Holiday rentals with a pool in St. John

Down Yonder Pool Villa / Full Solar & Battery

Beautiful island memories are made at Down Yonder Pool Villa. Surrounded by lush tropical gardens and conveniently located in Chocolate Hole (less than .5 miles from the Westin resort), this well-appointed, comfortable home features two King suites - one on either side of the huge Great Room. The Great Room and each bedroom enjoys access to the glorious sundeck and 30 foot salt water pool, and every room has the same mesmerizing view of Chocolate Hole Bay and the deep blue Caribbean water beyond. Rates based on four persons occupancy. Additional guest fees apply for more guests up to 6 total. Click "Book Now" for detailed quote.

Periwinkle Cottage in Coral Bay w/Pool, and Views🏝

Periwinkle Cottage of Coral Bay is a perfect rendition of a traditional West Indian cottage with modern amenities. 🌴 Ceiling fans, large screened in porch and open air porch areas. Located at the end of a private road, Periwinkle has a Million Dollar view of Coral Bay! Located only minutes from grocery stores, shopping & dining in Coral Bay. This cottage offers privacy & sits on over a half acre lot! You are right near the Virgin Islands National Park and some of the best beaches in the world

Milk Moon Cottage

Situated on the quiet and serene East End of St. John, Milk Moon Cottage is a private oasis overlooking the British Virgin Islands. The cottage features striking views, convenience to East End beaches, and plenty of amenities to make guests feel right at home. *** KEY FEATURES *** -Two bedroom, two bathroom home with air-conditioning throughout -Full-sized kitchen -Completely private pool -WiFi -Beach chairs, beach cooler with ice packs, & beach towels all provided -Backup solar and batteries

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.

Mar de Amores great Views, private pool generator

At this villa we offer the best cleaning and sanitization practices . Long term rentals are also welcome. This is a three bedrooms villa which offers the most magnificent 180 degree views of four bays: Rendezvous , Hart , Chocolate Hole and Great Cruz Bay, St Croix and Pillsbury Sound to the west, in St John. All bedrooms are under the same roof; the balcony and the pool are facing the sea. 3 bedrooms - 2 bathrooms, amazing garden and ample space for parking. Ample wifi and very private pool.

Private Oceanfront Villa for Two in St. John, USVI

Eco Haute is a private oceanfront villa for two on the edge of St. John with direct shoreline access, a plunge pool and a cliffside setting overlooking the British Virgin Islands. Ideal for anniversaries, honeymoons, and couples looking for a romantic escape with more of a private-island feel than a typical stay. Snorkel below the villa, kayak the shoreline, or spend the day on the deck above the Caribbean. Fully off-grid with solar, battery and generator for reliable power and internet.

Seascape Villa w/ Private Pool & Spectacular Views

Discover the ultimate tropical retreat at this exclusive 3-bedroom, 3-bathroom villa, perched high above the pristine waters of St. John’s East End. Indulge in luxury accommodations complete with a fully equipped kitchen, spacious indoor & outdoor living areas, and both SOLAR power & backup generator Step out to a private saltwater pool, where you can bask in the Caribbean sun while enjoying the tranquility of this serene hideaway all just minutes from local restaurants, shops and 3 markets

Just Peachy - Pool Villa + Bronco + WE’RE SOLAR!

Nestled on the mountainside of Gifft Hill, this charming St. John home will give your group peace and comfort away from the crowds. Relax on the wrap-around porch, watch the sunset over Pilsbury Sound, listen to the Coqui frogs, and lounge on the newly updated pool deck. The nightlife of Cruz Bay is less than ten minutes away, and the National Park Beaches are about fifteen minutes. Close enough to all of the tourist action, but you won't have to sacrifice peace and comfort for proximity.

Panoramic Ocean views and off Grid

Lunazul Villa, 2BR/2.5BA, Solar/Starlink NEW TO AIRBNB!! 180 degree views of Coral Bay, Norman Island, Tortolla, and beyond. Unobstructed views of the sparkling water from every room and heated pool large deck. Both bedrooms with en-suite full baths have comfortable furnishings, each designed to provide a tranquil retreat. You are provided with a clothes washer and dryer, filtered/UV drinking water, and full Solar energy ensuring you will never worry about island power outages.

Peaceful 1 bed/Lush gardens/Plunge pools

Experience ocean views, AC-cooled comfort, solar power and a spacious deck in this new solar-powered cottage. Part of a unique collection, it shares an infinity waterfall plunge pool with "Caribbean" cottage (two more cottages coming in 2026). Enjoy constant breezes, afternoon shade, and magical moonrises from the “Ocean” cottage. Guests have 24/7 on-site concierge service and assistance, with full vacation planning by a Superhost experienced in welcoming first-timers to St. John.

Rockroom One Bedroom Condo at The Hills Saint John

"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

Wild Ginger at Casa Tre Fiori

Wild Ginger at Casa Tre Fiori is located in beautiful, peaceful Fish Bay on St John. Sit and relax over the garden on the large covered deck while listening to the birds and watching the deer. The property enjoys an acre filled with fruit trees and gardens. Enjoy the shared pool and hot tub after a fantastic day of snorkeling and exploring St John’s world famous beaches. Wild Ginger is on the the main level of Casa Tre Fiori. Located approximately 4 miles from Cruz Bay.