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Vacation rentals with a pool in Cowpet Bay

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Top-rated rentals with a pool in Cowpet Bay

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Top guest favorite
A modern condominium building stands prominently along Cowpet Bay, featuring a coral pink facade complemented by white roofing. Lush palm trees surround the area, while a small boat is anchored in the foreground. Calm waters reflect the bright blue sky, enhancing the serene tropical setting.
Condo in East End
4.98 out of 5 average rating, 63 reviews

Stay in the Pink Paradise at Elysian Beach Resort

This modern & bright 2 bed, 3 bath condo is located on beautiful Cowpet Bay just steps away from a quiet beach, pool with a hot tub, tennis court, & 2 on site restaurants. Large enough to bring your whole family, this 1500 sf condo includes 2 private bedrooms & a queen size sleeper sofa. Cowpet Bay is home to St. Thomas Yacht Club, Caribbean Fish Market, & Sangrias for your dining pleasure. Sit back, relax & enjoy views of Christmas Cove from the beach. Welcome to your stay in the Pink Paradise!

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
A dining table set for breakfast is positioned on a private balcony, facing the beach. Plates of fruit, cups, and a pastry are visible. The turquoise waters of the Caribbean Sea and nearby islands create a scenic backdrop, complemented by lush greenery.
Condo in East End
4.82 out of 5 average rating, 129 reviews

Sapphire Outlook Villa: Oceanfront Sapphire Beach

* Welcome to Sapphire Outlook Villa * 2-story top-floor villa on Sapphire Beach (approx. 1000 sq. ft.) * Two private balconies with breathtaking beach and ocean views * Fully equipped kitchen, including a dishwasher * Two renovated full bathrooms for convenience * Private Main Suite on the upper level with 2 queen size beds * Red Hook’s dining, shopping, marinas & ferries nearby * Walk to fine dining at Sea Salt restaurant, Coffee Shop & Beach Bar * Sleeps up to 6 people but is also great for 2

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
Apartment in Saint Thomas
4.98 out of 5 average rating, 209 reviews

Hillside Hideaway

Perfect getaway for an island getaway, business, or solo adventuring. This well appointed one bedroom apartment is nestled in a quiet central hillside neighborhood with views of Hans Lollik, Jost Van Dyke, and Tortola islands. Conveniently located one mile from Magen's Bay and ten minutes to downtown Charlotte Amalie by car. Rental car is a must! Come enjoy the tranquil views, take a dip in the pool, and experience St. Thomas like a local. Please read all listing details and house rules.

Guest favorite
A living area showcases a spacious teal sectional sofa, accented by patterned cushions. A round dining table with woven chairs is positioned nearby. Large glass doors open to a balcony, providing views of the ocean. Light-colored walls and flooring create a bright ambiance.
Condo in East End
4.85 out of 5 average rating, 175 reviews

Serene Beach Condo- One Bedroom w/ Balcony-2 Pools

Fully Renovated 1 Bdrm Condo located East on the beautiful island of St. Thomas! This condo is located at Sapphire Village right outside of Red Hook-minutes drive from restaurants, bars, nightlife, banking, shopping and ferry to St. John! 25 mins from airport! Enjoy breathtaking views of STJ from your own balcony! Property has hotel amenities including 2 pools, great snorkeling, 3 restaurants, beach bar, coffee shop all on property! This unit is directly above Sudis Restaurants and Pool.

Guest favorite
Condo in East End
4.94 out of 5 average rating, 107 reviews

Two Bedroom Beachfront Condo at Sapphire Beach

Our unit comfortably sleeps 4 guests in two fully furnished bedrooms, two full bathrooms, a full-sized kitchen, a large living area and two balconies with waterfront views. All modern conveniences are available. Housekeeping services with fresh towels and linens are provided during your stay (every 5 days) and beach towels are provided for daily use and exchanged as often as needed. We also offer on site a full service restaurant, casual restaurant, bar, coffee shop and boutique.

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, 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 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.

Guest favorite
A scenic view of the marina showcases numerous boats docked along the calm waters. Lush green hills rise in the background against a partly cloudy sky. The vibrant blue sea reflects the natural light, creating a serene coastal atmosphere.
Condo in St Thomas
4.92 out of 5 average rating, 405 reviews

Sunrise Sapphire Beach 2-Corner Unit Balcony

Renovated Studio Condo at Sapphire beach! Corner Unit with large outdoor living area and seating for 8 and tons of natural light! Grill for cooking on the EXTRA LARGE BALCONY. Full Chefs Kitchen and Granite countertops, NEW Lighting, AC unit, Bedding, Bed and all NEW furniture! 55" Smart TV with Netflix access. Beach chairs at Sapphire Beach included in your rental! Memory Foam Bed. This unit is one of best locations in the building. We do not offer cable tv package

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, 109 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.

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