Family-friendly holiday rentals in Cowpet Bay

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Top-rated family-friendly rentals in Cowpet Bay

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A view of lush palm trees and vibrant greenery is presented, offering a glimpse of the sparkling Caribbean Sea in the distance. Soft sunlight filters through the fronds, creating a serene and inviting outdoor space.
Apartment in East End
4.88 out of 5 average rating, 33 reviews

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!

Top guest favourite
The living area features a blend of comfortable seating with a wicker style sofa and armchairs. A ceiling fan promotes airflow, while a flat-screen television is mounted for entertainment. Large sliding doors offer a view of the outdoor space and the Caribbean beyond.
Apartment in East End
4.96 out of 5 average rating, 148 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

Guest favourite
Apartment in East End
4.93 out of 5 average rating, 110 reviews

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

Top guest favourite
A spacious living area features high vaulted ceilings with wooden beams. A large dining table accommodates guests, surrounded by cozy seating options. Along one wall, an extensive book library is displayed, complemented by vibrant artworks. Soft rugs enhance the inviting atmosphere of the room.
Villa in Charlotte Amalie
4.99 out of 5 average rating, 152 reviews

Tropical Modern Loft | SoHo Style | Concierge

Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

Top guest favourite
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.
Flat in East End
4.95 out of 5 average rating, 37 reviews

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.

Top guest favourite
A modern living area features a comfortable seating arrangement with a dark sectional sofa and light accent chairs. Natural light filters through large windows, highlighting the room's stylish decor, including a unique chandelier and a tasteful area rug, all with views of the harbor.
Flat in Charlotte Amalie
4.96 out of 5 average rating, 142 reviews

Stylish & Luminous 2BR-spectacular water views!

Welcome to a newly renovated 1,800 sq foot 2 bedroom located in the heart of historic Charlotte Amalie! Our space is perfect for travelers who wish to experience the beauty of the US Virgin Island. Each room is oversized, with tall ceilings, and boasts stunning panoramic views of the Caribbean that are sure to take your breath away. The space is as stylish as it is comfortable, with modern furnishings and luxurious touches throughout, yet contextually appropriate for the historic setting.

Top guest favourite
A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.
Home in East End
4.97 out of 5 average rating, 149 reviews

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.

Guest favourite
A serene beach scene is presented, with palm trees swaying gently in the breeze. The sun is setting, casting warm light over the sand and illuminating the calm water, where boats are anchored in the distance. Lounge chairs are scattered along the shoreline.
Apartment in East End
4.98 out of 5 average rating, 117 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.

Top guest favourite
A bright living area features large windows that frame scenic mountain views. A light-colored sofa and two armchairs surround a wooden coffee table, complemented by a natural stone accent wall. Decorative plants add a touch of greenery, while a television is mounted on the wall.
Flat in Cruz Bay
5 out of 5 average rating, 123 reviews

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.

Top guest favourite
A wide arched window frames a stunning view of the serene ocean. The turquoise waters reflect the sky, with a sailboat gently bobbing in the distance. Lush greenery is visible along the coastline, contributing to the coastal scenery.
Apartment in East End
4.92 out of 5 average rating, 74 reviews

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!

Guest favourite
Apartment in East End
5 out of 5 average rating, 14 reviews

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.

Guest favourite
A tranquil beach scene is presented, featuring soft sands lined with palm trees and colorful beach umbrellas. Calm turquoise waters gently lap at the shore, where various boats are anchored. The backdrop includes a scenic resort and lush greenery, reflecting a serene coastal atmosphere.
Apartment in East End
4.98 out of 5 average rating, 43 reviews

Beachfront 2BR Condo with Pool Access

Welcome to a serene 2-bedroom beachfront condo at Cowpet Bay West. - Each bedroom has a private en-suite bath. - Enjoy free chaise lounges and access to Elysian Pool and Hot Tub. - Dine at Caribbean Fish Market and Sangrias nearby. - Just 2 minutes from the beach and 5 minutes from Red Hook's shops and ferry. - Explore five more beaches within a mile.

Popular amenities for Cowpet Bay family-friendly rentals