
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 !

Stunning sea views. Local for beach & eateries
Situated in Leigh on Sea, a stunning 2 bedroom maisonette a stones throw from the beach. You have clear sea views from both bedrooms, kitchen and sitting room There is a private balcony leading from both bedrooms and also from the sitting/dinning room. All balconies have seating to allow you to relax and read a book or have your morning cuppa. Whichever way you walk you will find tasty restaurants and cute coffee bars within minutes. Available on the beach-sup lessons, photography & yoga.

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.

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.

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.

Cockle Cottage
Cockle Cottage is a charming fisherman’s cottage in the heart of vibrant Leigh-on-Sea. Ideally located between the lively high street—with its independent shops and cafés—and the town’s historic Old Town, known for its pubs, seafood, and beautiful views across the Thames Estuary. Nearby Leigh-on-Sea railway station offers direct trains to London in around 45 minutes, making it perfect for both seaside relaxation and city trips. 🌊🏡

Exclusive One Bedroom Apartment in Westcliff CA13
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
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

Hamlet Hideaway, Sleeps 14, Off Street Parking

Elegant, Victorian End of Terrace Town House

Luxury 1-Bed by the Beach, Pier & Shops

Spacious King 1-Bed · Near Southend Pier & Station

The Alvaros Apartment

Apartment heart of Leigh on Sea. 2 double bedrooms

Cosy home | near airport | sleeps 6-8 | Parking
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 | $164 SGD | $165 SGD | $162 SGD | $168 SGD | $181 SGD | $169 SGD | $173 SGD | $192 SGD | $163 SGD | $149 SGD | $146 SGD | $172 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
- Rentals with outdoor seating Westcliff-on-Sea
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- Beachfront rentals Westcliff-on-Sea
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- Serviced apartment rentals Westcliff-on-Sea
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- Wembley Stadium
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- Chessington World of Adventures Resort
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