Holiday rentals in St. John

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Top-rated holiday rentals in St. John

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Guest favourite
A bright outdoor area features a well-maintained lawn with two cornhole boards positioned on a green turf surface. Four lounge chairs provide seating under two orange umbrellas, while tropical plants and flowers enhance the vibrant backdrop of The Flamingo House.
Flat in Cruz Bay
4.93 out of 5 average rating, 28 reviews

Flamingo House • MOON • Cozy 1BR • Walk to town

Welcome to THE "MOON" SUITE at The Flamingo House, a spacious apartment just uphill from Cruz Bay. This lower level suite features a queen bedroom, full kitchen, living room, & a private outdoor deck. Beaches, hiking trails, the National Park, restaurants, and the ferry are a short walk downhill, with an uphill return. Snorkel & masks, beach chairs, cooler, & off-street parking are provided. Ideal for two guests, a rollaway bed allows space for a third. Generator power available during outages.

Guest favourite
An aerial view showcases a private pool surrounded by a terracotta deck. Poolside lounge chairs with striped cushions are arranged alongside small tables. Lush greenery and a palm tree provide natural shade, offering a serene outdoor space for relaxation.
Villa in Coral Bay
4.89 out of 5 average rating, 103 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

Top guest favourite
The bedroom features a spacious bed with a light-colored blanket, complemented by wooden furniture, including a nightstand and wardrobe. Natural light enters through multiple windows, illuminating the room with a serene ambiance. A rustic decor adds charm, while a pet dog rests on the floor.
Cottage in Central
4.99 out of 5 average rating, 175 reviews

Caribbean Style Cottage

The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

Top guest favourite
A private deck showcases stunning views of Coral Bay and surrounding hills. Two turquoise loungers with striped cushions are positioned for relaxation, alongside a small table set with plates and glasses, inviting guests to enjoy the scenic landscape.
Cottage in Saint John
4.98 out of 5 average rating, 112 reviews

Bon Bini -Solar Power w/ Battery Back-Up & Hot Tub

Managed by SeaToPeakSTJ Tucked high on Sea Grape Hill, Bon Bini Cottage is a peaceful retreat overlooking beautiful Coral Bay, St. John. The cottage boasts picturesque views, convenience to the town of Coral Bay and nearby beaches, and all of the amenities of home. KEY FEAUTRES --- One bedroom, one and a half bathroom home with AC Washer/Dryer Full-sized kitchen StarLink Internet Hot Tub Inflatable paddleboards, floats, beach chairs, beach coolers with ice packs, & beach towels all provided

Guest favourite
Home in Coral Bay
4.98 out of 5 average rating, 44 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
Villa in Coral Bay
4.98 out of 5 average rating, 110 reviews

Joy of Life Villa: Couples Retreat with Best Views

"The view is even better than the pictures". Joy of Life Villa is close to world-class beaches, night-life, wildlife and the good life! Enjoy the trade wind breezes or A/C throughout the villa. Fast WiFi, plus a desk, to work comfortably from home. We are a green villa and fully solar, with plenty of power and no outages, common at other villas. Solid masonry home, Italian tile. Excellent drinking water as rain is UV filtered. Kayaks & paddle boards included at Hansen beach! ALL are welcome.

Top guest favourite
Cottage in Carolina, St. John
4.96 out of 5 average rating, 54 reviews

Verde Cottage (2BR/1BA) Peaceful Rainforest Oasis!

Nestled in the rainforest down a long stairway fringed with tyre palms and tree orchids, a newly remodeled 650 sqft Cottage sits enveloped by virgin St John flora and fauna. The main living areas and bedrooms are all tastefully appointed and fully air-conditioned. The efficiency kitchen is well-equipped. The large wraparound screen porch provides indoor/outdoor living with cozy seating and dining 'al fresco'. Welcome to the Verde Cottage - your peaceful island getaway on Bordeaux Mountain!

Top guest favourite
Cottage in Coral Bay
4.99 out of 5 average rating, 151 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
A spacious bedroom features vaulted ceilings with exposed beams. A king-size bed is positioned to offer views through large sliding glass doors, which open to a balcony overlooking the ocean. A television stands beside the bed, and sheer white curtains frame the doors.
Villa in Cruz Bay
5 out of 5 average rating, 146 reviews

BLUE VIEW VILLA - Bluest View - Brand New...

Blue View is brand new construction! A classic soft modern Caribbean architecture set on a full acre with sweeping views from sunrise over Ram Head peninsula to sunset over St. Thomas. It is a very special property sited with the utmost care to capture Leeward breezes with an unobstructed view to St. Croix 40mi away. Find the perfect amount of sun or shade you desire at any time during the day. Blue View is a separate villa located adjacent to our main Villa and 6 minutes to Cruz Bay

Top guest favourite
Cottage in Saint John
4.95 out of 5 average rating, 155 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
A serene swimming pool reflects the sky, surrounded by lounge chairs. Large arched windows provide views of the outdoors, while the pool deck is framed by a stylish railing, creating an inviting space for relaxation.
Apartment in Cruz Bay
4.92 out of 5 average rating, 142 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.

Superhost
Home in Coral Bay
5 out of 5 average rating, 3 reviews

Skyflower Villa

Perched high above the sparkling turquoise waters of the Caribbean, Sky Flower is a charming two-bedroom island cottage offering breathtaking panoramic views of the East End of St. John and the British Virgin Islands. With constant refreshing easterly trade winds, this peaceful retreat captures the timeless charm of classic Caribbean living while surrounding you with unforgettable scenery. A virtual guide is provided upon booking to make your planning seemless!

Popular amenities for St. John holiday rentals