Guesthouse holiday rentals in St. John

4.99 out of 5 average rating, 113 reviews

Guesthouse in Coral Bay

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.

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.

4.97 out of 5 average rating, 37 reviews

Guesthouse in Saint John

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.

4.84 out of 5 average rating, 89 reviews

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.

Guesthouse in Saint John

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

5 out of 5 average rating, 63 reviews

Guesthouse in St. John

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.

4.96 out of 5 average rating, 165 reviews

Guesthouse in Coral Bay

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.

Guesthouse in Coral Bay

Island Shackteau

This unique place has a style all its own. Resting in south side of Coral Bay just a short two minute walk from the Johnson Bay Estate private beach. This is a glamping eco style guest house. Hot water shower and toilet are outside. There is a small kitchen with an outdoor grill. This is perfect for a single traveler or couple. The space is small but cozy with AC, Starlink, and the soothing sounds of Caribbean ocean waves and peeper frogs at night.

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.

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).

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.