
Vacation rentals with a pool in Cowpet Bay
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Top-rated rentals with a pool in Cowpet Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Killer View; Book w/a Local for the Inside Scoop!
Check out my reviews - Top Tier Service from the Local St. Thomian! Sherri has lived in St. Thomas for 20+ years! JUST 200 FEET to the BEACH, Kid Friendly, Gated Community w/ Parking. On the BEACH: 2 Restaurants, lounge chairs, pool, & hot tub, 2 bars, & beach toys to rent. Within MILES: Ferry to nearby islands, Restaurants, Charter Boats, Grocery stores, Banks, Boutiques, Jewelry, Postal service, Pharmacy, Medical care, & more. ASK for Sherri's Custom Handouts including her BEACH GUIDE
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Tropical Sands | Elysian Beach Resort | St. Thomas
Welcome to Tropical Sands, a luxurious beachfront condo at the Elysian Beach Resort, only 5 minutes from Red Hook! Perfect for family vacations and romantic getaways, this condo has it all! Enjoy stunning views from private balconies overlooking Cowpet Bay's turquoise waters. Amenities include kitchen, two full baths, WiFi, and washer/dryer. Guests enjoy all resort perks like pool, hot tub, water sports, and dining at Caribbean Fish Market and Sangria's Beachside Bistro. Truly a paradise escape!
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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!
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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!
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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
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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.
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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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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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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.
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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.
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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.
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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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Popular amenities for Cowpet Bay rentals with a pool
House rentals with a pool

IRIE Tides-Sapphire beachfront!
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The Caribbean Farmhouse/Ocean Views, Solar Power
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Villa Fratelli Garden
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Mar de Amores great Views, private pool generator
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Ocean Kaleidoscope Living
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Ylang Ylang - Luxury 2 Suite Villa in Cruz Bay...
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Wild Ginger at Casa Tre Fiori
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Villa Beso Del Sol - Three Bedroom Cozy Oasis
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Condo rentals with a pool

Rockroom One Bedroom Condo at The Hills Saint John
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Beachside 3BR Bedroom Condo/walk to 2 restaurants
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Wrap Around Balcony w/Amazing Views! Remodeled!
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HarborView @ Sapphire Beach *NEW Condo Listing*
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Beachfront 2brms, Pool, Ocean Views, Restaurants
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Your Perfect Beachfront Condo in Paradise
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Oceanfront Bliss & Perfect Sunsets + Backup Power
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Seas The Day
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Other vacation rentals with a pool

Island Timin' Elysian Cowpet Bay Beach Resort USVI
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Sunkissed Serenity -Island Chic Home at Cowpet Bay
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USVI St Thomas /Cowpet Bay East
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Leap of Faith at Cowpet Bay East
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Seahorse Sands - Oceanfront 3 bedroom villa!
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Studio Beach Bliss @ the Elysian
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5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach
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Palmetto Pointe- Waterfront, Pool, Tennis & Beach
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Destinations to explore
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- Flamenco Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Honeymoon Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Mosquito Bay Beach
- Peter Bay Beach
- Isla Palomino
- Maho Bay Beach
- Josiah's Bay
- Coral World Ocean Park
- Cane Bay
- Paradise Point Tranway
- Lindquist Beach
- Brewers Bay Beach
- Cruz Bay
- Sandy Point Beach
- Point Udall





