Holiday rentals in Cowpet Bay

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Top-rated holiday rentals in Cowpet Bay

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Top guest favourite
Apartment in East End
5 out of 5 average rating, 36 reviews

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!

Top guest favourite
Apartment in East End
4.98 out of 5 average rating, 56 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 favourite
Apartment in East End
4.95 out of 5 average rating, 127 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

Top guest favourite
Apartment in East End
5 out of 5 average rating, 107 reviews

East End/Ocean Front/steps 2 beach/pool/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, and access to the beach, pool, and two restaurants. The condo has modern appliances, beach decor, and a fully equipped kitchen. Free WiFi, linens, beach towels, and laundry soap 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 favourite
Flat in East End
5 out of 5 average rating, 17 reviews

Get Away at Strawberry Grouper

Enjoy the beautiful crystal blue waters of Cowpet Bay within 100 steps to the beach and pool at these luxury condominiums. This 2 bedroom/2 bathroom, unit has enough beds to accommodate up to 8 (4 adults/4 kids) with max of 6 adults. Quiet location at the east side of St. Thomas and just minutes to Red Hook. Walk out your door to the back patio to the gas grill. It's all here at this fully furnished condo including refurnished kitchen, onsite restaurants, bars, sunsets, washer, and dryer.

Guest favourite
Apartment in East End
5 out of 5 average rating, 52 reviews

Direct Ocean front , steps to the Sandy Beach

Enjoy UNOBSTRUCTED views of beautiful Cowpet Bay w/FULL BACK UP GENERATOR! All while savoring the trade-wind breeze on your private balcony at Cowpet Bay West! This spacious 2BR, 2BA condo with LARGE PRIVATE BALCONY sits DIRECTLY ON THE WATER & DIRECTLY ON THE BEACH, where the gentle sound of waves will give you a feel of peace and relaxation. This gated-community villa has all you need, just 60 STEPS to the semi-private beach and the crystal blue Caribbean water! Pool and hot tub access.

Guest favourite
Flat in East End
5 out of 5 average rating, 11 reviews

Windward Breeze – Walk to Beach!

Welcome to Windward Breeze – a brand-new 2025 remodel in stunning Cowpet Bay! This luxurious 3-bedroom, 3-bathroom condo offers incredible views of the surrounding islands, St. John, and a sandy beach. Relax in the resort-style pool and hot tub, or dine at two on-site restaurants with a lively bar. Swim, snorkel and soak up the Caribbean sun in paradise. Experience the ultimate island getaway in the most updated and stylish rental in Cowpet Bay! See our listings for many 5-star reviews!

Guest favourite
Home in East End
5 out of 5 average rating, 15 reviews

One Bedroom Condo at Cowpet Bay East, St. Thomas

Perfect island getaway condo with on-site beach and restaurants. Close to downtown Red Hook with its shops, restaurants and marina. The condo has been recently remodeled and we include beach chairs, coolers and snorkel gear for guest use. It is very convenient for hanging on the beach, at the pool or in the hot tub. A nice balcony allows you see the water and sights as you sip coffee or drinks. The condo is set up as a one bedroom but does have a sofa bed in the living room.

Guest favourite
Apartment in St Thomas
4.87 out of 5 average rating, 61 reviews

Cowpet Bay West 2 bedroom 2 bath condo.

This 2 bedroom 2 bath Cowpet Bay condo is perfect for big family’s or groups of 6. The views from the oversized patio are incredible. There are 2 onsite restaurants, The Caribbean Fish Market and Sangrias Beachside Bistro. You don’t have to drive to your charter, they are all right here in Cowpet Bay! Parking is a problem on the island but you have your own designated spot right next to the door. Beach chairs are provided every morning at the beach. You will love this unit!

Guest favourite
Apartment in East End
5 out of 5 average rating, 26 reviews

Beachfront 2-Bedroom Condo in St. Thomas

Welcome to your beachfront paradise! - Beachfront 2-bedroom condo with private en-suite baths - Exclusive access to Elysian Pool and Hot Tub - Dining at Caribbean Fish Market and Sangrias on-site - Just a 2-min walk to the beach with complimentary lounges - Explore five additional beaches within a mile - Vibrant Red Hook with shops, dining, and St. John ferry nearby Discover the true essence of beachfront living in this exquisite two

Top guest favourite
Apartment in East End
5 out of 5 average rating, 35 reviews

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.

Superhost
Apartment in Saint Thomas
4.78 out of 5 average rating, 110 reviews

Ocean View Condo

Ocean View Condo's fantastic location puts the beach, tennis, gym, and pool all at your fingertips. Located in Nazareth, on the east end of St. Thomas, this condo is located next door to the St. Thomas Yacht Club. This comfortable condo offers a private balcony with a breathtaking view of Cowpet Bay. Find a gated community with tons of free, on-site, parking and walk down to the small, on-site, community beach!

Popular amenities for Cowpet Bay holiday rentals