Some info has been automatically translated. Show original language

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

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

1 of 1 pages1 / 1
Guest favorite
A view of lush palm trees and vibrant greenery is presented, offering a glimpse of the sparkling Caribbean Sea in the distance. Soft sunlight filters through the fronds, creating a serene and inviting outdoor space.
Condo in East End
4.89 out of 5 average rating, 35 reviews

Beautiful 2BDRM Condo with Stunning Views

The East End of St. Thomas has it all: beaches, diving, restaurants, night life, shopping, and a quick ferry ride over to St. John! Whether you want relaxation or adventure, the family-friendly, two-bedroom "Brooksea" condo with new furnishings is in the middle of paradise, with stunning views of the hills of St. John and the Caribbean Sea from the breezy balcony. You can access the beachfront pool, workout gym, yoga room and tennis courts. All just minutes from Red Hook shopping and dining!

Top guest favorite
The living area features a blend of comfortable seating with a wicker style sofa and armchairs. A ceiling fan promotes airflow, while a flat-screen television is mounted for entertainment. Large sliding doors offer a view of the outdoor space and the Caribbean beyond.
Condo in East End
4.96 out of 5 average rating, 151 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, 111 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 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, 117 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 private balcony offers a scenic view of the resort grounds, framed by palm trees and vibrant blue skies. A small glass-top table is accompanied by two chairs, positioned on a patterned rug that enhances the outdoor experience.
Apartment in East End
4.95 out of 5 average rating, 42 reviews

Studio Beach Bliss @ the Elysian

Tropical Studio at Elysian Beach Resort – Beachfront Bliss Awaits! This charming studio suite is the perfect retreat for couples or friends seeking sun, sand, and sea. Relax in comfort with two plush queen beds and a thoughtfully equipped kitchenette, (refrigerator, microwave, toaster, water kettle and coffee.) The studio features A/C, TV, and a private balcony. Walking distance to the Ritz Carlton and short drive to Red Hook. Privately owned so no security deposit, resort or energy fees.

Guest favorite
Condo in East End
4.89 out of 5 average rating, 38 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!

Top guest favorite
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, 143 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.

Top guest favorite
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, 156 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.

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
4.99 out of 5 average rating, 151 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
An open living space is featured with a large sliding glass door that reveals panoramic ocean views. Comfortable seating is arranged around a coffee table, while a dining area with bar stools is visible. Natural light floods the room, enhancing the coastal atmosphere.
Condo in Northside
4.94 out of 5 average rating, 103 reviews

Island View Retreat | Stunning Ocean Views!

Breathtaking ocean views from every room! This beautifully updated 2-bedroom, 2-bath condo in Mahogany Run features private balconies, stylish interiors, beach gear, in-unit laundry, and a fully stocked kitchen with modern appliances. Enjoy cool island breezes, a 5-minute walk to the community pool, and a short drive to Magens Bay. Backup generator for an extra piece of mind. Ideal for families or couples seeking peace, comfort, and an unforgettable island escape.

Top guest favorite
An aerial view of a contemporary home reveals a red roof and an infinity pool lined with lounge chairs. Surrounding greenery enhances the sense of privacy, while a spacious driveway provides easy access. Large windows allow for plenty of natural light to enter the interior.
Villa in Charlotte Amalie
4.99 out of 5 average rating, 103 reviews

Hilltop Paradise Vacation Package with Jeep

Start your next adventure and step into this brand new contemporary modern home hidden in the hills of St. Thomas. Here, you will be greeted with incredible, breathtaking views and an infinity pool overlooking the beautiful Charlotte Amalie. This carefully designed retreat sets the tone for a perfect adventure getaway for a group of friends/couples, or the perfect relaxation stop for a family. Whatever you choose, this home will not disappoint.

Guest favorite
A serene beach scene is presented, with palm trees swaying gently in the breeze. The sun is setting, casting warm light over the sand and illuminating the calm water, where boats are anchored in the distance. Lounge chairs are scattered along the shoreline.
Condo in East End
4.98 out of 5 average rating, 123 reviews

Ocean Front Steps to beach w/ pool and restaurant

Stay at Océan Bleu, a 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.

Popular amenities for Cowpet Bay rentals with a pool