
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.

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.

"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!

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.

Stunning Views Make the Blue Pearl a True Gem
This Sapphire Village condo has spectacular views of the ocean and surrounding islands of St. John, Tortola, and JostVanDyke. Walking along the entry level pathway to the Blue Pearl, surrounded by lush vegetation, you will feel a sense of tranquility and privacy. YET, five minutes downhill, is Sapphire Beach; home to many water-sports and beach activities. Onsite, there is Sudi's, a poolside restaurant, a marina, a beach bar and grill, coffee bar shop, and two Sapphire Village pools.

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.

Premium Oceanfront Sapphire Beach Resort & Marina
Experience St. Thomas's premier oceanfront resort. Our ground-floor condo offers stunning St. John views, a one-minute walk to Sapphire Beach, and free beach lounges. Enjoy on-site dining, bars, a coffee shop, car rental, and transport services. Exciting water activities, like fishing charters and jet ski rentals, await. Red Hook's vibrant dining scene, marina, and ferry service to neighboring Islands is just a mile away. Enjoy our newly renovated bathroom.

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!

Beachfront • King • W/D • By RH • Pool • Marina
Location, location, location! Beautiful 2nd floor studio condo at Sapphire Resort & Marina in building A. This corner unit features a wrap around balcony ideal for enjoying the wonderful view of the sandy beach and turquoise waters. Unit features a king bed as well as a sleeper sofa. Kitchen is appointed with full oven/stove, dishwasher, microwave and refrigerator/freezer with ice maker. Come and enjoy all that St. Thomas has to offer!
Popular amenities for Red Hook rentals with a pool
House rentals with a pool

Seascape Villa with private pool in Cruz bay

Private Saltwater Poolside Cottage w/View and Gate

Villa Fratelli Garden

Seaside Serenity

Satori Villa

Texas Embassy

Caribbean Cottage Near the Sea

Island Daze - Amazing Views
Apartment rentals with a pool

Rockroom One Bedroom Condo at The Hills Saint John

Nightwind Condo D109 right on the beach!

Cold? Book Now! Caribbean Sunshine! Amazing Views!

PELICAN'S PERCH - MARINA VIEW OVER WATER

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

Wrap Around Balcony~Views~Pack your Bathing Suit!

Stay in style right on the ocean -Simply the BEST!

Caribbean Escape steps from Sapphire Beach!
Other holiday rentals with a pool

*Beachfront Ely-sian Resort* Studio King Suite!

King Bed Studio Overlooking Sapphire Beach

Beautiful 2BDRM Condo with Stunning Views

B104 - Walk out to sun and swim

Casita Tropical 30 second walk to Sapphire beach

Studio - NEW renovation

2025 Renovated • On Sapphire Beach • King Bed

Studio Beach Bliss @ the Elysian
When is the best time to visit Red Hook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $315 SGD | $310 SGD | $310 SGD | $295 SGD | $283 SGD | $283 SGD | $254 SGD | $251 SGD | $235 SGD | $233 SGD | $251 SGD | $292 SGD |
| 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 290 holiday rentals in Red Hook

Nightly prices starting at
Red Hook holiday rentals start at $127 SGD per night before taxes and fees

Verified guest reviews
Over 15,370 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
290 of Red Hook holiday rentals include wifi 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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