
Vacation rentals in Southend-on-Sea
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Top-rated vacation rentals in Southend-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 !

Seaview City Lodge , 2- bedroom flat with Parking
A stylish experience in the centrally located apartment. Superb 2-bedroom, 2-bathroom flat with sea view. Fully equipped kitchen, large dining table, and open plan, secluded balcony. Free allocated parking for one car on-site. This apartment is ideal for single travelers and couples. Maximum occupancy is three guests. Southend City beach is 10 minutes away, and the University of Essex campus and High Street are 5 minutes away. London Southend Airport is the next stop on the Greater Anglia line.

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.

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.

Light and Airy. En-suite with own private access.
Quiet open plan living space, one double bed. Separate shower room. Internet and SkyTV. Walking distance or 5 mins by car from train station into London via Southend Central station, bus route into town. 20 mins to Airport by car. Interesting country walks along Essex creeks and shore. Good food outlets and supermarket 3 mins away. Mini kitchen. Sitting area in garden. Well controlled pet welcome. Ideal for business trips and quiet getaways. Unrestricted free parking in the street.

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 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.

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.

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.

Stylish One Bedroom Apartment with Sea View
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.

Spacious House by the sea
A beautiful spacious home 2 large bedrooms New bathroom Spacious lounge T/v Room Separate dinning area Small Garden & Patio area Step outside and you are a few steps away from the beach and lovely Southchurch Park ( Lake , pretty garden , cafe , live music in the summer months ) Close to many great Restaurants & Cafes A Free Car Park is available directly opposite the house .
Popular amenities for Southend-on-Sea vacation rentals
Other great vacation rentals in Southend-on-Sea

Relax, Recharge and Unwind in a Lovely Warm Home

Central, seafront location in conservation area

Historic 5 Bed House-Games Room+ garden+parking

Attic room in central Leigh near seaside & airport

Room-on-Sea

Peace Haven, The Blue Room, Hadleigh, Essex

Mediterranean inspired home/garden opposite beach

4-Bedroom Seafront House in Southend | Sea Views
When is the best time to visit Southend-on-Sea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $153 CAD | $163 CAD | $168 CAD | $180 CAD | $187 CAD | $186 CAD | $202 CAD | $213 CAD | $176 CAD | $164 CAD | $160 CAD | $165 CAD |
| 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 |
Frequently Asked Questions
What are the best places to stay in Southend-on-Sea?
Southend-on-Sea has a variety of stays near the seafront, in the historic town centre, and around quieter residential neighborhoods. Many guests choose areas close to the beach or attractions for convenient access to local sights.
What are the best things to do in Southend-on-Sea with kids?
Families often explore Adventure Island, stroll along Southend Pier, or enjoy the amusements and arcades by the seafront. Local parks and play areas provide opportunities for outdoor fun.
What are some of the best things to do in Southend-on-Sea?
Explore Southend Pier, visit the amusements along the seafront, and discover local history at the museum. Seasonal events and city parks add more ways to experience the area.
How is the weather in Southend-on-Sea?
Southend-on-Sea has mild winters around 37–47°F (3–8°C), and warmer summers with afternoons near 57–72°F (14–22°C). Light rain is common throughout the year, so packing a rain jacket is frequently suggested.
When is the best time to visit Southend-on-Sea?
Spring through early autumn is often recommended for milder weather and lively seafront activities. Summer months draw visitors for festivals and outdoor events.
What are the best places to visit in Southend-on-Sea?
Visitors frequently explore Southend Pier, Adventure Island, and the town’s local museum. Many also visit nearby parks or take in views along the promenade.
What are some hiking trails in Southend-on-Sea?
Southend-on-Sea has paths along the seafront and trails through local parks like Chalkwell Park. The surrounding estuary and countryside areas provide additional walking opportunities.
What are some family activities we can do in Southend-on-Sea?
Families can explore Southend Pier, play on the beach, or discover local parks. Miniature golf and playgrounds around Southend-on-Sea provide additional fun for visitors of all ages.
What are some of the best day trip ideas from Southend-on-Sea?
Travelers often visit historic towns, nature reserves, or nearby coastal villages for a day out. Exploring rural landscapes or enjoying seaside walks around the area is frequently suggested.
Are there any pet friendly accommodations available in Southend-on-Sea?
Southend-on-Sea has a number of pet-friendly stays, especially in areas near parks and the seafront. Many listings welcome pets and offer access to green spaces for walks.
What are some local tips for visiting Southend-on-Sea?
Consider walking the full length of Southend Pier for panoramic views, and check out local markets for regional treats. Packing layers and a lightweight raincoat helps with changing coastal weather.
What is Southend-on-Sea known for?
Southend-on-Sea is known for its long pier, vibrant seafront attractions, and classic British seaside ambiance. Local culture blends traditional amusements with arts and maritime history.
What are the best hidden gems to explore in Southend-on-Sea?
Explore Leigh-on-Sea's charming old town and local galleries, or stroll gardens at Prittlewell Priory. Smaller arts venues and tucked-away cafes create a welcoming atmosphere away from main crowds.
What are the best foods to try in Southend-on-Sea?
Regional seafood like freshly caught shellfish, locally famous fish and chips, and classic British pastries are often suggested. Seafront vendors and local markets showcase seasonal treats.
What should I bring for a trip to Southend-on-Sea?
Pack comfortable walking shoes, layers for changing temperatures, and a light rain jacket. Bringing beachwear and sun protection is helpful for warm-weather days.
What is the nightlife in Southend-on-Sea like?
Southend-on-Sea has lively pubs, restaurants, and music venues around the town centre and the seafront. Evening entertainment often features local bands, comedy, and relaxed social spaces.
What are the most popular events or festivals in Southend-on-Sea?
Southend-on-Sea has festive traditions like the Southend Carnival and autumn firework celebrations along the seafront. Arts events, live music gatherings, and seasonal fairs are often recommended throughout the year.
Are there family friendly vacation rentals in Southend-on-Sea?
Family-friendly vacation rentals are available in Southend-on-Sea, especially near the seafront and around residential neighborhoods. Many provide extra space, kitchens, or easy access to parks and attractions.
Quick stats about vacation rentals in Southend-on-Sea

Total vacation rentals
Explore 480 vacation rentals in Southend-on-Sea

Nightly prices starting at
Southend-on-Sea vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 16,140 verified reviews to help you choose

Family-friendly vacation rentals
170 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
470 of Southend-on-Sea vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Southend-on-Sea rentals

4.7 Average rating
Southend-on-Sea stays receive an average rating of 4.7 out of 5 from guests
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