Vacation rentals in Westcliff-on-Sea

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Top-rated vacation rentals in Westcliff-on-Sea

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Top guest favorite
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, 584 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 !

Guest favorite
A light-filled living area contains two minimalist chairs with green cushions positioned around a glass table. Soft, flowing curtains frame the windows, and a small television is placed on a wooden console. Framed artwork rests nearby, contributing to a cozy ambiance.
Condo in Southend-on-Sea
4.94 out of 5 average rating, 36 reviews

Flat-on-Sea

Perfect location for convenience. The Flat is situated just moments from Airport, Hospital, Roots Hall Stadium and Priory Park. Prittlewell Station is just a 22-minute walk away, and with the A127 nearby, you're well-connected to the rest of Southend and beyond. There are plenty of food shops and restaurants nearby, offering everything from quick bites to sit-down meals. Whether you're visiting for business, leisure, or a quick stopover, our space combines comfort with unbeatable convenience.

Guest favorite
Apartment in Southend-on-Sea
4.87 out of 5 average rating, 79 reviews

Sanctuary by the Sea

Escape to a newly renovated Victorian seaside apartment with a balcony offering sea views. In a prime location, this home is perfect for relaxation and exploration. Modern amenities, a kingsize bed and a fully equipped kitchen for a peaceful stay. Ideal for couples or solo travellers looking for a serene getaway. Enjoy nearby beaches and restaurants. Just a two minute trot to the Station- only a 35 minute train journey to Central London. Get ready for an unforgettable coastal experience☀️

Superhost
A cozy sleeping area includes a spacious bed with soft linens. A minimalist desk and chair offer a workspace. Natural light enters through a diamond-patterned door, complemented by a modern bedside lamp casting a gentle glow.
Tiny home in Southend-on-Sea
4.84 out of 5 average rating, 68 reviews

The Southend Airport Lodge

Ideal for a single traveller or a couple, this private, self-contained, cosy studio with a separate entrance, has free parking for one car or van, kitchenette, double bed, toilet &shower, and a small courtyard patio. The lodge is a 5 minute drive from either Southend airport or Southend city centre. Southend FC home : Roots Hall is 10 minute walk from the flat. University of Essex campus, Adventure Island and Southend County Court are close by. Easy access to A127 and A13 motorways.

Top guest favorite
A spacious bedroom features a king size bed with neutral bedding, flanked by bedside tables and lamps. French doors open to a private patio, bringing in natural light and garden views. The herringbone-patterned floor adds warmth to the inviting space.
Apartment in Southend-on-Sea
4.99 out of 5 average rating, 149 reviews

Spacious g/f one bedroom annexe - Leigh on Sea

This spacious ground floor one bedroom annexe is situated in the charming town of Leigh-on-Sea. The annexe is joined to the main building by a locked acoustic door. A two minute walk to Bonchurch Park and a short walk to Belfairs Nature Reserve. Plenty of local shops within a 5-15 minute walk and a 20-30 minute walk to Leigh broadway, Old Leigh/beach and Leigh station. EV charger available. A small south-facing patio available for guest use. Off-road parking space.

Top guest favorite
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
5 out of 5 average rating, 19 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.

Guest favorite
The lounge/diner features a cozy sofa and a leather seating area, complemented by a dining table set for six. Natural light fills the space through large windows, and decorative pieces are displayed on the walls. A warm ambiance is created by the overhead chandelier.
Apartment in Southend-on-Sea
4.85 out of 5 average rating, 104 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 favorite
Condo in Southend-on-Sea
4.99 out of 5 average rating, 262 reviews

Thorpe bay beach deluxe apartment

Seashells is a beautiful seafront apartment with amazing views over the Estuary. Sit back and watch the ships sail past or cross the road and you are on the beach. We are a short stroll from the main strip on Southend seafront but far enough away to avoid the crowds. There are plenty of bars and restaurants within walking distance. The 1 bedroom apartment has a king size bed, south facing balcony, full kitchen, modern shower room, 50" tv and free wifi.

Guest favorite
A self-contained lodge is shown with a decorative privacy panel beside a wooden bench. Flowering plants are placed nearby, and a grassy area extends alongside the path leading to the entrance. A window and door are visible on the lodge's exterior, confirming its inviting design.
Guest suite in Southend-on-Sea
4.9 out of 5 average rating, 183 reviews

Quiet and cosy self-contained garden lodge.

The Hutch is in Leigh-on-Sea, close to parks, Southend Airport (3.9miles), shops (0.5miles for Leigh-on-Sea & 3.9miles for Southend High Street), the Estuary (1.5miles), Cliffs Pavilion (2.3miles) and the hospital (1.5miles). You’ll love my place because of the location, it's privacy as it's a self-contained lodge with its own access, and courtyard as well as off street parking My place is good for couples, solo adventurers, and business travelers.

Superhost
A modern living area showcases a gray sofa with colorful cushions, accompanied by a wooden coffee table. Natural light enters through large windows covered by light curtains. A flat-screen television is positioned on a minimalist stand, with framed artwork adorning the walls.
Condo in Southend-on-Sea
4.88 out of 5 average rating, 99 reviews

Southend Victoria, 2-bedroom flat, with parking

Modern 2-bedroom flat, in Central Southend location. City skyline and sea view. Fully equipped kitchen and fibre broadband, balcony, and 2 bathrooms. The flat is a 2-minute walk from Southend Victoria Central station, 5 minutes to Southend Central Station, High Street, Uni of Essex, City Beach, and Adventure Island. Southend Airport is 10 minutes away. This apartment accommodates 1-4 people. Parking for one car in the on-site car park is included.

Guest favorite
Apartment in Southend-on-Sea
5 out of 5 average rating, 9 reviews

Stunning One Bedroom Apartment in Westcliff

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.

Top guest favorite
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 Westcliff-on-Sea
4.98 out of 5 average rating, 433 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 vacation rentals

When is the best time to visit Westcliff-on-Sea?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR1,900 ZARR2,037 ZARR2,089 ZARR2,243 ZARR2,414 ZARR2,260 ZARR2,311 ZARR2,568 ZARR2,174 ZARR2,140 ZARR2,106 ZARR2,123 ZAR
Avg. temp5°C5°C7°C9°C12°C16°C18°C18°C15°C12°C8°C6°C

Quick stats about vacation rentals in Westcliff-on-Sea

  • Total vacation rentals

    Explore 210 vacation rentals in Westcliff-on-Sea

  • Nightly prices starting at

    Westcliff-on-Sea vacation rentals start at R342 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 4,950 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    210 of Westcliff-on-Sea vacation rentals include wi-fi 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