Holiday 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

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
Apartment in East End
4.96 out of 5 average rating, 137 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 favourite
Apartment 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 favourite
A marina scene is visible, showcasing various boats anchored along wooden docks. The water reflects the blue sky and surrounding hills, while a mix of palm trees and buildings can be seen in the background.
Apartment in Estate Smith Bay Saint Thomas
4.89 out of 5 average rating, 117 reviews

Ocean view from your Private Covered Balcony

Ocean views greet you the moment you step inside your tranquil vacation condo. Come out to the covered gallery and take a deep breath of the fresh ocean air. Sit & soak in the unobstructed views of the Philsbury Sound and the Atlantic Ocean. The cool ocean breeze is pure tranquility & provides lapping waves to fall asleep by with the slider open. Should you prefer, there is air conditioning. Luxurious queen bed with extra pillows. Jet ski & charter boats next door. USMC clean!

Guest favourite
A spacious bedroom is furnished with a large bed featuring a woven headboard. Light blue and white palm-patterned wallpaper adds a serene touch. A seating area with two chairs and a coffee table is visible, and sliding glass doors lead to a balcony overlooking the beach.
Apartment in East End
4.85 out of 5 average rating, 224 reviews

Charming Beach Condo w/ Balcony- 2 Pools and Beach

Located at Sapphire Village. Amazing balcony and views of Sapphire Beach and its turquoise waters. Short walk to the beach and beach bar! Completely renovated with new furniture- 1 KING bed, and one queen sleeper sofa. Property has hotel amenities including 2 pools, great snorkeling off of the beach, 3 restaurants, beach bar, coffee shop & deli! Secure safe location. Taxis are readily available for rides to grocery stores, Red Hook for dinner, St. John Ferry, beaches. 25 min from airport!

Top guest favourite
A spacious outdoor patio is featured with a dining table and colorful chairs, offering unobstructed ocean views. Large sliding glass doors lead to the living area, allowing natural light to fill the space. A gentle breeze and serene scenery are prominent.
Apartment in Northside
4.99 out of 5 average rating, 156 reviews

OceanView! Condo near Magen’s Bay - Pool/Generator

Welcome to your retreat with panoramic ocean views located in Mahogany Run, 5 mins from Magen's Bay Beach. Enjoy spectacular views of the ocean from every room of the condo. This bright and airy condo is equipped with a plush king-size bed, a fully equipped kitchen, and a bathroom featuring a walk-in shower. Spend the days at one of the island's beaches, snorkeling, hanging out by the pool, or exploring downtown Charlotte Amalie! We HIGHLY recommend renting a car to get around the island

Guest favourite
Apartment in East End
4.97 out of 5 average rating, 29 reviews

SeaDazzle-BEACHFRONt, pool, tennis, gym, Jeep

Welcome to SeaDazzle beachfront property situated in an amazing Anchorage gated community, where Caribbean white sand is literally under your balcony. Whether you're here with family, a romantic escape, or a relaxing getaway with friends, this condo has everything you need to fulfill your memorable vacation. The amenities, like beach with lounging chairs, pool, tennis courts, 3 restaurants walking distance and Jeep rental option with free airport delivery. We just strive for convenience!

Guest favourite
Apartment in East End
4.99 out of 5 average rating, 111 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 favourite
A marina scene is displayed, featuring a variety of sailboats and yachts moored alongside a serene blue waterway. Lush green palm trees frame the view, while distant islands are visible against a clear sky with a few fluffy white clouds.
Apartment in East End
4.99 out of 5 average rating, 234 reviews

Stunning Ocean View w/Balcony~Shades of Sapphire~

Beautiful ocean view, top floor studio with balcony at Sapphire Village is perfect for two guest and features a queen size bed. Kitchen and private balcony with spectacular views. Five minute walk to Sapphire Beach, two large pools, two great casual restaurants, coffee shop, taxi stand, and laundromat all on site. The marina has several day excursion options to keep your days full. Sailing trips, parasailing, or rent a wave runner. Everything you need is right on the property.

Top guest favourite
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, 135 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 favourite
Apartment in Cruz Bay
4.94 out of 5 average rating, 129 reviews

Rockroom One Bedroom Condo at The Hills Saint John

"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

Top guest favourite
Clear turquoise waters are framed by smooth, large boulders, with a view of boats floating nearby. Fluffy white clouds drift over a serene sky, while distant islands are visible on the horizon, enhancing the tranquil beach atmosphere.
Apartment in Sapphire Beach
4.96 out of 5 average rating, 223 reviews

Salt Life at Sapphire Beach

Welcome to Salt Life Condo, your island getaway at Sapphire Village—just a 1-minute walk to Sapphire Beach and a quick 2-minute drive to Red Hook. Enjoy beautiful views, a relaxing atmosphere, and easy access to beaches, restaurants, ferries, and island adventures. Perfect for couples, solo travelers, and business visitors. If Salt Life is booked, check out our other condo, Beachtime!, also in the Dominica building and listed on Airbnb.

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.
Apartment in East End
4.81 out of 5 average rating, 151 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!

Popular amenities for Cowpet Bay rentals with a pool