Holiday rentals with a hot tub in Cowpet Bay

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

Upper Grande Bay-Studio King plus 1 foldout

FRESH AND UPDATED studio unit in the heart if Cruz Bay at Grande Bay Resort. King bed studio suite with a full foldout sofa, Kitchenette & living room seating area, washer dryer. Amazing view from inside & balcony perched high up on the hill over looking Cruz Bay and surround. Great for a honeymoon, anniversary, or any getaway! Very clean unit & well appointed furnishings. . Wake up to the Caribbean Blue water & sun! Please note. PARKINGis NOT included-paid parking offsite or taxis

NEW! - Waterfront, Walk to Beach, Balcony

Wake up to sparkling blue water in this 2BR/2.5BA East End condo, a short stroll to Cowpet Beach. Lounge by pool, dine steps away at 2 restaurants or explore nearby Red Hook & St John by ferry. Enjoy a large balcony, AC, WiFi, Smart TV, and a fully equipped kitchen. Both bedrooms feature en-suite baths, with the primary suite overlooking the ocean. Gated community with 24/7 security and concierge services to plan boat trips, snorkeling, private chefs, and more. Your island getaway starts here.

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

NEW WATERFRONt Villa at Magens Bay, hot tub, Jeep

This new waterfront villa is conveniently located steps away from the Platform beach and 5 min. drive to famous Magens Bay Beach. Enjoy morning coffee watching turtles or Eagle rays flying above the turquoise water right from your balcony. This extraordinary furnishing and modern feel will provide cozy and exceptional vacation for your family and friends. The outdoor space offers great relaxing area overlooking the Caribbean sea. Hot tub brings the resort feel with the privacy you deserve.

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.

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!

Beachfront 2BR: Pool, Restaurants, Ferry, Beach

Bananaquit Condo is a relaxed oceanside 2BR, 2-bath escape at Cowpet Bay on the east end of St. Thomas, near Red Hook and the St. John ferry. Wake up to ocean views and trade winds, then walk just 3 minutes to the beach, pool, hot tub, pool bar, and beachfront dining. With full AC, fast Wi-Fi, keyless self check-in, reserved parking, and backup generator support, it’s an easy and comfortable base for couples or families exploring St. Thomas and St. John..

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.

Seaview in St. Thomas

Newly Renovated! (Not all pics are of updated space) Relax with the whole family at this peaceful place to stay. End unit in a quiet condominium complex with beach and pool access. Poolside bar, restaurant, and beachside bistro steps from your door. Water sport rental on the property. Easy access to downtown Red Hook with great restaurants and a ferry to St. John. Truly a little piece of paradise!

6 Min Walk to Beach + Dining | Pool & Hot Tub

Enjoy your vacation in the comfort of a home away from home. You and your guest will enjoy Cloud Nine's newly decorated island decor and comfortable beds, towels and surroundings. Everyone will enjoy the breath taking views of the Caribbean on the balcony and feel the warm trade winds day and night. A short walk to the beach is where you'll find the soft sand and turquoise water to swim and relax in.