Vacation rentals in Orange Hill

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Top-rated vacation rentals in Orange Hill

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Top guest favorite

A serene beach scene is captured at sunset, with a sun dipping below the horizon. A shaded umbrella and a white lounge chair are positioned on the sandy shore, with palm fronds framing the view. Gentle waves are visible in the foreground.

Condo in Crown Point

5 out of 5 average rating, 43 reviews

TOPAZ: Classy, cozy condo near beaches & airport

Enjoy a stylish and refreshing experience at this conveniently located condo unit. Ideally situated within walking distance of 2 of the most popular beaches on the island and less than 5 mins drive from the airport. Exclusive access to a variety of food and drink establishments. If eating out is not your thing, our fully equipped kitchen provides the tools to create your own awesome meals. After a meal, enjoy the cool breeze of our outdoor patio. Prefer to relax indoors? Just say "Alexa..."

Superhost

An inflatable hot tub is positioned on a tiled deck, surrounded by spacious seating. Large windows offer views of nearby nightlife, with neon signs from adjacent establishments visible outside. Soft lighting creates an inviting atmosphere, enhancing the space for relaxation or socializing.

Apartment in Crown Point

4.67 out of 5 average rating, 3 reviews

Modern 3 bedroom in the heart of Crown Point

Centrally located, brand new apartments that accommodate 10 persons. Guests will have the entire building to themselves and will have 3 bedrooms, 3 bathrooms, the entire deck and 2 hot tubs. Nightlife, restaurants and beaches are all within seconds from these apartments and guests can enjoy 2 secured parking spots. Feel secure inside with security doors and guests can enjoy music all around. This unit is all about location however we urge guests who are not partiers or “limers” to not book.

Superhost

A serene beach scene displays gently swaying palm trees along a sandy shore. The clear water reveals a calm shoreline, with small waves lapping at the sand. In the background, thatched structures offer shaded areas, creating a tranquil setting for relaxation.

Home in Canaan

4.81 out of 5 average rating, 57 reviews

TheNest:5BR Family Villa(16 ppl),Pool,Garden,Swing

Welcome to The Nest Villa, a tropical retreat in Tobago, located near No-man's land, Mount Irvine, Pigeon Point, & Buccoo beaches. This 5 bedroom house promises relaxation & adventure. Explore the island by car, scenic walks & trail bikes, or relax by the pool surrounded by the lush large garden. Samaan Grove is a Gated Safe Community, Kid-friendly, delight in the swing set. Discover the hidden gem, to unwind & soak up the sun. Warm Hosts with Insider tips with ensure an unforgettable stay!

Superhost

A swimming pool is surrounded by a stone patio, featuring several blue lounge chairs positioned nearby. The area is framed by greenery and a wall, with a small building visible in the background, contributing to a serene outdoor setting.

Home in Plymouth

4.94 out of 5 average rating, 16 reviews

Plymouth View Villa: 2br & Pool

Bring the whole family to this great place with lots of room for fun. Our lovely villa in the serene paradise of Tobago is the perfect retreat! It offers a peaceful location where you can relax and unwind with your loved ones. One of the highlights of our villa is the wrap balcony, offering glimpses of the ocean in the distance. It's the perfect spot to savor your morning coffee or enjoy an evening cocktail while witnessing breathtaking sunsets that will leave you in awe.

Superhost

The modern kitchen features dark cabinetry and a minimalist design, with a sleek stove and dual sink. Under-cabinet LED lighting illuminates the floor, while a coffee maker and kitchen accessories add functionality. Large windows provide natural light, enhancing the space.

Apartment in Carnbee

4.87 out of 5 average rating, 23 reviews

KartHouse Vacation Inn

Nestled in the Balmy Area of Lowlands is this contemporary Unit the "famed" KartHouse . Ideally located 5-10 mins from all amenities . This cozy space brings the family/lovers together like no other . Unwind in our brand new Jacuzzi/ hot-tub in your uninterrupted sphere .This unit Sleeps 2-4 persons . The Hosts are overly welcoming and accommodative . Kart rides are also available on the premises at an additional cost . We're anticipating your arrival , see you soon !

Superhost

A serene view of the infinity pool is presented, with the calm ocean stretching beyond. Lounge chairs are positioned around the pool area, complemented by tropical plants and vibrant flowers, creating a soothing outdoor space ideal for relaxation.

Apartment in Black Rock

4.77 out of 5 average rating, 39 reviews

Condo on the BEACH

This apartment is horizontal with the house as it is frontier towards the beach. The verandah has a top tier view of the ocean and pool. Entering into the living room and kitchen which is more of the garden view. The bed room have a beautiful view over looking the infinity pool and the ocean back drop. The apartment consists of dual colors to create a clam and peaceful ambience as to keep a cool comfort feeling. Please note the pools is shared with two other units.

Top guest favorite

A wooden pier extends into clear turquoise waters, topped with a thatched-roof structure. Sandy beach borders the shore, with palm trees gently swaying in the background. Boulders line the edge of the shoreline, enhancing the natural coastal landscape.

Villa in Crown Point

4.98 out of 5 average rating, 47 reviews

Villa Blue Moon

Make memories at this unique and family-friendly place. A 4 bedroom 10 person villa located in secured compound close to beaches, bars and restaurants. With fun activities such as pool table, basketball, heated jacuzzi, swimming pool, 3 televisions, modern fully equipped kitchen, laundry room with washer & dryer, comfortable family room and Hi-Fi stereo system. A playful, open and entertaining home to feed your senses, to enjoy and unwind as you will

Superhost

An inviting courtyard features a turquoise bridge arching over a small pool. Brightly colored walls surround the area, with several large windows allowing natural light. Lush green plants add a touch of nature, creating a cheerful and relaxing ambiance.

Townhouse in Crown Point

4.87 out of 5 average rating, 60 reviews

Island Time Tobago

‘Island Time’ is a Townhouse located in Crown Point, Tobago, in the twin island country of Trinidad and Tobago. Situated on the south western tip of Tobago, we are located just minutes from 2 of Tobago’s best white coral sand beaches on the island, the A.N.R. Robinson International Airport. Our Townhouse provides easy access to Tobago’s top tourist attractions, a host of eating establishments, mini marts, craft markets, shopping and nightlife.

Guest favorite

A swimming pool is visible, surrounded by a stone patio adorned with lush greenery. A wooden pergola is positioned nearby, providing partial shade. Tall palm trees are seen in the background against a cloudy sky, enhancing the serene ambiance.

Apartment in Black Rock

4.96 out of 5 average rating, 24 reviews

Sunset on the ocean

This apartment is unique in the Tobago short term rental space. Brand new, stylish "island chic" place offers ocean views and is right above one of the most stunning Tobago beaches. You have ample space for your family or as friends to enjoy spacious living and dining space, top of the art kitchen. The two bedrooms and 2.5 bathrooms give you the space to enjoy this calm yet very well located new spot.

Guest favorite

Villa in Bon Accord

4.89 out of 5 average rating, 38 reviews

Coker Cabana - Tobago

Welcome to our cozy Tobago Villa – Coker Cabana, a Caribbean holiday retreat designed in a charming villa style. Nestled amidst the eco-friendly mangrove wetlands, this villa enjoys a prime location in the heart of Crown Point, Tobago's main tourist hotspot. With the island's four most popular beaches just a stone's throw away, our villa offers the perfect blend of convenience and natural beauty.

Superhost

A wooden cottage with a green roof is set among lush tropical vegetation, facing a serene body of water. Large windows offer glimpses of the natural surroundings. A wooden deck extends from the front, inviting guests to enjoy the peaceful outdoor atmosphere.

Cabin in Parlatuvier

4.96 out of 5 average rating, 76 reviews

Erasmus Cove: sea views, private beach, waterfall

Off the beaten track and surrounded by the oldest rainforest preserve in the Western Hemisphere, Erasmus Cove is nestled on six acres of tropical gardens overlooking a pristine and totally secluded Caribbean beach. Our two bedroom cottage is perfect for those looking for serenity, adventure, natural beauty, and spectacular views. #erasmuscove