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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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Guest favourite
An open and airy kitchen features white cabinetry complemented by colorful accents. A large island with bar stools invites gathering. Natural light floods the space through a window, illuminating shelves filled with tableware. A coastal chandelier hangs gracefully from the vaulted ceiling.
Villa in Coral Bay
4.89 out of 5 average rating, 102 reviews

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

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, 42 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, 147 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.

Top guest favourite
The villa's exterior is showcased, featuring a stone-clad structure with a tiled roof and a spacious pool surrounded by tropical greenery. The upper level's balcony offers views of the bay and distant hills, enhancing the sense of open space and serenity.
Home in Saint John
4.92 out of 5 average rating, 13 reviews

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.

Top guest favourite
A private infinity pool is situated on a terrace, overlooking lush greenery and a panoramic ocean view. A vibrant rainbow arcs across the horizon, while gentle waves suggest a tranquil atmosphere. The pool's edge blends seamlessly with the surrounding landscape.
Guest house in Saint Thomas
5 out of 5 average rating, 113 reviews

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.

Top guest favourite
Villa in Coral Bay
5 out of 5 average rating, 12 reviews

Blue Pearl Villa in St. John USVI | Ocean Views

The Blue Pearl Villa is a private, gated four-bedroom (bedroom 4 is an open-air loft), 6 beds, two-bathroom villa located on the tranquil side of St. John, USVI, near Coral Bay. Enjoy breathtaking ocean views from every room, relax to the sound of gentle waves, and take in the stunning sunrises from two wraparound covered decks or the private pool. Surrounded by lush landscaping, this peaceful retreat offers a true taste of Caribbean paradise. Property has Enphase House Back up Batteries.

Top guest favourite
A spacious outdoor living area features comfortable wicker seating arranged around a low coffee table. Natural light floods the space, highlighting the nearby pool and ocean views. Lush greenery surrounds the area, creating a calm atmosphere for relaxation.
Home in Saint John
5 out of 5 average rating, 14 reviews

Seaside Retreat-Pool and Infinity Sunrise Views

Thalassa St. John is a private villa in St. John that offers a tranquil escape with 2 soothing king bedrooms and 2.5 bathrooms featuring breathtaking ocean views of the east side of St. John and the British Virgin Islands. Enjoy watching the sailboats travel across Johnson's Bay from the pool deck with a refreshing cold drink. Each room is equipped for your comfort with premium cooling bedding, AC units, a hair dryer, and WiFi to ensure a phenomenal stay. The couch is a queen size sofa bed.

Top guest favourite
Home in Coral Bay
5 out of 5 average rating, 8 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, 152 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.

Guest favourite
A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.
Home in East End
4.97 out of 5 average rating, 145 reviews

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.

Guest favourite
Apartment in Cruz Bay
4.92 out of 5 average rating, 139 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, 111 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.

Popular amenities for St. John rentals with a pool