Vacation rentals in Longwood

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Top-rated vacation rentals in Longwood

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A single-story house is situated on a gently sloping lawn, offering expansive views of rolling hills and the ocean under a partly cloudy sky. The entrance features large glass doors framed by a simple concrete pathway.

Home in Alarm Hill

5 out of 5 average rating, 4 reviews

St Helena Island - 360 views across the island

In a peaceful location which is perfect to relax with the whole family with 360 views across the island. This is a two bedroom house; 1 double and 1 single. The house is fully furnished throughout. Internet can be arranged at an additional cost. Public transport is available near by. More details on enquiry & easy access to one of the most beautiful walks on the island - Diana’s Peak! We’re happy to help with any planning for your trip to St Helena Please enquire about £ for longer stays

Guest favorite

A steep staircase is visible, leading down towards a coastal area. The view includes a sandy beach and a serene blue sea. Residential buildings and green trees are scattered along the shoreline, with boats anchored in the water. The landscape features rugged hills in the background.

Townhouse in Jamestown

5 out of 5 average rating, 18 reviews

Fowler's Town House 1

Fowler's Town House 1 is a self-catering, town centre property secretly tucked away from the hustle and bustle with a view of the RMS when in harbour. Main Street and the town's amenities, attractions & shops is a minute's walk away. It's 2 bedroom with a double and a twin bed, lounge, kitchen/diner, bathroom/toilet, patio & courtyards with a built-in BBQ. There is off road parking for a vehicle - a rarity in town! ALL GUESTS MUST PROVIDE A RESERVATION REQUEST VIA EMAIL. Come stay!

Private room in Longwood

5 out of 5 average rating, 11 reviews

Wirebird Lodge Saint Helena

Wirebird lodge is on the remote South Atlantic Island of Saint Helena We are situated in the rural Longwood ,Deadwood road with stunning views over Diana's peak ,High knoll ,and Rupert's valley for visitors interested in Napoleon we are within a descent walking distance to Longwood House (Masson De Napoleon )is about 1 mile away , Napoleon tomb is about 1 1/2 miles away on tomb road we can offer evening meals is required for a extra charge making your stay as simple as possible

Guest favorite

The exterior of the cottage features a covered verandah with white railings, offering seating arrangements with a potted plant. Large windows allow ample natural light, and the crisp white facade is complemented by gray trim, blending with the charming surroundings of the Brewery Yard.

Home in Jamestown

4.96 out of 5 average rating, 24 reviews

Lovely two bedroom cottage in Brewery Yard

The cottage in the Brewery Yard is a lovely old house right in the middle of historic Jamestown, a stones throw away from the main town with its shops and restaurants, yet tucked away in a quiet corner away from the noise and hustle and bustle! It has a covered verandah, large bathroom downstairs, fully modernised kitchen with induction hob, fan-assisted oven and belfast sink. Upstairs are two spacious bedrooms, an office space and a toilet, with large beds and handsome wooden floors.

Guest favorite

A wooden sign displaying the text 'Fowler's Town House 2' is mounted above a wooden front door. The sign features contrasting white lettering on a dark brown background, adding visibility to the entrance.

Home in Jamestown

5 out of 5 average rating, 16 reviews

Fowler's Town House 2

Fowler's Town House 2 is a self-catering accommodation centrally located in the heart of historic Jamestown, with amenities, attractions and shops just 4 minutes walk away. It's a 2 bedroom house with double and twin beds, lounge, a spacious kitchen/diner, bathroom/toilet and courtyard with a built-in BBQ. There is off road parking for one vehicle - a rarity in Jamestown! ALL GUESTS MUST PROVIDE A RESERVATION REQUEST VIA EMAIL. Choose us to enhance your St Helena stay.

A light-filled living area features two comfortable sofas adorned with cushions, complemented by a wooden coffee table. Large sliding glass doors provide views of the outdoor space, while vibrant red curtains frame the windows, enhancing the warmth of the room.

Bungalow in Half Tree Hollow

Simon's Place is a 3 bedroom bungalow in H.T.H

A spacious 3 bedroomed dwelling with large back enclosed patio and front verandah. Ideal for a family or group or anyone just travelling on their own. Just 10 minutes drive from Jamestown, the islands capital. Local shops where you can buy all your self catering supplies are within short walking distance. The bedrooms are 1 dbl 1 twin and 1 single. There is a paved front garden area.