Holiday rentals with a pool in St. John

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

Family · Value · Heating

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.

Value · Location · Hiking

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.

Family · Location · Hospitality

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

Value · Family · View

Yellow Villa

Perched high on a secluded hillside between Johnson Bay and Friis Bay, Amarilla Villa offers sweeping, unobstructed views of St. John’s East End, its luminous turquoise bays, and the British Virgin Islands across the Sir Francis Drake Channel. With no neighboring homes in sight, this villa delivers rare privacy and a true sense of escape. Lounge on the expansive Saltillo stone pool deck, float in the large heated pool, or dine outdoors as the colors of the sea & sky shift throughout the day.

Family · Location · Comfort

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.

Value · Location · Accuracy

Sieben Apartment * Pool* next to Hiking trails

Sieben is a spacious 2 bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both bedrooms feature memory foam mattresses. Primary bedroom has a king bed with private en-suite bathroom. Second bedroom can be set up as two twin beds or one king. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay, restaurants, and grocery stores. 25 min drive to North Shore Beaches. 4 ft shared pool with two other apartments and shared BBQ by the pool.

Family · Value · Kitchen

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.

Location · Family · Getting around

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.

Value · Family · Comfort

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.

Family · Value · Check-in

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.

Family · Value · Parks

Into the Mystic Lower Suite with POOL and VIEWS!

Into the Mystic Lower Suite is a beautifully finished suite located in peaceful Coral Bay, St. John. Offering every amenity you need for a perfect vacation - Salt water pool, high speed Wi-Fi, DISH TV, electric grill, solar with back up batteries & more. Our lower-level suite is your own private escape after a day exploring St. John's beaches and hiking trails. We offer a beautiful indoor living space & a peaceful balcony which showcases our view of Coral Bay & beyond.

Location · Value · Kitchen