
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.

BEST REVIEWS on the East End - HANDS DOWN!
ALWAYS BOOK with an ON-SITE LOCAL to get the INSIDE SCOOP. Book this condo to gain access to custom-made handouts to help you plan a memorable vacation! You'll love the KILLER VIEW of the Caribbean Sea about 200 feet away. This condo includes toys and games, and plenty of beach toys, noodles, and extra chairs for beach hopping! I'm frequently booked, so check out my other condos in Cowpet Bay West. airbnb.com/h/stthomasparadise10 airbnb.com/h/stthomasparadise26 airbnb.com/h/stthomasparadise42

★★★★★ 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. GENERATOR-No power outages to worry about! Great LOCATION-Minutes to Fine RESTAURANTS & THE BEST BEACHES on St Thomas. 1 RESTAURANT- Sun & Sea Bar & Grille right on the water. Fully equipped w/King Bed Queen Sleeper sofa Beach Chairs & Towels Cooler Outdoor Dining WiFi - 100MB OMG Views!

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.

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.

Serene Beach Condo | Sapphire | 1BR | 2 Pools
Fully Renovated 1 Bdrm Condo located East on the beautiful island of St. Thomas! This condo is located at Sapphire Village right outside of Red Hook-minutes drive from restaurants, bars, nightlife, banking, shopping and ferry to St. John! 25 mins from airport! Enjoy breathtaking views of STJ from your own balcony! Property has hotel amenities including 2 pools, great snorkeling, 3 restaurants, beach bar, coffee shop all on property! This unit is directly above Sudis Restaurants and Pool.

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.

Luxe Oceanfront 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.

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

Condo by the beach! Condo steps away from the beach!

Private Saltwater Poolside Cottage w/View and Gate

Villa Fratelli Garden

Seaside Charm - Beachfront Romantic Getaway!

Stone Cottage with a pool and gorgeous view

IRIE Bliss -Beach front

Caribbean Cottage Near the Sea

Ylang Ylang - Luxury 2 Suite Villa in Cruz Bay...
Apartment rentals with a pool

Beautiful 2BDRM Condo with Stunning Views

Two Bedroom Beachfront Condo at Sapphire Beach

Sapphire Outlook Villa: Oceanfront Sapphire Beach

PELICAN'S PERCH - MARINA VIEW OVER WATER

Sapphire Beach Beach Front Condo W/ dishwasher

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

Beachfront Condo #13802083: May-August 26 Savings!

Private Pool, Walk to Beach, Renovated, East End
Other holiday rentals with a pool

Sapphire Marina Lux Condo

Captain's Quarters

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

Studio - NEW renovation

JJ Getaway to Sapphire Beach

Seaview in St. Thomas

New one bedroom condo overlooking Sapphire Beach

Sapphire C-Scape:WALKOUT ON SAPPHlRE W/ Generator
When is the best time to visit Red Hook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 213 | € 210 | € 210 | € 199 | € 192 | € 192 | € 172 | € 169 | € 159 | € 157 | € 169 | € 198 |
| 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 300 holiday rentals in Red Hook

Nightly prices starting at
Red Hook holiday rentals start at € 111 per night before taxes and fees

Verified guest reviews
Over 15,830 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
300 of Red Hook holiday 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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