Family-friendly holiday rentals in Cowpet Bay

4.99 out of 5 average rating, 107 reviews

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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4.93 out of 5 average rating, 112 reviews

Stylish Elysian Condo | Beach, Pool & Restaurants

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

KitchenIndoor spacesOutdoor spaces

4.89 out of 5 average rating, 35 reviews

Beautiful East End 2BR Condo with Stunning Views

The East End of St. Thomas has it all—beautiful beaches, world-class diving, dining, shopping, nightlife, and a quick ferry to St. John. Whether you want to relax or explore, "Brooksea" condo puts you in the heart of it all! This family-friendly 2-bedroom, 2-bath condo features stylish furnishings and a breezy balcony with stunning views of St. John and the Caribbean Sea. Enjoy the beachfront pool, gym, yoga room, and tennis courts, with the beach just steps away. Just minutes from Red Hook!

Indoor spacesKitchenLocation

4.95 out of 5 average rating, 44 reviews

A private balcony offers a scenic view of the resort grounds, framed by palm trees and vibrant blue skies. A small glass-top table is accompanied by two chairs, positioned on a patterned rug that enhances the outdoor experience.

Apartment in East End

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.

FamilyKitchenSleep quality

4.98 out of 5 average rating, 102 reviews

Villa in Anna's Retreat

Good Vibes Only Ocean Villa-Views/Pool/Sundeck/Fun

Gorgeous Caribbean paradise w/ a salt water pool. Sleeping for 10 including 3 private bedrooms w/ensuite bathrooms. Sprawling living & fully stocked kitchen. Additional Queen sleepers in living & master + 1/2 bath. Enjoy stunning ocean views w/ direct line of site over to White Bay in the BVI, Tortola, Hans Lollik & Mandahl Beach/Salt Pond. The villa is equipped w/multiple patio areas & stunning pool w/ soothing trade-winds that blow through the property for comfortable outdoor living.

Indoor spacesKitchenBarbecue

4.97 out of 5 average rating, 158 reviews

Home in East End

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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Superhost

An aerial view captures The Anchorage Condominiums along the shoreline, featuring lush green landscaping and the turquoise water below. A swimming pool and tennis courts are visible in the community area, while nearby palm trees sway gently in the breeze.

4.84 out of 5 average rating, 102 reviews

Beachside 3BR Bedroom Condo/walk to 2 restaurants

Welcome to Luna Sol, a charming 3 bedroom condo in The Anchorage Condominiums. - Backup emergency generator - Steps from the beach and close to Red Hook - Shared gym and pool on premises - Beautiful shoreline walk to Cowpet Beach - 25-point property inspection for quality assurance - Complimentary concierge service for personalized trip planning - Large inventory of properties for larger groups - 24/7 maintenance and emergency hotline Have questions? Just ask!

FamilyIndoor spacesAmenities

5.0 out of 5 average rating, 28 reviews

Lush greenery lines the shoreline, with vibrant red and orange flowers capturing attention. The clear turquoise water is visible, alongside a sandy beach in the distance. Features of the surrounding area include low-rise buildings and gentle waves lapping at the coast.

Apartment in East End

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.

KitchenFamilyBeach

4.91 out of 5 average rating, 100 reviews

A covered balcony showcases two rattan chairs and a small table, complemented by a potted plant. The view features vibrant blue waters, lush greenery, and distant hills under a clear sky, creating a relaxing outdoor space.

Apartment in East End

Gigi’s Luxury Beach Hideaway | Pool & Beach

Have fun with the whole family at our stunning and recently renovated 3-bedroom, 2-bathroom condo, located East End at the highly sought after gated property of Cowpet Bay West. This luxurious retreat comfortably accommodates up to 6 guests and offers breathtaking views, stylish furnishings, and resort amentities including a pool, hot tub, beach, watersport rentals, and two restaurants on property. Back-up generator on property for any island wide power outages.

Indoor spacesFamilyCheck-in

4.98 out of 5 average rating, 124 reviews

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.

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A serene beach setting is captured, featuring gentle waves lapping at the shore. Sun loungers are positioned in the foreground, surrounded by palm trees. Calm waters reflect the soft hues of a sunset, and boats can be seen anchored in the distance.

5.0 out of 5 average rating, 77 reviews

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.

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