
Family-friendly holiday rentals in Cowpet Bay
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cowpet Bay
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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!

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

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.

2BR/2BA AMAZING MagensBay View! SerenityNorthstar⭐️
Solar-Powered Luxurious 2BR w/breathtaking views of Magen’s Bay. Serenity Northstar is located in the Northside area of St. Thomas near Sibs, Mafolie Hotel, and Mountaintop. Full Air conditioning. Rent a car and live like a local. Short drive to famous Magens Bay Beach; Less than 10 min from shopping, dining, bars, etc. Includes SmartTVs with Netflix etc. 2 rms w/ King beds. Queen sofa-bed also included. 1 Rollaway cot. Sleeps up to 6ppl. Laundry. Private Parking. Patio. Killer views!

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.

Rockroom One Bedroom Condo at The Hills Saint John
"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

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

Epic View - Spacious 1 King 1 Queen 2 BDRM Suite
Welcome to Epic View, a place to enjoy a bit of Paradise. Wake up to a beautiful sunrise and 180 degree view of the surrounding islands. This brand new two bedroom, one bathroom suite, overlooks Sapphire beach and Lindquist beach, which are a 3 minute drive away. Redhook, St. John Ferry, BVI Ferries, restaurants, and grocery stores are just a 5 minute drive away. Epic View is also in close proximity to horseback riding, Coral World Park, and other beaches.

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.

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.
Popular amenities for Cowpet Bay family-friendly rentals
Family-friendly home rentals with a hot tub

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

*Beachfront Ely-sian Resort* Studio Double Suite

Skyflower Villa

BIG WATERFRONT VILLA WALK SHOPPING & RESTAURANTS

Seas The Moment - Newly Renovated 3 Bedroom Condo!

Seahorse Sands - Oceanfront 3 bedroom villa!

3 Bedroom Close to Beach and Pool! Cowpet's West.

Tropical Sands | Elysian Beach Resort | St. Thomas
Family- and pet-friendly home rentals

Island Escape for Two, Comfort and Class

Turtle’s Nest : Caribbean Studio Retreat

Mar Brisa

Romantic Private Pool Villa@Sapphire. Generator.

Your Own Whole House Beach Beach Central 4 Beds AC

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Sandy Bottoms @ Sapphire Beach

Bayview Condo in the heart of Red Hook
Family-friendly home rentals with a pool

Beachfront 2 Bed 2 Bath with Ocean View and Pool

Caribbean Getaway at Wyndham Elysian Beach Resort

Villa Hermosa - Beautiful with Pool & Ocean Views

Luxury Villa with Pool, steps from the Beach

Book Now! Caribbean Sunshine! Amazing Views!

"H2Oh What a Beach!" condo: Walk-out Beach Access!

Perfect Stay in Paradise - Beach - Pool - Gym!

Sapphire 2bd/2bath Penthouse; Marina & ocean views
Destinations to explore
- Punta Cana Holiday rentals
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- Little Saint James Holiday rentals
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- Sainte-Anne Holiday rentals
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- Serviced apartment rentals Cowpet Bay
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- House rentals Cowpet Bay
- Apartment rentals Cowpet Bay
- Rentals with a firepit Cowpet Bay
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- Rentals with a patio Cowpet Bay
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- Rentals with beach access Cowpet Bay
- Villa rentals Cowpet Bay
- Hotel rooms Cowpet Bay
- Rentals with a hot tub Cowpet Bay
- Family-friendly rentals East End
- Family-friendly rentals U.S. Virgin Islands
- Flamenco Beach
- Limetree Beach
- Magens Bay Beach
- Honeymoon Beach
- Coki Beach
- Secret Harbor Beach
- Cane Garden Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Virgin Islands National Park
- Peter Bay Beach
- The Baths
- Josiah's Bay
- Sun Bay Beach
- Maho Bay Beach
- Coral World Ocean Park
- Isla Palomino
- Cane Bay
- Paradise Point Tranway
- Brewers Bay Beach
- Cruz Bay
- Lindquist Beach
- Point Udall
- Sandy Point Beach





