook and the Ritz, with private parking and a gated community for peace and security. No smoking on the balcony or inside.

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.

Paradise Beach Haven with Spectacular Ocean Views
The great thing about this place is, that is right on the beach,plenty shade by the seagrape trees, and palm trees, snorkeling right outside the patio as well swimming, kayaking, and plenty activities, marina to rent boats or take excursion is right there as well, restaurants and dining, great views, nightlife, and family-friendly activities. You’ll love my place because of the comfy bed and the coziness, the easy in and out to the water for swimming or snorkeling. free *wi/fi

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

Down Yonder Pool Villa / Full Solar & Battery

3 bedroom Villa Great End Location

Seaside Charm - Beachfront Romantic Getaway!

Villa Fratelli Garden

Oceanfront Private Caribbean Resort!

Caribbean Poolside Cottage

Texas Embassy

Caribbean Cottage Near the Sea
Condo rentals with a pool

Sea Dreams at Regatta Point Villas

VIEWS! Condo by Magen's Beach w/ POOL & generator!

C'est Jolie - Views! Views! Views!

Premium Oceanfront Sapphire Beach Resort & Marina

★★★★★ Breathtaking Ocean Views-Private Balcony

Your Perfect Beachfront Condo in Paradise

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach

The Mermaid's Pearl - Sapphire Beach, St. Thomas
Other holiday rentals with a pool

Sapphire Marina Lux Condo

King Bed Studio Overlooking Sapphire Beach

Sapphire Beach Escape VIEWS! HGTV

Seas The View-Updated & Oceanview @ Sapphire Beach

Private Pool Getaway in Smith Bay (Beach Nextdoor)

Elysian Double Studio - St Thomas Beach Resort

Studio Beach Bliss @ the Elysian

GRooVI-Diggs @ Sapphire Beach - Rare 1BR Floorplan
Quick stats about holiday rentals with a pool in Red Hook
Total rentals
290 properties
Nightly prices starting at
$123 AUD before taxes and fees
Total number of reviews
15K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Wi-Fi availability
280 properties include access to Wi-Fi
Destinations to explore
- Condo rentals Red Hook
- Rentals with a patio Red Hook
- Rentals with a washing machine and dryer Red Hook
- Fitness-friendly rentals Red Hook
- Pet-friendly rentals Red Hook
- Rentals with outdoor seating Red Hook
- Family-friendly rentals Red Hook
- Apartment rentals Red Hook
- Waterfront rentals Red Hook
- Rentals with a hot tub Red Hook
- Rentals with beach access Red Hook
- Beachfront rentals Red Hook
- Rentals with pools East End
- Rentals with pools U.S. Virgin Islands
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