
Condo holiday rentals in Cowpet Bay
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Top-rated condo rentals in Cowpet Bay
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Book Now! Caribbean Sunshine! Amazing Views!
Book Now! Down Island Dream is a 1BR/1BA luxury villa @Point Pleasant Villas on the East End of St Thomas. 2 Restaurants, 3 pools, nature trail & a small intimate beach to enjoy. Your vacation home/5 minutes to Red Hook w/shops, bars, restaurants & the ferry to St John where you can explore, hike & enjoy our National Park Beaches! 3 mins to Lindquist & Coki beaches. Amazing views & refreshing breezes await you at Down Island Dream! Try our home away from home for the week & fall in love!

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

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!

Luxury Beachside Escape w Private Pool + Generator
This villa is absolutely amazing, completely renovated with high-end luxe finishes. New kitchen with quartz counters, bathroom with garden shower and skylight, a gorgeous bedroom with king bed; and 55" TV in the living room with cable, DVDs and WiFi. Our private pool under palm trees is perfect for enjoying your St Thomas vacation, when not at the beach. Sapphire beach and Lindquist beach are 3 mins away, and two of the best beaches in the Caribbean. We promise you will absolutely love it!

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

Stunning 2/2 Condo-Cowpet West #34-Steps to BEACH!
This condo has been newly renovated, with a Caribbean Flair. You can see the beautiful blue water of the Caribbean from the balcony. The condo is located on the East End of the Island. 5 minutes to Redhook where there is Moe’s Fresh Market, gift shops and great dining.. The ferry terminal is also right there The Elysian Beach Resort is right next door. There are two restaurants, snorkel gear, kayak and chair rentals there right on the beach. The beautiful pool is yours to use as you please.

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.

Oceanfront Bliss & Perfect Sunsets + Backup Power
Our fully renovated 1BR/1BA condo is PERFECT for couples, small families or a friends getaway. Enjoy stunning ocean views and the sound of waves from every room or your private balcony. Watch breathtaking sunsets and cool off in one of three crystal-clear pools. Located in a gated community, just steps from the beach, oceanside pool, and seaside dining. Only 10 min to Red Hook (ferries to St. John & BVI) and Havensight, and 15 min from the airport—your perfect island escape! 🌴

Sunrise Sapphire Beach 2-Corner Unit + Generators
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

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.

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.
Popular amenities for Cowpet Bay condo rentals
Weekly condo rentals

Generator - Walk to beach - Resort Hot Tub + Pool!

Amazing Beachfront Condo with Pool & Restaurants!

Sunkissed Serenity -Island Chic Home at Cowpet Bay

Serenity By the Sea

Bayside Retreat | Oceanview, Pool & Walk to Beach!

Beachfront 2brms, Pool, Ocean Views, Restaurants

Leap of Faith at Cowpet Bay East

Caribbean Getaway at Wyndham Elysian Beach Resort
Pet-friendly condo rentals

Rockroom One Bedroom Condo at The Hills Saint John

Beachfront Oceanview Condo with Private Balcony

Romantic Private Pool Villa@Sapphire. Generator.

⛱️2BR 1bath Caribbean Condominium Downtown area

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Beachfront Villa Emerald | Generator, TOP FLOOR!

Premium Oceanfront Sapphire Beach Resort & Marina

Dreamy Beachfront Escape!
Condo rentals with a pool

Beachfront 2 Bed 2 Bath with Ocean View and Pool

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

Stunning Ocean View w/Balcony~Shades of Sapphire~

Perfect Stay in Paradise - Beach - Pool - Gym!

Sapphire 2bd/2bath Penthouse; Marina & ocean views

2025 Renovated • On Sapphire Beach • King Bed

Ocean views from every room!

Seahorse Sands - Oceanfront 3 bedroom villa!
Destinations to explore
- Resort rentals Cowpet Bay
- Rentals with pools Cowpet Bay
- Rentals with a patio Cowpet Bay
- Serviced apartment rentals Cowpet Bay
- Apartment rentals Cowpet Bay
- Fitness-friendly rentals Cowpet Bay
- Rentals with a kayak Cowpet Bay
- Rentals with outdoor seating Cowpet Bay
- Family-friendly rentals Cowpet Bay
- Rentals with beach access Cowpet Bay
- Rentals with an EV charger Cowpet Bay
- Waterfront rentals Cowpet Bay
- Beachfront rentals Cowpet Bay
- House rentals Cowpet Bay
- Rentals with a fire pit 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
- Condo rentals East End
- Condo rentals U.S. Virgin Islands
- Flamenco Beach
- Magens Bay Beach
- Honeymoon Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Sun Bay Beach
- Maho Bay Beach
- Josiah's Bay
- Cane Bay
- Coral World Ocean Park
- Isla Palomino
- Paradise Point Tranway
- Cruz Bay
- Brewers Bay Beach
- Lindquist Beach
- Point Udall
- Sandy Point Beach





