Guesthouse holiday rentals in St. John

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Top-rated Guesthouses in St. John

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Superhost

Guesthouse in East End

Garden Suite at Sapphire Beach Retreat

Very comfortable guest suite with direct access to Sapphire Beach. The garden suite boasts a queen bed in the main room and 3 twin beds in the bunk room... 2 bunks and a trundle. The Suite has a refrigerator, microwave and coffee maker. In addition, there is a private patio for your enjoyment. The location is premium. The home is just 5 minutes from Red Hook. You'll enjoy the ability to walk unto Sapphire Beach and enjoy all of Sapphire's offerings... coffee shop, restaurants and bars.

Top Guest favourite

Guesthouse in Coral Bay

4.99 out of 5 average rating, 112 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

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.

Superhost

Guesthouse in St. Thomas

Take your Breath Away Views Upper Cottage

OUTSTANDING views of BVI's, ST John & Caribbean Blues! Spacious, tranquil & breezy Cottage perched on the top of Harmony Hill! Newly remodeled with YOU in mind & all the comforts of home. Privacy, million dollar views from all rooms, designated office/work area and 2 private decks and abundant closet spaces for all your needs. Indoor & outdoor dining. Centrally located on island & less than 10 min Magen's, Coki, Lindquist, Sapphire Beach. Take it easy at this unique and tranquil getaway.

Top Guest favourite

Guesthouse in Saint Thomas

5 out of 5 average rating, 90 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

Guesthouse in Southside

5 out of 5 average rating, 37 reviews

Darling Palms: Solar Tree House Studio

Solar powered, battery back up! Our spacious studio apartment is nestled among a paradise of palm trees, with a ‘tree house' atmosphere. Just a short stroll away, discover the allure of a nearby beach and resort, offering two restaurants, a market, and a pool bar for ultimate relaxation. Embrace the outdoor ambiance on our patio, complete with comfortable seating and a grill, perfect for alfresco dining. Please note that the studio shares a wall with another rental unit. Parking available!

Guest favourite

Guesthouse in Charlotte Amalie

4.86 out of 5 average rating, 59 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

Guesthouse in Saint John

4.97 out of 5 average rating, 37 reviews

Faith

Forget your worries in this spacious and serene space. Enjoy outdoor kitchen and dining area in Faith Cottage. Relax in the shared space that makes up Grateful Grotto Gardens. Our one bedroom/ one bathroom cottage is all you need after a day at the beach. Centrally located off of Centerline Road, Minutes from Cruz Bay and less than 20 minutes from Coral Bay. You can feel at peace in the safe and homely residential setting and enjoy a comfortable and restful nights sleep in Grateful Grotto.

Superhost

Guesthouse in Charlotte Amalie West

4.9 out of 5 average rating, 277 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

Top Guest favourite

Guesthouse in Coral Bay

4.96 out of 5 average rating, 163 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

Guesthouse in Northside

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.***

Guest favourite

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.