Holiday rentals with a pool in Saint John

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.

"Ocean" 1 Bedroom in The Garden of Eden

Experience ocean views, AC-cooled bedroom 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.

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! If you need a Jeep while you are on St John, we rent out our 4 door Jeep Wrangler

Windchime Villa - Gorgeous View & Pool - Sleeps 10

The name says it all. Windchime Villa is perched high on the mountains of St. John, with panoramic views to the east. Newly renovated, Windchime Villa offers a unique blend of privacy and seclusion and is just 7 minutes to the shops, restaurants, and town of Cruz Bay. The home features extensive outdoor areas, a large refreshing pool, and a versatile bedroom configuration that would work for multiple couples or families. Forget your worries in this spacious and serene villa.

House by the Sea “with back-up power”

Huis Aan Zee (House by the Sea) has everything a couple or couples could ask for, even your own pool! Huis Aan Zee is a contemporarily furnished island escape with pristine views of Coral Bay, Hurricane Hole, Drake's Channel, the British Virgin Islands and beyond. The salt water pool offers up great ocean views and provides the ultimate experience in relaxation. The home is located just minutes from the best beaches on the island, grocery stores, and local dining options.

Surf Sounds and Big Views from this Pool Villa

Listen to the waves crash just below this private pool villa with big views over Coral Bay and beyond. Spacious villa rental with tons of space, waterfall infinity pool, private location and so much more! Secret Seashell is the kind of place that you brag to your friends about after staying there. Expansive views from every room, stunning pool patio, privacy and luxury. With every amenity thought of you can easily relax on what will become your annual trip to St John.

Stone Cottage with a pool and gorgeous view

Sailors Cottage is located on a knoll overlooking Coral Bay with views to the BVIs. We are a 5 minute drive to restaurants in Coral Bay, 20 minutes to the pristine National Park beaches. The pool is private with a spacious pool deck, lounge chairs, comfortable seating and a picnic table for family BBQs. It’s the perfect place for morning coffee, sunset cocktails and star gazing. Or a relaxing day playing in the pool. The bedrooms have A/C for a great nights sleep.

Caribbean Cottage Near the Sea

Paradise! The cottage is located on Hart Bay, and has an amazing view of the Carribean Sea. You can fall asleep to the sound of waves. You will stay in the upstairs one bedroom apartment with your own private entrance. The owner’s live in the lower level. Private pooI area. It’s an older cottage with an outdoor shower. There are 67 uneven steps down to cottage from parking area. There are steps that lead to a trail and rocky beach. Property has a generator.

Paradisea 2 Bedroom w/ Pool & Backup Solar Power

2 cozy bedrooms, fully equipped kitchen, large decks, pool, solar and backup battery power. Everything you need for a day at the beach: chairs, umbrella, coolers, toys, towels all provided. Close to Coral Bay restaurants and shops. North Shore beaches and hiking trails are only a short drive away. Quiet setting in the hills above Coral Bay. Close to it all with a far away feel. good for couples, solo adventurers, and families with children over the age of 8.