
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.

Killer View; Book w/a Local for the Inside Scoop!
Check out my reviews - Top Tier Service from the Local St. Thomian! Sherri has lived in St. Thomas for 20+ years! JUST 200 FEET to the BEACH, Kid Friendly, Gated Community w/ Parking. On the BEACH: 2 Restaurants, lounge chairs, pool, & hot tub, 2 bars, & beach toys to rent. Within MILES: Ferry to nearby islands, Restaurants, Charter Boats, Grocery stores, Banks, Boutiques, Jewelry, Postal service, Pharmacy, Medical care, & more. ASK for Sherri's Custom Handouts including her BEACH GUIDE

Luxury Beachside Escape w Private Pool + Generator
This villa is absolutely amazing, completely renovated with high-end luxe finishes. New kitchen with quartz counters, bathroom with garden shower and skylight, a gorgeous bedroom with king bed; and 55" TV in the living room with cable, DVDs and WiFi. Our private pool under palm trees is perfect for enjoying your St Thomas vacation, when not at the beach. Sapphire beach and Lindquist beach are 3 mins away, and two of the best beaches in the Caribbean. We promise you will absolutely love it!

Sweet Spice: A Nifty Little Cottage. With A Pool!
This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

Honeymoon-Worthy w/ Pvt Pool Walk 2 Sapphire Beach
We fell in love with the island of perpetual summer. There's something special about having your own villa w/ a private pool. We also love the garden shower & the location. Pangea, the restaurant on site is phenomenal. The property is so close to our fave spots. Beautiful Sapphire Beach is in walking distance via a gate at the south end of the property. It boasts the Beach Buzz coffee & bfast spot, a Beach bar & grill w/ live music weekly, Paradise Pie pizza & SeaSalt fine dining restaurants.

Sunrise Cottage - Secluded, Romantic, Private
Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

Charming Beach Condo | Balcony | 2 Pools & 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!

Seas The Day
Seas The Day is a cozy and spacious condo unit overlooking Redhook & the Caribbean Sea. Breathtaking views can be seen from all rooms! The kitchen is fully equipped. Each bedroom has a queen size bed, smart tv with Netflix, Prime video and cable. Enjoy your morning coffee on the balcony with views of the ocean and islands! Perfect location! 2 minutes down the hill to great restaurants, shopping, grocery stores, bars, along with the ferries to St John and day charters to BVIs.

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.

Chic 1 Bedroom Oasis with Designer Decor & Pool
Welcome to our impeccably designed oversized 1-bedroom apartment (+ queen size Murphy bed) a stylish retreat that promises an unforgettable stay in the heart of the historic district of Charlotte Amalie with its own plunge pool and deck. This apartment boasts a sophisticated ambiance, curated with the finest designer furnishings, decor and lighting as well as a custom kitchen. This is a perfect location to serve as the base to explore St. Thomas and the surrounding islands.

Sea-N-Dipity 1 by the Sea @ Sapphire Resort
Beautiful ocean side condo steps from the breath-taking turquoise Caribbean waters. Spectacular views of St. John Island and the British Virgin Islands. Sapphire beach is a popular destination, known for it's snorkeling, beach life, kayaking, beach side bar and coffee shop. Located on the eastern end of St. Thomas, one mile from Red Hook which provides many conveniences such as shopping, delicious dining, bars and activities. Note: 1 king bed, 1 queen size sleeper sofa.

Esperance~Pool~New~National Park
Spacious 2BR, 2BA luxury apartment in Fish Bay Skytop with full kitchen and washer/dryer. Both bedrooms feature Loom & Leaf memory foam mattresses. King bedroom with en-suite bath, second bedroom with queen bed and bathroom across the hallway. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay dining, shopping, groceries, 25 min to North Shore beaches. 4 ft shared pool and BBQ with two other apartments.
Popular amenities for Red Hook rentals with a pool
House rentals with a pool

Down Yonder Pool Villa / Full Solar & Battery

Sleeps 9 - Generator - Central Location - POOL!

Seaside Lux: Steps to the sand a true oasis!

Villa Fratelli Garden

IRIE Bliss -Beach front

Private Pickleball Court - 5 min walk to Beach

Oceanfront Villa | Private Pool | Panoramic Views

Island Daze - Amazing Views
Condo rentals with a pool

Two Bedroom Beachfront Condo at Sapphire Beach

Sapphire Outlook Villa: Oceanfront Sapphire Beach

Steps to Sapphire Beach: 1br/2ba Near Red Hook

Sapphire 2bd/2bath Penthouse; Marina & ocean views

Seaview in St. Thomas

Sapphire C-Scape:WALKOUT ON SAPPHlRE W/ Generator

Your Perfect Beachfront Condo in Paradise

Beachfront Condo #13802083: May-August 26 Savings!
Other vacation rentals with a pool

Sapphire Marina Lux Condo

Caribbean Escape - Private Pool - Walk to Sapphire

Beautiful 2BDRM Condo with Stunning Views

Casita Tropical 30 second walk to Sapphire beach

Studio - NEW renovation

Vista Azure - Ocean View, Walk to Beach & 2 pools

JJ Getaway to Sapphire Beach

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 | $340 CAD | $335 CAD | $335 CAD | $319 CAD | $306 CAD | $306 CAD | $275 CAD | $271 CAD | $254 CAD | $252 CAD | $271 CAD | $316 CAD |
| 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 300 vacation rentals in Red Hook

Nightly prices starting at
Red Hook vacation rentals start at $178 CAD per night before taxes and fees

Verified guest reviews
Over 15,830 verified reviews to help you choose

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

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
300 of Red Hook vacation rentals include wifi access

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

4.9 Average rating
Red Hook stays are highly rated by guests—averaging 4.9 out of 5!
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- Magens Bay Beach
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- Secret Harbor Beach
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- Cinnamon Bay Beach
- Cane Bay Beach
- Virgin Islands National Park
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