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 comfortable double bed is featured with crisp white linens and a decorative cushion. Natural light filters in through patio doors, revealing a garden view filled with colorful flowers and greenery.
Guest suite in Southend-on-Sea
4.92 out of 5 average rating, 596 reviews

Quiet & Cosy Annex, Garden Outlook

Clean & bright 'Ground Floor Annex'; double room & separate en-suite area, 'The Annex' has a lovely garden outlook & its own entrance. Guests have the privacy of 'The Annex' (Adjoined - Guest Suite) with its own entrance to come-&-go as and when they please. A short distance to Southend Airport & Railway links to London. Explore the area - Southend Seafront, Pier & Town; Garons Festivals & Sports; Southends Events & Theatres . Early 'Check in' on request for Events, Weddings etc Relax & Enjoy !

Superhost
A modern dining area features a rectangular table surrounded by four black chairs. The kitchen, equipped with sleek cabinetry and stainless-steel appliances, is visible in the background. Natural light filters through large windows, illuminating the lounge area with a sofa and a television.
Apartment in Southend-on-Sea
4.85 out of 5 average rating, 60 reviews

Central Southend,2-Bedroom Flat, Seaview & Parking

Spacious, 2- double bedroom, 2 -bathroom flat, in an enviable Central Southend location. Spectacular City and sea view. Fully equipped kitchen, superfast broadband. The flat is a 5-minute walk from Southend Victoria Central train station, High Street, University of Essex, City Beach, and Adventure Island. London Southend Airport is 10 minutes away. Ideal for families or corporate visitors to Southend, this apartment can accommodate 1-4 people. Free parking for one car in the on-site car park.

Top guest favourite
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.

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.

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 Southend-on-Sea
4.99 out of 5 average rating, 426 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.

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, 27 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, 141 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
A patio area features a round table set for two, accompanied by metal chairs. A tray holds glasses and a bottle, with a view of the estuary visible in the background. The surrounding greenery complements the outdoor ambience.
Cottage in Southend-on-Sea
4.92 out of 5 average rating, 96 reviews

Bright modernised cottage with Estuary views

A fisherman's cottage set in a tucked away corner of Old Leigh with its many pubs and restaurants, just a short walk up the hill to the Broadway with its bustle of shops and coffee bars. Double bedroom, shower room, fully equipped kitchen with oven, hob, Smeg fridge, dishwasher and washing machine. Comfortable lounge, couch and 42" smart TV. A large patio with table and benches, steps leading to lawn. Estuary view from shower room, kitchen and sitting room.

Guest favourite
Serviced apartment in Southend-on-Sea
4.92 out of 5 average rating, 12 reviews

Stunning One Bedroom Apartment in Westcliff CA5

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, 85 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

Guest favourite
Home in Southend-on-Sea
4.97 out of 5 average rating, 39 reviews

Stylish 4 bed retreat with Hot Tub near London.

This stylish place to stay is perfect for group trips. Please note: The freestanding bath in the master bedroom is a decorative feature only and is not operational. For health and safety reasons, guests must not use or fill the bath. The property’s main bathroom facilities remain fully available for guest use.

Top guest favourite
A cozy lounge area features exposed brick walls complemented by warm lighting. A plush green sofa and a leather armchair are arranged around a wooden coffee table. A vibrant red rug adds color to the hardwood floor, while framed artwork decorates the walls.
Cottage in Southend-on-Sea
4.98 out of 5 average rating, 446 reviews

The Stable, 5* Boutique Accomodation, dog friendly

A lovingly restored Victorian stable in the conservation area of Southend on Sea with excellent road and rail links to London. We have total faith that you will leave feeling totally relaxed after staying in one of Southend's most unique properties.

Popular amenities for Westcliff-on-Sea holiday rentals

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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