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Holiday rentals with a pool in St. John

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in St. John

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
A charming cottage with a red roof is positioned on a lush hillside, overlooking a serene bay and distant islands. Brightly colored flowers and tropical plants surround the property, while the sky is dotted with fluffy white clouds, and the water reflects a tranquil blue hue.
Cottage in Hansen Bay
5 out of 5 average rating, 90 reviews

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

Top guest favourite
An exterior view of a contemporary house is captured, featuring a private pool and a spacious deck area. Surrounding mountains and turquoise waters of Coral Bay create a picturesque backdrop, while the outdoor dining table and loungers offer options for relaxation.
Home in Coral Bay
4.98 out of 5 average rating, 40 reviews

House By The Sea | Idyllic Views, Pool, AC

Huis Aan Zee, “House by the Sea”, offers the perfect Caribbean getaway. Relax in your own private saltwater pool overlooking the turquoise waters of Coral Bay. This modern villa offers breathtaking views of Hurricane Hole and Drake’s Channel, blending seclusion, comfort, and convenience! *Lounge on sun chairs, soak in the pool *Enjoy AC + a fully equipped chef’s kitchen *High-speed Wi-Fi + peaceful work area for remote stays *Located minutes from St. John’s beaches, grocery stores, restaurants

Top guest favourite
An outdoor patio features tiled stones surrounding a small salt-system plunge pool. Two lounge chairs with cushions are positioned nearby, while lush green banana plants fill the background. A beige umbrella provides shade, and the sky is bright with scattered clouds.
Cottage in Coral Bay
4.99 out of 5 average rating, 142 reviews

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.

Guest favourite
A private saltwater pool surrounded by a spacious deck offers stunning views of the turquoise waters and lush hills. Beach lounge chairs are present for relaxation, accompanied by vibrant potted plants, enhancing the serene outdoor space.
Home in Coral Bay
5 out of 5 average rating, 14 reviews

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

Guest favourite
A cluster of white jasmine flowers blooms amidst lush green leaves. The delicate petals are arranged symmetrically, creating an inviting contrast against the vibrant foliage.
Flat in Fish Bay
4.93 out of 5 average rating, 193 reviews

Jasmine at Casa Tre Fiori

Jasmine at Casa Tre Fiori is located in the peaceful neighborhood of Fish Bay on beautiful St John. An adorable cozy private one bedroom apartment with a kitchenette, which includes a refrigerator, microwave, two burner stove. Wifi. Dish TV. AC in Bedroom with King bed. Living area AC. Private patio. Shared pool. This is a no smoking property. Adjacent rentals can be added for larger groups. See Orchid at Casa Tre Fiori, Wild Ginger at Casa Tre Fiori and Cactus Flower Cottage.

Top guest favourite
Home in Coral Bay
5 out of 5 average rating, 7 reviews

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.

Top guest favourite
Cottage in Saint John
4.95 out of 5 average rating, 146 reviews

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.

Top guest favourite
Apartment in Cruz Bay
4.94 out of 5 average rating, 132 reviews

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.

Top guest favourite
A serene saltwater pool reflects sunlight, surrounded by tropical foliage and decorative lanterns. The tranquil waters capture the scenery of Coral Bay, with boats gently bobbing on the horizon. Lush greenery enhances the peaceful ambiance of the outdoor space.
Flat in Saint John
5 out of 5 average rating, 109 reviews

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.

Top guest favourite
A private pool is framed by a wooden deck, featuring lounge chairs and Adirondack chairs strategically placed for relaxation. Expansive views of the surrounding hills and azure sea are visible, with a canopy of clouds above enhancing the tranquil atmosphere.
Villa in Coral Bay
5 out of 5 average rating, 42 reviews

SOLAR! Gorgeous views from every room, Pool, A/C

House Aceso was newly listed on the rental market at the very end of 2022 after five full months of renovations, upgrades, and new furniture/appliances shipped in. Come spend some time unwinding and relaxing while soaking in the incredible views. Located on the quiet side of the island in Coral Bay, our home is nestled among the natural beauty of St. John—home to wild goats, sheep, and donkeys! Grocery stores, restaurants, bars, and beaches are all a short drive away.

Guest favourite
Home in Cruz Bay
5 out of 5 average rating, 7 reviews

Seascape Villa with private pool in Cruz bay

Seascape Villa is spacious magnificent four bedroom suites on one floor. It’s located on a private cul-de-sac of Estate Pastory near Caneel Hill Trail with spectacular views of Caribbean water, mountains and surrounding cays. The location is close to the town of Cruz bay but yet peaceful and private. The property is gated for an extra layer of privacy and lush landscaped with a private pool and an outdoor kitchen. AN ENTIRE HOUSE BACK UP GENERATOR FOR POWER OUTAGE.

Top guest favourite
A vibrant rainbow arches over lush, green hills, showcasing the natural beauty of the surrounding landscape. The dense vegetation is highlighted by sunlight, creating a serene atmosphere that complements the tranquility of the setting.
Home in Coral Bay
4.99 out of 5 average rating, 110 reviews

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.

Popular amenities for St. John rentals with a pool