
Guesthouse vacation rentals in St. John
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in St. John
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.

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.

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.

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.

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.

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

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

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.

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.

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.

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).

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.

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.
Popular amenities for St. John guesthouses
Family-friendly guesthouses

Faith

Cactus Flower Cottage

Hope

Oceanfront Clifftop Escape Guest Suite

A House of Open Arms Cottage with AC

A House of Open Arms Villa with Pool and AC

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

St. John Oceanview Stone Villa, 4BR w/King Suite
Guesthouses with a patio

Faith

Two Tickets To Paradise Cottage -Tiki Bar & Pool

2 Bedroom Cottage, with pool.

Darling Palms Retreat: Solar Beachside 2BR Oasis

Charlotte Amalie Overlook Papaya Room5-2

Beautiful & Spacious Guest House w/ Gym

Sunrise Cottage - Secluded, Romantic, Private

Take your Breath Away Views Upper Cottage
Guesthouse rentals with a washer and dryer

La Brisa: Oceanview Escape w/ Included Jeep Rental

Cottage Adore

Crown Mountain Manor. Modern Living with a view.

Charlotte Amalie Overlook Ackee

Charlotte Amalie Overlook Soursop Room5-3

COTTAGE ON PRIVATE PROPERTY

Estate St. Peter Guest House w/ maid

Coconut Coast Villas - Alamanda Waterfront Studio
Destinations to explore
- Rentals with a patio St. John
- Rentals with an EV charger St. John
- Apartment rentals St. John
- Family-friendly rentals St. John
- Smoking-friendly rentals St. John
- Rentals with pools St. John
- Fitness-friendly rentals St. John
- Rentals with beach access St. John
- House rentals St. John
- Cottage rentals St. John
- Rentals with a firepit St. John
- Hotel rentals St. John
- Villa rentals St. John
- Rentals with outdoor seating St. John
- Condo rentals St. John
- Private suite rentals St. John
- Resort rentals St. John
- Rentals with a washer and dryer St. John
- Luxury rentals St. John
- Beachfront rentals St. John
- Waterfront rentals St. John
- Rentals with a hot tub St. John
- Rentals with a kayak St. John
- Pet-friendly rentals St. John
- Guesthouse rentals U.S. Virgin Islands