Holiday rentals in Date Tree Hill

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Top-rated holiday rentals in Date Tree Hill

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Guest favourite
A large balcony features a plunge pool, colorful beach balls resting on the edge. A blue hammock is suspended nearby, with views of the ocean and palm trees under a clear sky, creating a serene atmosphere for relaxation.
Home in Bathsheba
4.8 out of 5 average rating, 148 reviews

Tranquil/4 King Bed/Plunge Pool/East Coast/RecRoom

Perched on a hillside, this beautiful home offers sweeping 180-degree ocean views of Barbados’ rugged east coast. A peaceful beach is just a three-minute walk away, ideal for long strolls, shell collecting, and unwinding. With four bedrooms (three en suite), the home is perfect for families or groups, offering privacy alongside generous shared spaces. Sunrise is a highlight—enjoy coffee, yoga, or meditation on the upper balcony as the ocean awakens with the soothing sound of crashing waves.

Guest favourite
A spacious outdoor living area features comfortable seating and a dining table surrounded by natural light. Lush greenery and ocean views are visible in the background, creating a relaxing environment. Ceiling fans provide airflow above the seating arrangement.
Home in Speightstown
4.96 out of 5 average rating, 57 reviews

Steps to Beach, Ocean View, Pool & Resort Access!

The best location in Barbados, surrounded by sugary-white sandy beaches, fabulous restaurants & shops. Relax in the sparkling pool, savor breathtaking views & enjoy the comfort of a spacious tropical sanctuary. ⭐ “We are frequent visitors to Barbados and can honestly say this has been our best experience yet!” 🏖 HIGHLIGHTS ✓ FREE access to the gorgeous beachfront Fairmont Beach Club ✓ Amazing sunsets & newly built for "open-air" living ✓ 5-stars for clean, spacious & comfy

Guest favourite
A modern open-concept living space is presented, featuring neutral tones and natural materials. The fully equipped kitchen includes a large island with a sink, complemented by stylish pendant lighting. Floor-to-ceiling glass doors open to a private outdoor seating area, enhancing the airy ambiance.
Home in Lower Carlton
5.0 out of 5 average rating, 15 reviews

The Carlton Barbados - Luxury Townhouse Rental

The Carlton is a luxury townhouse near Barbados' west coast beaches. Enjoy the 2,063 sq ft space which includes 3 bedrooms, 3 bathrooms, private plunge pool, outdoor soaking tub, and easy access to dining, shopping, and nightlife in Holetown and Speightstown. Enhance your stay with VIP perks like private yacht charters, a Mount Gay Rum tour, and chef-curated dining. Whether relaxing or exploring, The Carlton delivers the best of both worlds. Book your unforgettable Barbadian escape today!

Guest favourite
Home in Gibbes
4.93 out of 5 average rating, 15 reviews

Luxury 3-bedroom Villa with Pool near Gibbes Beach

Enjoy luxury and comfort at Claridges 4, a stylish 3-bedroom villa, just a 3-minute walk from the serene Gibbes Beach. Featuring air-conditioned ensuite bedrooms, elegant living spaces, a fully equipped kitchen, private patio, with alfresco dining, lounging and a barbeque, and access to a stunning lagoon-style pool with 3 waterfalls and gazebo. Fast Wi-Fi, Smart TV, and secure parking included. Perfect for families, friends, or couples seeking a relaxing, upscale tropical escape.

Guest favourite
A modern beach complex is featured along a sandy shoreline, surrounded by greenery. The structure consists of three levels, with large glass windows offering views of the beach. Nearby, a wooden deck provides additional outdoor space. Soft waves gently lap against the shore.
Flat in Clinketts
5.0 out of 5 average rating, 64 reviews

Dreams(Moontown)( No.3) Beach Apartments. St Lucy.

Dreams (Moontown)Beach Apartments, is a new modern complex located on the beautiful Halfmoon Fort Beach in the parish of St Lucy, Barbados. The area is also called Moontown. It contains 3 fully furnished rental units. ( Apt 3), (Apt 2) and (Apt 1). Each unit sleeps two adults. Stunning views; a nice place to stay. It has a swimming pool, and a roof deck with 360 degree views. There is a free car park for 3 vehicles. Apt 3 on top floor Apt 2 mid floor Apt 1 lower pool floor.

Guest favourite
Villa in Lower Carlton
5.0 out of 5 average rating, 9 reviews

NEW villa with plunge pool - Sorrento 10 (2 bed)

Welcome to Sorrento 10 (2 bed), a newly built Barbados vacation rental for families, couples, and anyone in need of a proper reset. Tucked away in a quiet corner of Lower Carlton, St. James, this two-bedroom, two-bathroom villa blends clean lines, calm tones, and natural textures to create a relaxed, welcoming space that feels like a breath of fresh air. Only a 3 to 5 minute stroll to the beautiful Tropicana beach nearby - this is the perfect holiday home for beach lovers.

Top guest favourite
Home in Speightstown
5.0 out of 5 average rating, 18 reviews

Waterfront/Beach/Resort Access/Airport Transfer

Recently refurbished waterfront 3-bedroom townhouse in the exclusive Port St. Charles Resort & Yacht Club. Perfect for families, couples or friends. Features: • 3 king bedrooms with en-suite bathrooms • Fully equipped kitchen • Private plunge pool • Outdoor dining & loungers • Washer & dryer Resort amenities: • Beach with chairs & umbrellas • Gym, restaurants & bars • Complimentary water taxi Bonus: Complimentary airport transfer from airport to the apartment.

Guest favourite
A spacious studio apartment features a wooden bed with soft linens and two patterned armchairs. Natural light floods the room through large windows, illuminating the textured stone walls and exposed wooden beams on the ceiling. A small dining area is visible in the adjacent space.
Flat in Black Bess
4.83 out of 5 average rating, 116 reviews

The Loft at Ridge View

The Loft at Ridge View is a cosy countryside escape in St. Peter, Barbados—5 minutes from Haymans Market and 10 minutes from Speightstown. This top-floor studio sits on a ridge overlooking the west coast, offering stunning sea views and unforgettable sunsets. Surrounded by nature and local life, it invites slow living, cultural immersion, and relaxation. Amenities such as a pool, garden, A/C and dedicated parking make it the perfect island retreat.

Superhost
Apartment in Lower Carlton
5.0 out of 5 average rating, 27 reviews

Alora 7 | Rooftop Pool • 3 Min Walk to Beach

Stay steps from the Caribbean at Alora 7, a stylish two-bedroom, two-bath retreat on Barbados' beautiful west coast. Walk to the beach in just 3 minutes, then come home to the rooftop Sky Lounge with pool, BBQ, dining area and ocean views. Perfect for couples, friends or a relaxing island escape, Alora 7 combines modern comfort with one of the best locations for exploring St. James, Holetown and the west coast.

Guest favourite
A bright dining area features a wooden table surrounded by several chairs, with large glass doors providing a view of the outdoor space. Sunlight fills the room, highlighting the modern décor and the serene pool area visible through the opened doors.
Home in Westmoreland Hills
5.0 out of 5 average rating, 18 reviews

Villa Seaview

A stunning three- bedroom Villa accommodating up to 6 guests situated in the 5-star gated community of Westmoreland Hills with breathtaking views of the Caribbean Sea. The exclusive development comprises of 45 villas with 24 hour security. Villa Seaview is modern consists of 3 bedrooms, 4 bathrooms, private 26ft pool, wifi and air conditioning throughout. Kick back and relax in this calm, stylish space.

Guest favourite
Flat in Speightstown
4.93 out of 5 average rating, 14 reviews

Port St. Charles 2 Bed~Private Pool + Beach Access

Experience effortless Caribbean luxury in this spacious, ground-floor 2-bedroom retreat at the exclusive Port St Charles Marina. Featuring a private plunge pool, elegant interiors, and seamless indoor-outdoor living, this fully furnished home is ideal for couples, families, or friends seeking comfort and privacy in one of Barbados' most prestigious communities.

Guest favourite
The living room features a sectional sofa with blue cushions, a glass coffee table, and a TV mounted on the wall. Large windows provide natural light and offer views of the sea. A dining area with an umbrella is visible through the sliding doors.
Apartment in Speightstown
4.94 out of 5 average rating, 109 reviews

Sandy View, The Penthouse at White Sands

Sandy View, The Penthouse at White Sands is a 3 bed 3 en suite bath duplex penthouse located directly across from the beach which offers safe swimming and golden sands for sun bathing. A short walk to the south takes you into Speightstown where you can find shops, a supermarket, coffee shops, restaurants and bars.

Popular amenities for Date Tree Hill holiday rentals