
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.

Seaside Escape at Sapphire Beach Resort
About the Unit Seaside Escape is a two-story penthouse villa located directly on the stunning Sapphire Beach, one of the most beautiful beaches in St. Thomas. It has floor-to-ceiling glass doors that lead you out to two large balconies where you can relax while enjoying the unmatched beauty of the Caribbean Sea. The first floor consists of a full bath with shower, kitchen, a living room with a queen sleeper sofa, comfortable chair and ottoman, flat-screen tv, dining set, and a large balcony. Kitchen appliances include stainless steel refrigerator with ice maker, brand new stovetop, microwave, toaster oven, NuWave Precision Induction Cooktop, coffee pot, blender, and an electric grill. Upstairs you will be able to unwind in a bedroom with 18-foot high cathedral ceilings that give the space an authentic Caribbean charm. Bead board wainscoting runs throughout the condo, and frames the luxurious king bed, giving it an extra dose of style. Incredible views can also be seen from the bed, and the second large balcony provides a second space for drinking coffee and enjoying the splendor of the Caribbean Sea. An additional sleeper sofa can also be found in the bedroom, along with a flat-screen tv, closet and full master bath with shower. Sapphire Beach Resort Seaside Escape is located in Building C of Sapphire Beach Resort. The resort sits on a beautiful sandy beach with turquoise waters that are ideal for snorkeling the reef that lies beneath. A multi-level pool overlooks the sea and has the best views of St. John that St. Thomas has to offer. There is also a shallow level of the pool that is perfect for kids. For adults, some of the island’s best entertainment can be found at Sapphire Beach Bar. It sits directly on Sapphire Beach, and offers delicious food and drinks in a laid-back environment with stunning ocean views. Multiple televisions show all the big games from back home, and live music can be heard several days a week. Covered cabanas are located nearby and are great for families or friends to hang out and enjoy their surroundings. The Beach Buzz is just steps away and offers coffee and breakfast items, sandwiches, smoothies, frozen yogurt, and sundries. Sea Salt is a fine dining seafood restaurant with amazing ocean views. Paradise Pie is also located at Sapphire and has great pizza. Just a short walk up the hill is Sudi’s Caribbean Bar and Grill at Sapphire Village. It’s a casual pool-side restaurant offering traditional American food and pizza. We also have Sapphire Marina which offers many exciting excursions such as day sails, snorkeling trips, and jet ski rentals. Location One of the best things about Seaside Escape is its location! We are located just a short two-minute drive from Red Hook, a fun little town on the East End of St. Thomas. In Red Hook, you will find many restaurants, bars, shops, a couple of grocery stores, and best of all the ferry to St. John! We are also surrounded by many beautiful beaches such as Lindquist Beach, Coki Point, and Secret Harbour. You can rent a car to explore all the area has to offer, or you can take advantage of the on-site taxi stand that has taxis always waiting to take you where you need to go. The $1 Safari buses also stop at the top of our hill, and will also take you into Red Hook. Security Sapphire Beach Resort is a gated community with 24-hour security guards. Extras We offer complimentary beach chairs that are placed on the beach by an attendant in the exact spot that you want them. We also provide beach chairs, towels, noodles, and a cooler. *A four-door Jeep Wrangler is available to rent for an additional fee. Arrangements must be made in advance of your stay. *Free parking located directly behind unit.

"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!

★★★★★ Breathtaking Ocean Views-Private Balcony
★★★★★ REVIEWS ON MULTIPLE SITES. Luxurious Updated 1 BR/1 BA Condo w/WRAP AROUND BALCONY & BREATHTAKING views of St. John, BVIs, & CARIBBEAN SEA! Point Pleasant Amenities: 3 Amazing POOLS & INTIMATE BEACH. NEW FURNISHINGS 2019. Great LOCATION-Minutes to Fine RESTAURANTS & THE BEST BEACHES on St Thomas. 2 RESTAURANTS - Sun & Sea Bar & Grille right on the water & Ocean180. Fully equipped w/King Bed Queen Sleeper sofa Beach Chairs & Towels Cooler Outdoor Dining WiFi - 100MB OMG Views!

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.

Skytop Studio~Next to Hiking Trail~New Pool
Modern 1 bedroom apartment In Fish Bay Skytop with Hillside View of the National Park, fully equipped kitchen, Saatva Loom & Leaf memory foam mattress. The property is right next to the National Park Great Sieben Trail, which connects to several major hiking trails. Cruz Bay, Grocery Stores and restaurants are 12min drive away. Klein Bay a beautiful Private rocky beach great for snorkeling is 4 min drive away. Shared brand new Pool with two other apartments. Shared BBQ by the Pool.

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.

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.

Salt Life at Sapphire Beach
Welcome to Salt Life Condo, your island getaway at Sapphire Village—just a 1-minute walk to Sapphire Beach and a quick 2-minute drive to Red Hook. Enjoy beautiful views, a relaxing atmosphere, and easy access to beaches, restaurants, ferries, and island adventures. Perfect for couples, solo travelers, and business visitors. If Salt Life is booked, check out our other condo, Beachtime!, also in the Dominica building and listed on Airbnb.
Popular amenities for Red Hook rentals with a pool
House rentals with a pool

Private Saltwater Poolside Cottage w/View and Gate

Seaside Charm - Beachfront Romantic Getaway!

Villa Fratelli Giardino

Panoramic Ocean views and off Grid

Texas Embassy

Caribbean Cottage Near the Sea

Ylang Ylang - Luxury 2 Suite Villa in Cruz Bay...

Island Daze - Amazing Views
Condo rentals with a pool

Sapphire Marina Lux Condo

Rockroom One Bedroom Condo at The Hills Saint John

Beachfront 1BD/2BA Sapphire Beach Escape

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

Villa in Paradise with Private Pool and Generator

Beachfront Paradise at Sapphire Beach!

Romantic Private Pool Villa@Sapphire. Generator.

Premium Oceanfront Sapphire Beach Resort & Marina
Other holiday rentals with a pool

Captain's Quarters

Island Timin' Elysian Cowpet Bay Beach Resort USVI

Sapphire Beach Escape VIEWS! HGTV

PELICAN'S PERCH - MARINA VIEW OVER WATER

Resort living at the beach.

Island Escape @Sapphire Beach

Casita Tropical 30 second walk to Sapphire beach

Sea-N-Dipity 2 by the Sea @ Sapphire Village
When is the best time to visit Red Hook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $364 AUD | $358 AUD | $358 AUD | $341 AUD | $327 AUD | $327 AUD | $294 AUD | $289 AUD | $272 AUD | $292 AUD | $314 AUD | $336 AUD |
| 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 $146 AUD 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 and kid-friendly amenities

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
290 of Red Hook holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Red Hook rentals

4.8 Average rating
Red Hook stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- La Romana Holiday rentals
- Bayahibe Holiday rentals
- Juan Dolio Holiday rentals
- Carolina Holiday rentals
- Sainte-Anne Holiday rentals
- Culebra Holiday rentals
- Saint Thomas Holiday rentals
- Saint Croix Holiday rentals
- Aguadilla Holiday rentals
- Basse-Terre Island Holiday rentals
- Rentals with a washing machine and dryer Red Hook
- Apartment rentals Red Hook
- Waterfront rentals Red Hook
- Family-friendly rentals Red Hook
- Beachfront rentals Red Hook
- Pet-friendly rentals Red Hook
- Fitness-friendly rentals Red Hook
- Rentals with a patio Red Hook
- Rentals with outdoor seating Red Hook
- Rentals with a hot tub Red Hook
- Condo rentals Red Hook
- Rentals with beach access Red Hook
- Rentals with pools East End
- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Cane Garden Beach
- Coki Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Secret Harbor Beach
- Peter Bay Beach
- Virgin Islands National Park
- Josiah's Bay
- Maho Bay Beach
- Sugar Beach
- Coral World Ocean Park
- The Baths
- Isla Palomino
- Sun Bay Beach
- Lindquist Beach
- Brewers Bay Beach
- Cane Bay
- Paradise Point Tranway
- Point Udall




