Guesthouse vacation rentals in St. John

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Top-rated guesthouses in St. John

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Top guest favourite
A spacious wrap-around porch features a round table with four white chairs, inviting outdoor relaxation. Lush greenery and stunning ocean views can be seen in the distance, while bright clouds drift across the sky, enhancing the serene ambiance.
Guesthouse in Coral Bay
4.99 out of 5 average rating, 113 reviews

A House of Open Arms Cottage with AC

Lovely Cottage with 180 degrees of white water views. You can see and hear the crashing waves below. A/C, Private , Romantic with a gorgeous outdoor shower. Spoon into a nest of intimacy. Immerse yourself in island breezes. Take in the views of the rising sun and moon as they glisten across the crystalline waters of Hurricane Hole. Settle into the rhythm of Island life with solar energy and purified rainwater, resourceful recommendations, advice and insider tips. Welcome to simple elegance.

Top guest favourite
An outdoor terrace is highlighted by two loungers draped with towels. A stone pathway leads towards the ocean, where a sunset casts warm hues over the water. Lush tropical plants frame the area, enhancing the serene coastal ambiance.
Guesthouse in Cruz Bay
5 out of 5 average rating, 18 reviews

Oceanfront Clifftop Escape Guest Suite

Maridadi Clifftop is perched atop Boatman Point, offering sweeping, south-facing views, and is located just under a 10-minute drive (2 miles) from Cruz Bay. The clifftop boasts a stunning outdoor terrace perched just above the crashing waves, surrounded by lush tropical vegetation. Inside, a modern, air-conditioned unit features a king-size bed, smart TV, ceiling fan, his and hers nightstands, a walk-in closet, a full bathroom, and a living area, creating the perfect romantic Caribbean escape.

A view of the serene coastline is framed by lush tropical foliage, showcasing the turquoise waters of Fish Bay. Rolling green hills rise in the background, contrasting the vibrant blues of the ocean and sky, with a boat visible in the distance.
Guesthouse in Cruz Bay

Peaceful Island Retreat with Stunning Bay Views

You'll have a great time at this comfortable place to stay. Enjoy the trade wind breeze and the sunrise over Fish Bay from the covered porch of your own private cottage. Ayiti cottage is an east-facing cottage located in a quiet Fish Bay neighborhood, an easy 2.9 miles from Cruz Bay and 20 minutes away from the stunning north shore beaches. Ayiti cottage is perfect for any couple that needs a quiet and private escape to enjoy the beautiful island of St. John! We are a non-smoking property.

Guest favourite
A spacious bedroom is highlighted by a vaulted ceiling with exposed wooden beams. A colorful patterned bedspread covers the bed, complemented by two bedside lamps. A seating area with chairs is arranged next to a small table, adding to the cozy ambiance.
Guesthouse in Saint John
4.91 out of 5 average rating, 43 reviews

Hope

Our one bedroom/ one bathroom cottage is all you need after a day at the beach. Centrally located off of Centerline Road, Hope Cottage is minutes from Cruz Bay and less than 20 minutes from Coral Bay. Nestled in a serene garden setting. The surrounding area of Gifft Hill is home to local schools and is a stones throw away from the Emergency clinic. You can feel at peace in the safe and homely residential setting. Enjoy a comfortable and restful nights sleep in Grateful Grotto.

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Guesthouse in Cruz Bay
4.84 out of 5 average rating, 38 reviews

St. John Oceanview Stone Villa, 4BR w/King Suite

Enjoy stunning ocean views of nearby islands from this beautiful stone villa, situated on a steep hillside near the main road. The top floor unit offers a peaceful retreat just 8 minutes from Cruz Bay, with easy access to beaches, restaurants, and grocery stores perfect for families or small groups. • Master suite w/Kg bed & Patio • 2 Bedrooms w/Queen beds • 1 Bedroom w/2 Full beds • 2 Bathrooms • Living area • Kitchen with workstation • Dining area • A/C • Smart TVs • Wifi

A private deck is shown, featuring two lounge chairs positioned towards the ocean view. Waves gently lap against the shore, and lush greenery frames the space. Bright sunlight illuminates the wooden deck, with a clear sky and distant islands visible across the water.
Guesthouse in Saint John
4.84 out of 5 average rating, 89 reviews

Honeymoon suite across the street from the ocean

Perfect cottage for a couple on vacation. Located in Coral Bay, across the street from the beach, let the sounds of the surf put you to sleep. Full kitchen Enjoy the privacy of your own building. Gated property. Cottage has AC but usually not always necessary because of the cool ocean breeze. Miss Lucy’s restaurant just a short walk away across the street. This listing is for NON CIGARETTE SMOKERS only. Ask me for a car rental recommendation if you like. Thank you

Top guest favourite
A serene view of a sparkling pool is complemented by expansive blue waters and lush green hills in the distance. The vibrant sky is adorned with fluffy clouds, enhancing the tranquil ambiance. Palm fronds frame the scene, adding a tropical touch to the picturesque landscape.
Guesthouse in St. John
5 out of 5 average rating, 64 reviews

A House of Open Arms Villa with Pool and AC

House of Open Arms Villa with dazzling pool has 180 degrees of views and white water crashing waves below. Perfect for 2 people. Spoon into a nest of intimacy. Immerse yourself in island breezes. Take in the views of the rising sun and moon as they glisten across the crystalline waters of Hurricane Hole. Settle into the rhythm of Island life with solar energy and purified rainwater, resourceful recommendations, advice and insider tips. Welcome to simple elegance.

Top guest favourite
A panoramic view captures Coral Bay harbor, with boats anchored in the serene waters and a backdrop of lush hills. The sky displays a gradient of orange and pink hues at sunset, reflecting on the bay while scattered clouds drift above.
Guesthouse in Coral Bay
4.96 out of 5 average rating, 165 reviews

Ocean Blue Cottage

Ocean Blue Cottage located in Upper Carolina, 400' above sea level, overlooking Coral Bay harbor, Bordeaux Mt, Carolina valley and a peek of the Caribbean Sea. 23 steps down from the road, it has a bedroom 9'x12', dining/kitchen area 6'x10', bathroom 3'x10', private outdoor shower 4'x5', deck 8'x4' with grill, furniture, umbrella. Pricing is $150 night. There’s also an $90 cleaning fee per reservation. 5 min drive to restaurants, 10 min to beaches.

Guest favourite
Two vibrant blue chairs are positioned around a glass table, offering a cozy seating area. In the background, a well-lit kitchen features modern appliances and bar stools at the counter. Natural light fills the space through a nearby window, complemented by sheer curtains.
Guesthouse in Cruz Bay
4.9 out of 5 average rating, 10 reviews

St John villa 7min to Cruz bay, Oceanview, King Bd

This charming villa is conveniently located just 7 minutes from Cruz Bay, offering easy access to restaurants, a grocery store, and beautiful beaches. Situated on a steep hill and on the second floor, the home provides spacious accommodations perfect for a family of four, with both queen and king-size beds and a full bathroom. Guests will also appreciate the added perks of free parking and WiFi during their stay.

Guesthouse in Cruz Bay
4.74 out of 5 average rating, 42 reviews

Blue Aweigh

Our hilltop, chocolate hole location provides fantastic ocean views and the southern exposure catches the cooling trade-winds. This one-bedroom private casita has outdoor balconies that lend itself to tranquil ocean views and amazing sunrises. We are close to town and within walking distance to Hart Bay and Chocolate Hole beach, (rocky beaches great for exploring).

Guest favourite
A well-appointed bedroom features mahogany cathedral ceilings and a spacious bed dressed in coral bedding. A wall-mounted TV is visible, and natural light floods the room from a nearby window. An en-suite bathroom can be seen through an open door.
Guesthouse in Cruz Bay
4.98 out of 5 average rating, 45 reviews

The Guest House of Villa Solare

Upon entering the Villa property, you experience the natural Caribbean artistry of stone & shell archways, brick courtyard and tropical gardens. This accommodation includes access to the upper level of the Guest Cottage with a queen suite (en-suite bath) and attached, separate room with kitchenette, sleeper sofa and second full bath.

Guest favourite
A close-up view of a cactus plant showcases vibrant red flowers blooming atop green, textured stems. The stems are dotted with small white protrusions, emphasizing the unique features of this desert plant.
Guesthouse in Fish Bay
4.96 out of 5 average rating, 96 reviews

Cactus Flower Cottage

Beautiful Cactus Flower Cottage overlooking Fish Bay and the Caribbean. Hike directly out of Fish Bay to the most well known National Park Reef Bay Trail, L'Esperance Trail, Fish Bay Gut, etc! Hikers delight. Close to Cruz Bay. Beautiful, peaceful and friendly area of St John. Quick drive to Cruz Bay and the North Shore Beaches.

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