Holiday rentals in Southend Chalkwell Beach

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Top-rated holiday rentals in Southend Chalkwell Beach

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Guest favourite
Apartment in Southend-on-Sea
5 out of 5 average rating, 14 reviews

Apartment heart of Leigh on Sea. 2 double bedrooms

A stunning 2 double bedroom apartment in the centre of Leigh. Up to 4 guests. Be in the heart of the shops, cafes, bars & amazing restaurants. Everything is a couple of minutes walk! From the beach, bus stop train station & The Broadway. 12 mins to the airport. There are 2 modern double bedrooms, sleek, clean & modern bathroom and kitchen as well as spacious living area to enjoy. Situated above a designer shop overlooking the fabulous independent shops of Leigh. No stags, no pets & no smoking

Guest favourite
A dining area features a round table set for four, accompanied by stylish chairs. Natural light fills the space through a nearby window. A decorative mirror and woven pendant light add inviting elements to the warm, neutral tones of the room.
Cottage in Southend-on-Sea
4.88 out of 5 average rating, 49 reviews

Luxury Heritage Cottage in the Heart of Old Leigh

A beautifully refurbished 2 Bedroom Heritage Fisherman's Cottage with historic charm & modern comfort. This cosy cottage in the heart of Old Leigh offers stunning sea views & a warm, stylish retreat. Perfect for couples or small families. 🧺 Welcome basket 🌊 Sea views 🧳 Long stays welcome 🏖️Waterside Balcony ❤️ Ideal for romantic getaways & family breaks 💻Excellent Wifi 🛁 2 Bathrooms Steps from Leigh-on-Sea’s coastal walks, boutique shops & renowned seafood spots-all within easy reach.

Top guest favourite
A spacious living area features plush green sofas arranged around a central coffee table. A large decorative mirror reflects light, while a modern chandelier hangs above. Natural light pours in through large windows, dressed with elegant shades.
Home in Southend-on-Sea
5 out of 5 average rating, 131 reviews

Amazing house with sea views in Leigh-on-Sea

Amazing character 3 storey house dating from 1860’s with sea views, modernised and expanded in 2009 to provide 3 king size luxury bedrooms, (2 with en-suite) 1 large dressing room, 1 large family bathroom with bath, sink, large walk on shower and double sinks and large open plan ground floor set over two levels with large luxury sitting room, stepping down to open plan dining area, kitchen with central island unit and rear seating area with bi-fold doors opening onto a luxury garden area.

Guest favourite
An elegantly designed bedroom features a spacious super king bed adorned with soft linens and stacked towels. A freestanding bath is positioned nearby, complemented by wooden wall accents. A cozy robe hangs in the background, while soft lighting contributes to a serene atmosphere.
Farm stay in Essex
4.98 out of 5 average rating, 386 reviews

Exclusive retreat on a private lake

Enjoy a truly unique stay in this exclusive lodge. Situated on its own private lake, you will have everything you need to enjoy a blissful retreat with award winning country pubs such as The Dog & Pickle only a walk away. Please note: 1. We are strictly a minimum of two night stays. 2. We can only accept infants under 6 months old. 3. There is no swimming or paddle boarding allowed in the lake. NEW FOR 2026 - The Wellness Deck Sauna, Cold Plunge & outdoor shower, ready for use now!

Top guest favourite
A balcony view is captured through bi-fold glass doors, featuring a small round table and two folding chairs. A decorative pumpkin sits at the center, with panoramic sea views of the estuary and boats in the distance, framed by a serene sunset.
Apartment in Thorpe Bay
4.99 out of 5 average rating, 432 reviews

Estuary Views Penthouse with Private Parking

A Beachfront Coastal Retreat with private driveway parking & situated in the sort after area Thorpe Bay. Boasting unspoilt Panoramic Sea Views. Central to Blue Flag Beaches, 2 mins from award winning restaurants, superb location for coastal walks, watching the seabirds & a short walk to the longest Pier in the world. Re-Designed with Bi-Folding Glass doors, bringing the Outside Inside. Intricately Designed embracing tiny details that define our property for a Luxury & cosy stay.

Guest favourite
A sandy beach stretches along the shoreline, meeting calm waters under a clear blue sky. A boat is anchored nearby, adding a nautical touch to the tranquil scene. Distant figures can be seen enjoying the beach, emphasizing the area's inviting atmosphere.
Flat in Leigh-on-Sea
4.84 out of 5 average rating, 88 reviews

Seaside and private garden property.

One bedroom ground floor flat with very peaceful garden. The property is lovely and cosy and has direct access to your very own garden. If you walk left when you exit the front door you will find yourself right at the beach. If you turn right you will come across an array of independent restaurants, bars and little bespoke shops selling their beautiful items. Please be aware this bathroom is been refurbished and from February will have a walk in shower not a bath.

Top guest favourite
A cozy bedroom is presented with a double bed featuring an ornate headboard. Two cushions in navy blue rest on the crisp white linens. A piece of wall art depicting vibrant lips adds a pop of color. A flat-screen TV is mounted on the wall opposite the bed.
Flat in Leigh-on-Sea, Southend
4.97 out of 5 average rating, 199 reviews

Lovely studio for two in central Leigh on Sea

This is a very calm space decorated in F&B elephants breath paint with contrasting furnishings. A double bed + a sofa bed + travel cot. Cooking facilities, dining table table & 2 chairs. A microwave is situated in the utility room on the landing outside the studio door. Very nice shower room It’s ideal as a compact living space to use when visiting relatives or just on a break in lovely Leigh on Sea. No outside space is available.

Guest favourite
A modern kitchen area is shown, featuring sleek cabinetry, a built-in microwave, and an electric kettle. A small round marble coffee table sits on a textured rug, with a comfortable sofa partially visible. Natural light enters through the window with sheer curtains.
Serviced apartment in Southend-on-Sea
4.95 out of 5 average rating, 40 reviews

Lovely 1 bedroom serviced apartment

A beautiful one bedroom apartment, recently refurbished to a high standard. Dream Yard is situated in the heart of the Hamlet Court Road with immediate access to cafes, restaurants and shops. Less than five minutes to the Westcliff train station and less than 10 min to the beach. The flat is self catered comprising bedroom, bath, kitchen and living room with access to the Chéri’s Cafe below. Guests enjoy 10% discount on food.

Superhost
A spacious living area showcases a modern design with two neutral-colored sofas facing each other. A round coffee table centers the space, and a soft area rug is positioned beneath it. Natural light enters through large windows framed by minimalist curtains.
Serviced apartment in Southend-on-Sea
4.87 out of 5 average rating, 63 reviews

Stylish One Bedroom Apartment with Sea View CA7

TWL Properties are delighted to bring to the market this outstanding luxury development, offering 13 stunning 1 & 2 bedroom serviced apartments. Located opposite the Cliffs Pavilion and just moments from Westcliff Beach and Chalkwell Park. Westcliff train station for the C2C train, which provides easy access to London via London Fenchurch Street, is only 0.3 miles away. Southend Airport is under 10 minutes drive.

Guest favourite
A spacious living area is highlighted by soft green walls and extensive windows, allowing natural light to fill the room. Two plush green sofas and a wooden coffee table complement the décor. A dining area in the background offers views of the marina through large windows.
Houseboat in Southend-on-Sea
4.92 out of 5 average rating, 93 reviews

The Pontoon | Beautiful Leigh Marina

Escape to The Pontoon - Your Floating Retreat at Leigh Marina Welcome to The Pontoon, an exquisite houseboat moored at the picturesque Leigh Marina. This stunning floating property offers an unparalleled blend of comfort and adventure, perfect for families, friends, or couples seeking a unique getaway. This stunning home offers fast Wi-Fi and free parking. Professionally managed by Pass The Keys

Top guest favourite
An open-plan kitchen and dining area is visible through bifold doors, creating a seamless connection to the outdoor courtyard. Tall bar stools align a light wood dining table, with soft seating arranged around a low table adorned with snacks and glasses. Potted greenery enhances the inviting space.
Home in Southend-on-Sea
4.96 out of 5 average rating, 55 reviews

Stunning house in the heart of Leigh-On-Sea

Beautifully restored 3 bedroom detached house in the very heart of the vibrant and trendy Leigh on Sea Broadway moments from the bars, boutiques, galleries and coffee shops and just a short walk to the sea. A collaboration between Mother and Daughter, Interior Designer, Nathalie Brandajs and Artist, Caron Brandajs, who transformed and beautifully styled this period property.

Guest favourite
Flat in Southend-on-Sea
4.88 out of 5 average rating, 48 reviews

Little home from home.

Enjoy a stylish experience at this centrally-located place. With a 5 minute drive to the beautiful beach wether your coming for a calming getaway or a pitstop before ur flight. This newly furnished mini home will tick all your boxes. We are positioned in a residential area and we ask for respect for our neighbours at all times.x

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