
Holiday rentals with a pool in Cowpet Bay
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Top-rated rentals with a pool in Cowpet Bay
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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

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!

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!

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

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.

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. We have beach chairs, coolers and towels for the beach.

Oceanfront Cowpet | Unobstructed Views & Generator
Villa del Mar is a newly renovated 2BR/2BA beachfront condo with unobstructed oceanfront breathtaking panoramic views. Fall asleep to the sound of waves and enjoy sunsets from your private balcony. Walk to the beach, pool, restaurants, bar and watersport rentals. Located on St. Thomas’s East End right next to the Ritz-Carlton, just 5 minutes to Red Hook and the St. John ferry. Fully equipped kitchen, Wi-Fi, AC, and automatic generator for a worry-free stay.

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.

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.

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.

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.

Amazing Beachfront Condo with Pool & Restaurants!
Elysian Beach Resort offers a stunning condominium with a private entrance, full kitchen, two king bedrooms, and one twin bed, one full size pull-out sofa along with three bathrooms. Each room boasts breathtaking views of the Caribbean ocean, and guests have full access to the beach, pool, hot tub, and tennis courts. On-site dining options include the Caribbean Fish Market, Sangria's, and the Pool Bar.
Popular amenities for Cowpet Bay rentals with a pool
House rentals with a pool

Island Retreat - Generator/Ocean View/Heated Pool

IRIE Tides-Sapphire beachfront!

Seaside Charm - Beachfront Romantic Getaway!

The Caribbean Farmhouse/Ocean Views, Solar Power

Villa Fratelli Giardino

Welcome to Tòti Bella!

Ocean Kaleidoscope Living

Ylang Ylang - Luxury 2 Suite Villa in Cruz Bay...
Apartment rentals with a pool

Rockroom One Bedroom Condo at The Hills Saint John

Beachside 3BR Bedroom Condo/walk to 2 restaurants

Sunrise Sapphire West-A Building-NEW AC-

Wrap Around Balcony w/Amazing Views! Remodeled!

Sail Away II-WOW Beachfront to Paradise Remodeled

Leap of Faith at Cowpet Bay East

Seas The Day

Tropical Sands | Elysian Beach Resort | St. Thomas
Other holiday rentals with a pool

Beachfront 2 Bed 2 Bath with Ocean View and Pool

Orchid Del Sol - 2B/2B Condo Ocean Front

Island Timin' Elysian Cowpet Bay Beach Resort USVI

Luxury condo with panoramic water views!

Serenity By the Sea

Sunkissed Serenity -Island Chic Home at Cowpet Bay

Seahorse Sands - Oceanfront 3 bedroom villa!

Palmetto Pointe- Waterfront, Pool, Tennis & Beach
Destinations to explore
- Rentals with beach access Cowpet Bay
- Rentals with a patio Cowpet Bay
- Serviced apartment rentals Cowpet Bay
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- Fitness-friendly rentals Cowpet Bay
- Rentals with a kayak Cowpet Bay
- Resort rentals Cowpet Bay
- Rentals with outdoor seating Cowpet Bay
- Family-friendly rentals Cowpet Bay
- Rentals with an EV charger Cowpet Bay
- Waterfront rentals Cowpet Bay
- Beachfront rentals Cowpet Bay
- House rentals Cowpet Bay
- Rentals with a firepit Cowpet Bay
- Rentals with a hot tub Cowpet Bay
- Hotel rooms Cowpet Bay
- Rentals with a washing machine and dryer Cowpet Bay
- Villa rentals Cowpet Bay
- Rentals with pools East End
- Rentals with pools U.S. Virgin Islands
- 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
- Peter Bay Beach
- Maho Bay Beach
- Josiah's Bay
- Isla Palomino
- Coral World Ocean Park
- Cane Bay
- Paradise Point Tranway
- Lindquist Beach
- Brewers Bay Beach
- Cruz Bay
- Sandy Point Beach
- Culebrita Beach
- Point Udall





