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Vacation rentals with a pool in Cowpet Bay

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cowpet Bay

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Top guest favorite
Condo in East End
4.96 out of 5 average rating, 139 reviews

BEST REVIEWS on the East End - HANDS DOWN!

ALWAYS BOOK with an ON-SITE LOCAL to get the INSIDE SCOOP. Book this condo to gain access to custom-made handouts to help you plan a memorable vacation! You'll love the KILLER VIEW of the Caribbean Sea about 200 feet away. This condo includes toys and games, and plenty of beach toys, noodles, and extra chairs for beach hopping! I'm frequently booked, so check out my other condos in Cowpet Bay West. airbnb.com/h/stthomasparadise10 airbnb.com/h/stthomasparadise26 airbnb.com/h/stthomasparadise42

Guest favorite
Condo in East End
4.93 out of 5 average rating, 101 reviews

Beautiful Updated Condo at Elysian Resort

Perfect beach escape for 1-2 couples or small family! This spacious condo at the Elysian Beach Resort is just steps from beautiful Cowpet Bay on the East End of St. Thomas. Resort amenities (with no added fees), prime beachfront location next to the Ritz-Carlton. Bedroom features a comfortable king bed + queen-size Murphy bed that folds down easily for extra sleeping space in the living room. Fully equipped kitchen, this condo offers everything you need for a relaxing short or long-term stay

Top guest favorite
A sandy beach offers a serene view featuring clusters of leafy trees providing shade. The calm turquoise waters are visible in the background under a clear blue sky. Beach seating is scattered along the shoreline, inviting relaxation and enjoyment of the landscape.
Condo in East End
5 out of 5 average rating, 197 reviews

"H2Oh What a Beach!" condo: Walk-out Beach Access!

"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Check out our reviews - there's a reason why we're always full!

Top guest favorite
A private infinity pool is situated on a terrace, overlooking lush greenery and a panoramic ocean view. A vibrant rainbow arcs across the horizon, while gentle waves suggest a tranquil atmosphere. The pool's edge blends seamlessly with the surrounding landscape.
Guesthouse in Saint Thomas
5 out of 5 average rating, 110 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 favorite
A view from a balcony showcases a semi-private beach with soft, white sands gently sloping into clear, blue waters. Palm trees and lush greenery line the shore, while distant buildings are visible along the coast under a clear blue sky.
Condo in East End
5 out of 5 average rating, 55 reviews

Direct Ocean front , steps to the Sandy Beach

Enjoy UNOBSTRUCTED views of beautiful Cowpet Bay w/FULL BACK UP GENERATOR! All while savoring the trade-wind breeze on your private balcony at Cowpet Bay West! This spacious 2BR, 2BA condo with LARGE PRIVATE BALCONY sits DIRECTLY ON THE WATER & DIRECTLY ON THE BEACH, where the gentle sound of waves will give you a feel of peace and relaxation. This gated-community villa has all you need, just 60 STEPS to the semi-private beach and the crystal blue Caribbean water! Pool and hot tub access.

Guest favorite
Condo in East End
4.99 out of 5 average rating, 113 reviews

Ocean Front Steps to beach w/ pool and restaurant

7+ Nights = 10% Off Stay! Stay at Océan Bleu, a recently renovated 2-bedroom, 2-bath oceanfront condo in Cowpet Bay, St. Thomas. Enjoy stunning views, a private balcony, steps to beach, pool, hot tub and two restaurants. The condo has modern appliances, beach decor, and a fully equipped kitchen. Fast Starlink WiFi, linens, beach towels included. Located near Red Hook and the Ritz, with private parking and a gated community for peace and security. No smoking on the balcony or inside.

Top guest favorite
A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.
Home in East End
4.97 out of 5 average rating, 136 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.

Top guest favorite
The spacious living area features two light-toned sofas arranged around a glass coffee table, with a cozy bean bag on the floor. Natural light enters through two well-sized windows, creating an airy ambiance complemented by a modern floor lamp and a potted plant.
Apartment in Charlotte Amalie
5 out of 5 average rating, 131 reviews

Chic 1 Bedroom Oasis with Designer Decor & Pool

Welcome to our impeccably designed oversized 1-bedroom apartment (+ queen size Murphy bed) a stylish retreat that promises an unforgettable stay in the heart of the historic district of Charlotte Amalie with its own plunge pool and deck. This apartment boasts a sophisticated ambiance, curated with the finest designer furnishings, decor and lighting as well as a custom kitchen. This is a perfect location to serve as the base to explore St. Thomas and the surrounding islands.

Top guest favorite
A covered balcony is shown featuring a comfortable seating area with light-colored cushions. A small black table with a decorative item sits in front. Through the arched window, views of the tranquil turquoise waters and nearby boats are visible, framed by lush green hills.
Condo in East End
5 out of 5 average rating, 46 reviews

Beachfront Community on Cowpet Bay 2 king bedrooms

Updated 2 bed/2 bath (with 2 king beds!) condo in beachfront gated community directly on Cowpet Bay Beach. Includes access to the Elysian Resort pool & hot tub. Quiet and peaceful with no beach/restaurant noise; one of just a few units located directly on the water yet right down the sidewalk to the beach. 2 restaurants and a beach bar on site; 5 min to Red Hook/St. John Ferry; walk to the Ritz Carlton which offers catamaran sailing tours.

Top guest favorite
A bright living area features large windows that frame scenic mountain views. A light-colored sofa and two armchairs surround a wooden coffee table, complemented by a natural stone accent wall. Decorative plants add a touch of greenery, while a television is mounted on the wall.
Apartment in Cruz Bay
5 out of 5 average rating, 110 reviews

Esperance~Pool~New~National Park

Spacious 2BR, 2BA luxury apartment in Fish Bay Skytop with full kitchen and washer/dryer. Both bedrooms feature Loom & Leaf memory foam mattresses. King bedroom with en-suite bath, second bedroom with queen bed and bathroom across the hallway. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay dining, shopping, groceries, 25 min to North Shore beaches. 4 ft shared pool and BBQ with two other apartments.

Superhost
A dining table set for a meal overlooks a vibrant marina filled with boats. The scene features a decorative starfish and elegant glassware, with sunlight casting striped shadows across the tabletop. Lush greenery and water in shades of blue enhance the backdrop.
Condo in East End
4.81 out of 5 average rating, 153 reviews

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Oceanfront Condo at Sapphire Beach Resort Enjoy stunning marina and St. John views from this fully furnished 1-bedroom condo. Sleeps up to 4 with a plush King bed and Queen pullout sofa. Features include AC, WiFi, full cable, and an outdoor grill. Relax on your private balcony and soak in the scenery. Need more space? We also have additional units at Sapphire Beach Resort to accommodate your group. Book your perfect getaway today!

Top guest favorite
Lush greenery lines the shoreline, with vibrant red and orange flowers capturing attention. The clear turquoise water is visible, alongside a sandy beach in the distance. Features of the surrounding area include low-rise buildings and gentle waves lapping at the coast.
Apartment in East End
5 out of 5 average rating, 21 reviews

USVI St Thomas /Cowpet Bay East

Your family/friends will be close to everything when you stay at this centrally-located condo. Steps to the beach, beautifully kept landscaping, large pool and two great restaurants on site. The condo is the closest to the water and conveniently located by neighboring Ritz Carlton. Newly renovated and featuring high end king beds & linens. Snorkeling is right outside your veranda. Generator for continuous power.

Popular amenities for Cowpet Bay rentals with a pool