
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.

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!

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.

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.

Caribbean Escape steps from Sapphire Beach!
An amazing condo on the water that is completely renovated and beautifully decorated. You will love being on the balcony any time of day! We have a 50" smart TV, WiFi, beach chairs, snorkel gear, fluffy pool/beach towels, and more. Our pool is 50 steps away, with Sudi's Tiki Bar for food and drinks. Sapphire beach is a minute away. All the best beaches are 5 minutes away, and so is Red Hook which has 10 restaurants, bars, a grocery store and more. Book today, you will love it!

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.

Oceanfront Bliss & Perfect Sunsets + Backup Power
Our fully renovated 1BR/1BA condo is PERFECT for couples, small families or a friends getaway. Enjoy stunning ocean views and the sound of waves from every room or your private balcony. Watch breathtaking sunsets and cool off in one of three crystal-clear pools. Located in a gated community, just steps from the beach, oceanside pool, and seaside dining. Only 10 min to Red Hook (ferries to St. John & BVI) and Havensight, and 15 min from the airport—your perfect island escape! 🌴

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.
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

Skylarkin'

Villa Fratelli Garden

Seaside Serenity

Texas Embassy

Caribbean Cottage Near the Sea

Island Daze - Amazing Views
Condo rentals with a pool

Sapphire Marina Lux Condo

Rockroom One Bedroom Condo at The Hills Saint John

King Bed Studio Overlooking Sapphire Beach

Cold? Book Now! Caribbean Sunshine! Amazing Views!

Sapphire Village - 2 pools, dining - No stairs!

Wrap Around Balcony~Views~Pack your Bathing Suit!

Your Perfect Beachfront Condo in Paradise

Stay in style right on the ocean -Simply the BEST!
Other vacation rentals with a pool

Beautiful 2BDRM Condo with Stunning Views

PELICAN'S PERCH - MARINA VIEW OVER WATER

Island Escape @Sapphire Beach

Casita Tropical 30 second walk to Sapphire beach

Studio - NEW renovation

Condo with Northside Views & Back-Up Generator

2025 Renovated • On Sapphire Beach • King Bed

GRooVI-Diggs @ Sapphire Beach - Rare 1BR Floorplan
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$51,959 GYD | G$51,124 GYD | G$51,124 GYD | G$48,620 GYD | G$46,742 GYD | G$46,742 GYD | G$41,942 GYD | G$41,316 GYD | G$38,812 GYD | G$38,395 GYD | G$41,316 GYD | G$48,203 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$20,867 GYD per night before taxes and fees

Verified guest reviews
Over 15,370 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
290 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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