
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.

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 !

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.

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.

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.

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.

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.

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.

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.

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.

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

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.

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
Stay near Westcliff-on-Sea's top sights
Other great holiday rentals in Westcliff-on-Sea

Bright and Cozy 1-bed studio near Southend Airport

10% Off |7 Nights |Family lSleep 9 |Parking |WiFi

Entire Studio with private parking and balcony

Gorgeous 2BR Flat | Hamlet Court | Pier & Station

Luxury 1-Bed by the Beach, Pier & Shops

Relaxing home away from home minutes away from sea

The Alvaros Apartment

Modern ensuite double room near Chalkwell beach.
When is the best time to visit Westcliff-on-Sea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $165 SGD | $166 SGD | $162 SGD | $169 SGD | $182 SGD | $170 SGD | $174 SGD | $193 SGD | $164 SGD | $149 SGD | $147 SGD | $173 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°C |
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
Destinations to explore
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- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Emirates Stadium
- Clapham Common
- Buckingham Palace
- Alexandra Palace
- Chessington World of Adventures Resort
- Big Ben
- London Stadium
- Victoria Park
- British Museum
- Primrose Hill
- London Eye
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