Holiday houses in Vessup Bay

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Top-rated holiday rentals in Vessup Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Apartment in East End
4.95 out of 5 average rating, 157 reviews

Salty Loft 1 King Loft Bed

Location, Location, Location…we're a short, 1/2 mile, walk to Secret Harbour Beach or Red Hook, the most happening place on the island: Including St John Ferry, grocery, pharmacy, Gas, Marina, and 20+ eateries and bars. We’re nestled within a large home with a tropical themed backyard. We have a Pool, 5 decks, BBQ grill, Honor Bar, outdoor dining areas, lounge chairs, hammocks, Corn-Hole, and other bar games. Help yourself to our snorkeling gear, Ice chests or beach chairs. ADULT/TEEN ONLY.

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Top Guest favourite
A spacious sleeping area features a large bed with soft linens, complemented by a cozy seating arrangement nearby. Floor-to-ceiling glass doors offer stunning views of the ocean and outdoor seating. A modern entertainment unit provides convenience with a flat-screen TV.
Condo in East End
4.94 out of 5 average rating, 139 reviews

Seas The View-Updated & Oceanview @ Sapphire Beach

This updated and stylish condo offers incredible views of the Caribbean and neighboring St. John & BVI! We are located in Sapphire Village, nestled between Sudi’s Pool Bar & Grille and the second community pool. We are a 2-minute walk to the marina and another few steps to beautiful Sapphire Beach, which offers 3 restaurants, bars, boutique and coffee shop. Red Hook is a quick drive for dining, entertainment and the ferry to St. John/BVI. If you need a car during your stay, please inquire!

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Top Guest favourite
A wooden bench with a sign reading 'SAIL AWAY' is positioned on a patio, overlooking the vibrant blue waters of a beach. Lush green foliage and palm trees frame the view, with rolling hills visible in the distance under a partly cloudy sky.
Condo in East End
4.95 out of 5 average rating, 145 reviews

Sail Away II-WOW Beachfront to Paradise Remodeled

Full property generator. Sail Away II at Sapphire Beach Resort and Marina is located on the beachfront just steps away from the sparkling Sapphire Beach. The patio leads you to a dazzling infinity pool and the option of 2 immaculate beaches. Caribbean water and amenities galore await you. No need to leave the tranquility of your room thanks to the many home furnishings within your vacation paradise. Beach level, beachfront & lush surroundings is yours to escape the hub of city life.

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Top Guest favourite
A decorative sign displaying 'Seas the Day' is positioned on a railing, with a backdrop of lush greenery and a sweeping view of the Caribbean Sea and islands. The bright sky adds to the scenery, creating an inviting coastal atmosphere.
Condo in East End
4.85 out of 5 average rating, 163 reviews

Seas The Day

Seas The Day is a cozy and spacious condo unit overlooking Redhook & the Caribbean Sea. Breathtaking views can be seen from all rooms! The kitchen is fully equipped. Each bedroom has a queen size bed, smart tv with Netflix, Prime video and cable. Enjoy your morning coffee on the balcony with views of the ocean and islands! Perfect location! 2 minutes down the hill to great restaurants, shopping, grocery stores, bars, along with the ferries to St John and day charters to BVIs.

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Top Guest favourite
A serene beach scene captures clear turquoise waters gently lapping against the shore. Lush greenery cliffs rise in the background, adding natural beauty to the landscape. A small boat and a few swimmers can be seen enjoying the calm sea, enhancing the tranquil atmosphere.
Home in East End
4.97 out of 5 average rating, 157 reviews

Private Pool in Paradise! Ocean View Steps 2 Beach

Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

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Top Guest favourite
A covered balcony showcases two rattan chairs and a small table, complemented by a potted plant. The view features vibrant blue waters, lush greenery, and distant hills under a clear sky, creating a relaxing outdoor space.
Apartment in East End
4.91 out of 5 average rating, 99 reviews

Gigi’s Luxury Beach Hideaway | Pool & Beach

Have fun with the whole family at our stunning and recently renovated 3-bedroom, 2-bathroom condo, located East End at the highly sought after gated property of Cowpet Bay West. This luxurious retreat comfortably accommodates up to 6 guests and offers breathtaking views, stylish furnishings, and resort amentities including a pool, hot tub, beach, watersport rentals, and two restaurants on property. Back-up generator on property for any island wide power outages.

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Superhost
Apartment in East End
5.0 out of 5 average rating, 6 reviews

Palmetto Pointe- Waterfront, Pool, Tennis & Beach

Discover coastal calm at Palmetto Pointe, a bright, white Serena & Lily–inspired condominium with polished tropical accents. This sunlit 3-bedroom, 3-bath retreat sits on the water and blends relaxed luxury with easy beach living. Ideal for families or groups looking for a stylish, tranquil base—walk to the sand, unwind by the pool, or play a match on the court. Palmetto Pointe offers elevated beachfront comfort with all the conveniences for a relaxing getaway.

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Guest favourite
A panoramic view of the Caribbean coastline features lush green hillsides leading to vivid turquoise waters. Multiple islands are visible in the background, set against a clear blue sky with a few fluffy clouds.
Guest suite in East End
4.97 out of 5 average rating, 150 reviews

Epic View - Spacious 1 King 1 Queen 2 BDRM Suite

Welcome to Epic View, a place to enjoy a bit of Paradise. Wake up to a beautiful sunrise and 180 degree view of the surrounding islands. This brand new two bedroom, one bathroom suite, overlooks Sapphire beach and Lindquist beach, which are a 3 minute drive away. Redhook, St. John Ferry, BVI Ferries, restaurants, and grocery stores are just a 5 minute drive away. Epic View is also in close proximity to horseback riding, Coral World Park, and other beaches.

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Guest favourite
A tranquil beach scene is captured, showcasing a hammock suspended between two palm trees. Colorful beach chairs add a pop of color to the soft sand, while crystal-clear waters gently lap at the shore, framed by lush greenery and distant hills beneath a bright blue sky.
Condo in East End
5.0 out of 5 average rating, 16 reviews

*Margarita-ville Resort* Studio Plus (Sleeps 4)

*Ask about potential discounts!* Nestled in a cove fringed by waving palm trees, is a perfect tropical dream come true. So grab a beach chair, kick off your flip-flops, sip a tasty boat drink — and let your gaze rest upon an expanse of fine white sand, and crystal-clear waters. Restaurant on property, Coki Beach within walking distance, and very close to Red Hook for shopping and dining experiences! *Please read guest access section * USVI tax info*

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Superhost
Apartment in Red Hook
4.83 out of 5 average rating, 36 reviews

Bayview Condo in the heart of Red Hook

Located in the heart of Red Hook, this peaceful and unique condo studio offers the perfect balance of relaxation and convenience. Walk to markets, shops, restaurants, and the St. John ferry in minutes. The spacious layout is ideal for unwinding, with access to a shared pool, on-site token washer and dryer, and stunning sunrises from the pool deck. A quiet retreat with unbeatable walkable access to Red Hook’s vibrant waterfront.

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Guest favourite
A spacious balcony offers panoramic views of lush green hills and sparkling blue waters. A small table and chairs are positioned for outdoor dining, surrounded by tropical plants and flowers. The combination of sunlight and clouds creates a serene atmosphere.
Home in East End
4.98 out of 5 average rating, 131 reviews

Brigadoon: RedHook Villa, (sleeps 6) WOW VIEW!

Brigadoon! This recently built villa commands a bird's eye view over “the city” of Red Hook to St. John all the way to the British Virgin Islands. Breezes abound. Enjoy a full kitchen, grill and all the comforts of home. Choose between 6 beaches all within 5 minutes drive. There are 2 king beds, 2 single sofas, and an additional downstairs studio should you need the extra space. Pricing is based on the number of guests.

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Guest favourite
Condo in East End
4.85 out of 5 average rating, 33 reviews

Ocean View King Studio-Walk to Sapphire Beach

Upper St. Kitts studio with sweeping Caribbean ocean views in Sapphire Village. Enjoy a king bed and peaceful hillside setting above Sapphire Beach. Just steps steps away from one of the property's two pools and a short 5 min walk down to the beach, marina, restaurants, and café! The walk back from the beach is uphill due to the hillside location, which is part of what creates the elevated views and breezy setting.

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Popular amenities for Vessup Bay holiday rentals