Holiday rentals in Westcliff-on-Sea

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Top-rated holiday rentals in Westcliff-on-Sea

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 124 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
A comfortable living area features a gray sectional sofa accented with yellow cushions, paired with a blue dining set. A glass dining table is centered in the space, and a wall-mounted television overlooks a modern wooden shelf. Natural light filters through large windows adorned with white blinds.
Flat in Southend-on-Sea
4.91 out of 5 average rating, 123 reviews

The Alvaros Apartment

The Alvaros apartment is completely refurbished to a high standard and is based just a ten minute walk to Westcliff seafront where you can stroll along to towards Southend Pier and other attractions. The apartment is close to Westcliff Train Station and Hamlet Court Road where you will find shops, bars and restaurants. The apartment is connected to Alvaros Fine Dining Portuguese Restaurant where guests staying can enjoy a 10% discount on meals and drinks (open Tuesday to Sunday evenings).

Top guest favourite
Apartment in Southend-on-Sea
4.97 out of 5 average rating, 66 reviews

Sunflower - Westcliff Apartments

Stunning, newly refurbished to a high standard, this ground floor Westcliff Apartments flat is situated a stones throw from the Cliffs Pavillion, estuary gardens and views, the esplanade, the renowned 'arches' cafes, train station, restaurants and a park. Within walking distance of Southend amenities, pier, beach and shops, and a short drive to old Leigh. Quiet location but close enough to everything the area has to offer. Especially great for the theatre or walks along the sea front.

Guest favourite
The garden is filled with vibrant flowers and greenery, with hanging planters displaying colorful blooms. A well-maintained lawn leads to a greenhouse, surrounded by various plants and floral arrangements. A wooden pergola frames the view, creating a serene outdoor space.
Bungalow in Southend-on-Sea
4.86 out of 5 average rating, 35 reviews

Quaint Garden Bungalow

Beautiful detached bungalow with free parking, not far from Southend hospital. Very quiet area, yet close to major transport links. It is a 10 minutes’ drive from the sea side and a stroll from several supermarket including Aldi. The accommodation has everything for you to relax: a good size sitting-room with a comfi sofa, 2 double bedrooms with one bedroom overlooking the beautiful garden. You will enjoy taking your meals on the pergola. The house is well equipped and with free wifi.

Guest favourite
Home in Southend-on-Sea
4.84 out of 5 average rating, 31 reviews

Entire detached town house

Centrally located and perfect for families—just a 2-min walk to the Seafront and Adventure Island, 3 mins to the train station, and 30 secs to Southend High Street. Includes 1 free parking space directly outside. Bars and pubs are nearby, so some weekend noise is possible, but the house is new and well-insulated, so it’s quiet with windows and doors closed. Fully equipped with everything you need for a comfortable stay, including Wi-Fi, Smart TV, and kitchen essentials.

Top guest favourite
The charming exterior of a three-story Victorian townhouse is displayed, featuring elegant architectural details, large windows, and a well-maintained entrance. Warm lighting from within adds a welcoming touch as surrounding trees stand with bare branches, showcasing the serene street setting.
Townhouse in Southend-on-Sea
4.96 out of 5 average rating, 28 reviews

Elegant, Victorian End of Terrace Town House

This stylish and beautifully interior designed three bedroom/2 bathroom, 3 storey Victorian Townhouse has recently been totally refurbished to an exceptionally high standard. It is located in an enviable position and centrally located in the heart of the historic and much sought after Clifftown Conservation Area. A short walk to the picturesque Cliff Gardens, local amenities, delightful eateries, the City Centre, the Seafront and both mainline railway stations.

Top guest favourite
Flat in Southend-on-Sea
4.87 out of 5 average rating, 142 reviews

Spacious homely seaside maisonette with balcony

This charming two-floor flat offers comfort and convenience. You’re ideally located minutes from the Cliffs Pavilion, cliff gardens, and seafront. The station is a 4-minute walk for quick links to London. Leigh on sea with its vibrant cafes and boutique shops is 2 stops away and the airport is a 10-minute drive. Enjoy the games room including table football, darts, and a PS4. With nearby restaurants, shops, and Adventure Island, there is something for everyone.

Top guest favourite
Flat in Southend-on-Sea
5 out of 5 average rating, 16 reviews

Spacious King 1-Bed · Near Southend Pier & Station

Enjoy the best of Southend-on-Sea from this stylish, newly renovated 1-bedroom apartment in the heart of town. Perfect for up to 3 guests, it's just a short walk to Southend Pier, the beach, cafés, restaurants, shops, and transport links to London. Relax in the comfortable king-size bed, unwind with the Smart TV, and enjoy a fully equipped kitchen, fast WiFi, fresh linens, and self-check-in. Ideal for business trips, family stays, and seaside escapes.

Guest favourite
A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. Two bedside lamps provide soft lighting, and framed artwork is displayed above the bed. Light-colored walls and wooden flooring contribute to a fresh and clean ambiance.
Serviced apartment in Southend-on-Sea
4.87 out of 5 average rating, 95 reviews

Cozy brand new serviced apartment

A beautifully designed one bedroom apartment, recently refurbished to a high standard. Dream Yard is situated in the heart of the vibrant 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, shower, kitchen and living room with access to the Chéri’s Cafe. 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, 60 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
Apartment in Southend-on-Sea
5 out of 5 average rating, 7 reviews

Luxury 1-Bed by the Beach, Pier & Shops

Welcome to Alexandra House – Flat 8, a bright and modern apartment perfectly located just moments from Southend High Street and a short stroll from Southend Pier and the seafront. Whether you’re visiting for work, a weekend getaway, or a seaside escape, this cosy space offers everything you need for a comfortable stay.

Guest favourite
A cozy living area features a brown leather chesterfield sofa adorned with decorative pillows. A wooden coffee table sits in the center, surrounded by a plush area rug. Framed artwork decorates the walls, and lush plants add a touch of greenery to the space.
Home in Southend-on-Sea
4.92 out of 5 average rating, 100 reviews

Stunning Cottage in the Heart of Old Leigh

Welcome to our delightful 3-bedroom cottage, perfectly nestled in the picturesque centre of Old Leigh. This charming retreat offers a blend of comfort and stunning sea views, making it the ideal getaway for families or groups of friends. Professionally managed by Pass The Keys, this homes has excellent Wifi

Popular amenities for Westcliff-on-Sea holiday rentals

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Avg. price$166 SGD$167 SGD$163 SGD$170 SGD$183 SGD$171 SGD$175 SGD$195 SGD$165 SGD$150 SGD$148 SGD$174 SGD
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Quick stats about holiday rentals in Westcliff-on-Sea

  • Total holiday rentals

    Explore 190 holiday rentals in Westcliff-on-Sea

  • Nightly prices starting at

    Westcliff-on-Sea holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    190 of Westcliff-on-Sea holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Westcliff-on-Sea rentals

  • 4.6 Average rating

    Westcliff-on-Sea stays receive an average rating of 4.6 out of 5 from guests