Book Luxury Vacation Rentals in Saint Leonards

Award-winning homes from £98

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Home spotlights in Saint Leonards

The Writer's Cottage

The Writer's Cottage

  • 2 guests

  • 1 bedrooms

Sedlescombe, Battle

Surrounded by ancient woodlands, historic iron workings and picturesque meadows, The Writer's Cottage offers a charming escape to the rolling hills of High Weald, an Area of Outstanding Natural Beauty in East Sussex. Hastings and Rye are both nearby, and easy to reach if you’re after a day trip.

Cottage of Wheelwrights

Cottage of Wheelwrights

  • 5 guests

  • 3 bedrooms

Staplecross, Robertsbridge

This charming cottage lies in the village of Staplecross, a wonderful mix of the modern and traditional. With a maximum occupancy of four adults, one child and one pet, this home is ideal for a lovely family stay.

Hares & Haystacks

Hares & Haystacks

  • 4 guests

  • 2 bedrooms

Billingshurst, West Sussex

Wake up beneath bright roof windows and oak-beamed ceilings, deep in the West Sussex countryside. Surrounded by greenery, this lovely farmhouse has heaps of charm and two Shetland ponies waiting to greet you.

Village Life

Village Life

  • 5 guests

  • 3 bedrooms

Newick, East Sussex

Hidden away in the gardens of a 16th-century manor house, this home in East Sussex was once a stone farm building, but today, you'll find a rather lovely rural escape. Despite the property's long history, the interior is contemporary in style, with smart Karndean flooring, soothing white walls and furnishings that come from the Scandi school of style.


We selected the top 3% holiday homes in Saint Leonards Vacation Rentals

Explore the 1224 most perfect homes in our collection

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Most popular homes in Saint Leonards

Pevensey Bay Beaut

Pevensey Bay Beaut

  • 8 guests

  • 4 bedrooms

Pevensey Bay, Pevensey

Sea Jet

Sea Jet

  • 10 guests

  • 5 bedrooms

Hastings, East Sussex

Green Leaves of Summer

Green Leaves of Summer

  • 4 guests

  • 2 bedrooms

Herstmonceux, Hailsham

The Friar's Eyrie

The Friar's Eyrie

  • 4 guests

  • 2 bedrooms

Winchelsea, England

Chalkhill Blue

Chalkhill Blue

  • 6 guests

  • 3 bedrooms

Shoreham-by-Sea, West Sussex

Cri de Coeur

Cri de Coeur

  • 2 guests

  • 3 bedrooms

Winchelsea, England

The Friar's Monument

The Friar's Monument

  • 4 guests

  • 2 bedrooms

Winchelsea, England

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Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Saint Leonards. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Saint Leonards Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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