
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.

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

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

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.

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.

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.

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.

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.

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.

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.

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.

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
House rentals with a pool

Down Yonder Pool Villa / Full Solar & Battery

Tortola, Turpentine House, pool+sunset+aircon

The yellow flamingo

La Sirena Secluded Villa w/Pool+NEW Solar backup!

Tranquil Desires, Villa

Long Bay Murry House, ocean views and breezes

2 Bed ⭐️ STAR VILLA HOME ⭐️ 5 Min walk to CRUZ BAY

Nirvana, Serene Stylish, Tropical Oasis
Apartment rentals with a pool

BEST REVIEWS on the East End - HANDS DOWN!

Book Now! Caribbean Sunshine! Amazing Views!

"H2Oh What a Beach!" condo: Walk-out Beach Access!

Ocean View Condo near Magen’s Bay - Pool/Generator

Sail Away II-WOW Beachfront to Paradise Remodeled

Wrap Around Balcony~Views~Pack your Bathing Suit!

Beachfront Condo #13802083: May-August 26 Savings!

Oceanfront Bliss & Perfect Sunsets + Backup Power
Other holiday rentals with a pool

Seabreeze Cottage with private pool in Cruz bay

Coconut Breeze, Mesmerizing Views, Gen., Full A/C

Island Retreat - Generator/Ocean View/Heated Pool

Private Villa*MagensBay *Ocean front* Private Pool

Big Blue Ocean Views from Every Room, Pool-SEAROCK

Villa De Vida

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

Hilltop Paradise Vacation Package with Jeep
Destinations to explore
- Punta Cana Holiday rentals
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- Bayahibe Holiday rentals
- La Romana Holiday rentals
- Carolina Holiday rentals
- Culebra Holiday rentals
- Little Saint James Holiday rentals
- Sainte-Anne Holiday rentals
- Saint Thomas Holiday rentals
- Saint Croix Holiday rentals
- Aguadilla Holiday rentals
- Basse-Terre Island Holiday rentals
- Rentals with a firepit St. John
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- Rentals with a patio St. John
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- Rentals with pools U.S. Virgin Islands
- Flamenco Beach
- Limetree Beach
- Magens Bay Beach
- Honeymoon Beach
- Coki Beach
- Secret Harbor Beach
- Cane Garden Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Virgin Islands National Park
- The Baths
- Maho Bay Beach
- Coral World Ocean Park
- Cane Bay
- Sandy Point Beach
- Paradise Point Tranway
- Brewers Bay Beach
- Lindquist Beach
- Point Udall
- Cruz Bay
- Coki Point Beach





