Family-friendly holiday rentals in Cowpet Bay

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Top-rated family-friendly rentals in Cowpet Bay

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Guest favourite
A spacious balcony offers a relaxing seating area with comfortable chairs and a table, overlooking the scenic Sapphire Beach. Lush palm trees sway in the gentle breeze, framing views of the turquoise waters and distant mountains under a partly cloudy sky.
Apartment in East End, St. Thomas
4.89 out of 5 average rating, 182 reviews

Seaside Escape at Sapphire Beach Resort

About the Unit Seaside Escape is a two-story penthouse villa located directly on the stunning Sapphire Beach, one of the most beautiful beaches in St. Thomas. It has floor-to-ceiling glass doors that lead you out to two large balconies where you can relax while enjoying the unmatched beauty of the Caribbean Sea. The first floor consists of a full bath with shower, kitchen, a living room with a queen sleeper sofa, comfortable chair and ottoman, flat-screen tv, dining set, and a large balcony. Kitchen appliances include stainless steel refrigerator with ice maker, brand new stovetop, microwave, toaster oven, NuWave Precision Induction Cooktop, coffee pot, blender, and an electric grill. Upstairs you will be able to unwind in a bedroom with 18-foot high cathedral ceilings that give the space an authentic Caribbean charm. Bead board wainscoting runs throughout the condo, and frames the luxurious king bed, giving it an extra dose of style. Incredible views can also be seen from the bed, and the second large balcony provides a second space for drinking coffee and enjoying the splendor of the Caribbean Sea. An additional sleeper sofa can also be found in the bedroom, along with a flat-screen tv, closet and full master bath with shower. Sapphire Beach Resort Seaside Escape is located in Building C of Sapphire Beach Resort. The resort sits on a beautiful sandy beach with turquoise waters that are ideal for snorkeling the reef that lies beneath. A multi-level pool overlooks the sea and has the best views of St. John that St. Thomas has to offer. There is also a shallow level of the pool that is perfect for kids. For adults, some of the island’s best entertainment can be found at Sapphire Beach Bar. It sits directly on Sapphire Beach, and offers delicious food and drinks in a laid-back environment with stunning ocean views. Multiple televisions show all the big games from back home, and live music can be heard several days a week. Covered cabanas are located nearby and are great for families or friends to hang out and enjoy their surroundings. The Beach Buzz is just steps away and offers coffee and breakfast items, sandwiches, smoothies, frozen yogurt, and sundries. Sea Salt is a fine dining seafood restaurant with amazing ocean views. Paradise Pie is also located at Sapphire and has great pizza. Just a short walk up the hill is Sudi’s Caribbean Bar and Grill at Sapphire Village. It’s a casual pool-side restaurant offering traditional American food and pizza. We also have Sapphire Marina which offers many exciting excursions such as day sails, snorkeling trips, and jet ski rentals. Location One of the best things about Seaside Escape is its location! We are located just a short two-minute drive from Red Hook, a fun little town on the East End of St. Thomas. In Red Hook, you will find many restaurants, bars, shops, a couple of grocery stores, and best of all the ferry to St. John! We are also surrounded by many beautiful beaches such as Lindquist Beach, Coki Point, and Secret Harbour. You can rent a car to explore all the area has to offer, or you can take advantage of the on-site taxi stand that has taxis always waiting to take you where you need to go. The $1 Safari buses also stop at the top of our hill, and will also take you into Red Hook. Security Sapphire Beach Resort is a gated community with 24-hour security guards. Extras We offer complimentary beach chairs that are placed on the beach by an attendant in the exact spot that you want them. We also provide beach chairs, towels, noodles, and a cooler. *A four-door Jeep Wrangler is available to rent for an additional fee. Arrangements must be made in advance of your stay. *Free parking located directly behind unit.

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, 109 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, 146 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
4.94 out of 5 average rating, 36 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 balcony railing frames a sweeping view of the turquoise waters and lush greenery of the surrounding landscape. Palm trees are visible, and distant islands can be seen in the horizon under a clear blue sky.
Home in St Thomas
4.96 out of 5 average rating, 197 reviews

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!

Top guest favourite
Flat in Cruz Bay
4.99 out of 5 average rating, 186 reviews

Sieben Apartment * Pool* next to Hiking trails

Sieben is a spacious 2 bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both bedrooms feature memory foam mattresses. Primary bedroom has a king bed with private en-suite bathroom. Second bedroom can be set up as two twin beds or one king. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay, restaurants, and grocery stores. 25 min drive to North Shore Beaches. 4 ft shared pool with two other apartments and shared BBQ by the pool.

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, 147 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.

Superhost
Apartment in East End
4.82 out of 5 average rating, 151 reviews

Amazing View: 1 Bed/1 Bath Villa on Red Hook strip

We are located in the Heart of Red Hook, within walking distance of the market, banks, ferries, restaurants, entertainment & much more! We host multiple units in the same building, 1 and 2 bedroom units. Be sure to click our profile picture (JBH Rentals) to view more listings. Please feel free to send an inquiry if you have trouble viewing. For returning guest, we do offer "In-Season" discounts toward any unit we host.

Guest favourite
A bright living space features a white sofa paired with a matching armchair, set on a woven rug. A wooden coffee table sits in front, and framed photographs adorn the walls. Natural light enters through large windows, creating a cozy, inviting environment.
Cottage in Cruz Bay
4.89 out of 5 average rating, 193 reviews

Cruz Bay Coastal Cottage. Fresh, Private.

The Coastal Cottage is within convenient walking distance to Cruz Bay beach, shops, restaurants, and grocery stores. There's no need to rent a car for your stay, but be prepared for walking some hills! Recently renovated, the decor is fresh and comfortable with a full kitchen. There is AC in the bedroom and great room, with a screened-in porch for quiet relaxation.

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