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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.

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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, 586 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 !

Top guest favorite
A spacious living area features plush green sofas arranged around a central coffee table. A large decorative mirror reflects light, while a modern chandelier hangs above. Natural light pours in through large windows, dressed with elegant shades.
Home in Southend-on-Sea
5 out of 5 average rating, 104 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 favorite
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.
Condo in Thorpe Bay
4.99 out of 5 average rating, 399 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.

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, 69 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, 152 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.

Top guest favorite
Condo in Southend-on-Sea
4.99 out of 5 average rating, 265 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.

Top 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, 184 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, 101 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.

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, 434 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.

Superhost
A small outdoor balcony features a round table surrounded by two wicker chairs. An umbrella is tilted to one side, and greenery is visible in the background, providing a natural setting. The balcony's flooring consists of gray tiles.
Apartment in Southend-on-Sea
4.74 out of 5 average rating, 85 reviews

Entire Studio with private parking and balcony

Light, private, green space. Easy access to theatres, high street, transport systems and Sea. South facing Balcony with pleasant views while drinking a nespresso coffee.... ! What3words: risen/blunt/starts

Guest favorite
A modern living area features a gray sofa adorned with two decorative pillows. A glass coffee table rests on a light green rug, complemented by a vase of greenery. Two colorful framed artworks adorn the wall, adding subtle visual interest to the space.
Apartment in Southend-on-Sea
4.94 out of 5 average rating, 16 reviews

Conveniently located 1-bedroom flat

This flat is beautifully refurbished, less than 5 minutes walk to the train station and less than 10 minutes walk to the beach. There are shops, café and restaurants around the flat.

Popular amenities for Southend-on-Sea vacation rentals

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

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Avg. priceﺩ.ﺇ408ﺩ.ﺇ433ﺩ.ﺇ448ﺩ.ﺇ481ﺩ.ﺇ499ﺩ.ﺇ496ﺩ.ﺇ540ﺩ.ﺇ569ﺩ.ﺇ470ﺩ.ﺇ437ﺩ.ﺇ426ﺩ.ﺇ441
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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 enjoy Adventure Island, explore Southend Pier, and play on the beach. Local parks, playgrounds, and miniature golf areas add even more kid-friendly options.

  • 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 ﺩ.ﺇ37 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

    470 of Southend-on-Sea vacation rentals include wi-fi 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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