Guest house holiday rentals in St. John

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Top-rated guest house rentals in St. John

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Guest favourite

Guest house

5 out of 5 average rating, 13 reviews

Darling Palms Retreat: Beachside 2-Bedroom Oasis

Experience the allure of our charming two-bedroom, one-bath apartment, just a stone’s throw away from a beautiful beach and resort with two restaurants, a pool bar and a market. Nestled amidst a serene oasis of swaying palm trees, this inviting retreat features a full kitchen, perfect for creating delightful meals during your stay and an indoor patio space. This apartment offers convenience and tranquility for your ideal getaway. Please note, it shares a wall with another unit Parking available

Guest favourite

Guest house

4.99 out of 5 average rating, 103 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.

Guest favourite

Guest house

5 out of 5 average rating, 70 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.

Guest favourite

Guest house

4.88 out of 5 average rating, 56 reviews

Bellavista Cottage

The Bellavista Cottage is located on sunny St Thomas in the US Virgin Islands. We are pleased to offer charming and comfortable accommodations with access to the famous Bellavista Pool & Pool Deck. Situated above downtown Charlotte Amalie steeped in island history and architecture, the property is within walking distance of world class dining and shopping. Bellavista Cottage is an ideal off-the-beaten-path escape for savvy and discerning travelers seeking an intimate vacation experience.

Guest favourite

Guest house

4.95 out of 5 average rating, 44 reviews

Island vibes and views! 5 min drive to the beach!

Relax to the sounds of the island and a gorgeous view of the harbor! You’ll have a private newly renovated apartment that sits within the jungle high up on the mountain side. From your living room you can see the Charlotte-Amalie Harbor, St Croix, and a glimpse of St John. We are a five minute drive to Hull Bay and the best fish tacos on the island. Magens Bay is just 10 minutes away. This middle apartment has a full kitchen, huge king bed, and renovated bathroom to make the stay yours!

Guest favourite

Guest house

5 out of 5 average rating, 9 reviews

Oceanfront Clifftop Escape Guest Suite

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

Guest favourite

Guest house

4.88 out of 5 average rating, 25 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.

Superhost

Guest house

4.91 out of 5 average rating, 254 reviews

OMAJELAN CASTLE (A)

Welcome to the Omajelan Castle. Set amongst the lush mountain canopy of Santa Maria, on the North Western side of St. Thomas, with a view that is befitting of a king and queen. About 5 minutes from the beach and 15 minutes from downtown, Charlotte Amalie, The Omarjelan Castle's regal architecture is further enhanced by a breathtaking yet tranquil view of the Atlantic ocean. These small yet comfortable efficiencies afford you a unique experience you'll not soon forget

Superhost

Guest house

4.88 out of 5 average rating, 74 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

Guest favourite

Guest house

4.96 out of 5 average rating, 152 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

Guest house

4.96 out of 5 average rating, 25 reviews

La Brisa: Oceanview Escape w/ Included Jeep Rental

Escape to La Brisa, a luxurious oceanview suite perched 1,100 feet above sea level on Skyline Drive. Enjoy breathtaking Caribbean vistas, modern coastal decor, and exclusive use of a 2019 AWD Jeep Compass for exploring the island. With thoughtful amenities and a serene location near top attractions, La Brisa offers the perfect blend of adventure and relaxation for an unforgettable stay. ***MUST BE 25 YEARS OLD TO BOOK.***