Holiday rentals in Southend-on-Sea

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Top-rated holiday rentals in Southend-on-Sea

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Guest favourite
A row of traditional houses is displayed, showcasing distinct architectural features such as bay windows and peaked roofs. The vibrant turquoise door of one house stands out among the muted tones. A well-maintained front garden is visible, enhancing the neighborhood's charm.
Apartment in Leigh on Sea
4.77 out of 5 average rating, 127 reviews

1 Bed Garden Flat in the Heart of Leigh, Sleeps 3.

**Charming Ground-Floor Flat in the Heart of Leigh-on-Sea** Escape to the charming town of Leigh-on-Sea, where picturesque coastal living meets a vibrant and laid-back atmosphere. This lovely ground-floor flat offers a warm and inviting retreat, perfectly situated in the heart of the town, just moments from the lively Broadway. Whether you're here for a relaxing weekend getaway or a peaceful extended stay, the location offers easy access to everything that makes Leigh-on-Sea so special. Step outside, and you'll find yourself immersed in the unique charm of this coastal town. Stroll along the scenic seafront, where fresh sea breezes and stunning views of the Thames Estuary make for unforgettable moments. The local parks, with their tranquil green spaces and meandering paths, are ideal for peaceful walks, while the nearby beaches offer the perfect setting to unwind and soak up the natural beauty. Leigh-on-Sea is known for its rich history, charming old town, and the vibrant mix of nature and culture that surrounds it. From watching boats gently drift by in the harbour to exploring hidden nature spots, you'll feel immersed in an atmosphere of peace and simplicity. Inside the flat, you'll find a cosy space with a welcoming ambiance, designed with comfort and convenience in mind. The living area is perfect for unwinding after a day spent exploring, and the well-equipped kitchen offers everything you need to feel right at home. It’s the perfect base to come back to after your daily adventures in this stunning coastal town. Whether you're a nature lover, a fan of local history, or simply looking to experience the laid-back charm of Leigh-on-Sea, this flat offers the perfect spot for your next getaway. It’s more than just a place to stay – it’s an experience to cherish.

Top guest favourite
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, 587 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 favourite
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, 108 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.

Guest favourite
A comfortable living area features a gray sectional sofa accented with yellow cushions, paired with a blue dining set. A glass dining table is centered in the space, and a wall-mounted television overlooks a modern wooden shelf. Natural light filters through large windows adorned with white blinds.
Flat in Southend-on-Sea
4.9 out of 5 average rating, 111 reviews

The Alvaros Apartment

The Alvaros apartment is completely refurbished to a high standard and is based just a ten minute walk to Westcliff seafront where you can stroll along to towards Southend Pier and other attractions. The apartment is close to Westcliff Train Station and Hamlet Court Road where you will find shops, bars and restaurants. The apartment is connected to Alvaros Fine Dining Portuguese Restaurant where guests staying can enjoy a 10% discount on meals and drinks (open Tuesday to Sunday evenings).

Guest favourite
An open living space is showcased with light yellow walls and wood accents. A skylight above offers natural illumination. A comfortable chair and small desk are positioned near the window, while a cozy sleeping area with a quilted bedspread is visible in the background.
Guest suite in Southend-on-Sea
4.89 out of 5 average rating, 250 reviews

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.

Top guest favourite
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.
Apartment in Thorpe Bay
4.99 out of 5 average rating, 403 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.

Top guest favourite
A contemporary living space features a light green accent wall, complemented by dark furniture. A round table with wooden chairs is positioned next to a cozy seating area. Access to the outdoor space is provided through glass doors, enhancing the airy feel of the room.
Guest house in Essex
4.93 out of 5 average rating, 177 reviews

The Secret Hideaway (SS6)

Check-in is from 4pm. Check-out is by 10.00am. Early check in available for supplement as is check out. The Secret Hideaway is a self contained living space. Make use of the cooker to prepare a meal or relax watching your latest TV series. The bathroom is fully equipped with a power shower and is stylishly decorated with light grey tiles and white brickettes. Enjoy the comfort of a double bedroom equipped with bedside stylish cabinets and a clothes rail. Close to the A127.

Top guest favourite
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.
Flat in Southend-on-Sea
4.99 out of 5 average rating, 161 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.

Guest favourite
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.
Flat in Southend-on-Sea
4.86 out of 5 average rating, 113 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.

Guest favourite
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
4.89 out of 5 average rating, 192 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.

Guest favourite
A well-furnished living area features a pair of brown leather sofas with accent pillows, positioned around a light coffee table. A comfortable blue chair adds to the seating options. A flat-screen television is mounted on the wall, while natural light filters through the bay window.
Apartment in Southend-on-Sea
4.88 out of 5 average rating, 147 reviews

Peep o’ the Sea - Seaside Apartment

Relax in this beautiful newly furnished seaside apartment. Brand new bathroom with large shower cubicle. Brand new kitchen for those who wish to cook. Less than a 30 second walk to the beach (popular with paddle boarders as well as sunbathers). In the opposite direction, less than a minute’s walk to beautiful Southchurch Park (gardens, lake, cafe, playground). Great selection of cafes and restaurants nearby as well as a local newsagents.

Guest favourite
A cozy bedroom is presented with a double bed featuring an ornate headboard. Two cushions in navy blue rest on the crisp white linens. A piece of wall art depicting vibrant lips adds a pop of color. A flat-screen TV is mounted on the wall opposite the bed.
Flat in Leigh-on-Sea, Southend
4.97 out of 5 average rating, 171 reviews

Lovely studio for two in central Leigh on Sea

This is a very calm space decorated in F&B elephants breath paint with contrasting furnishings. A double bed + a sofa bed + travel cot. Cooking facilities, dining table table & 2 chairs. A microwave is situated in the utility room on the landing outside the studio door. Very nice shower room It’s ideal as a compact living space to use when visiting relatives or just on a break in lovely Leigh on Sea. No outside space is available.

Popular amenities for Southend-on-Sea holiday rentals

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

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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 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 holiday rentals in Southend-on-Sea

  • Total holiday rentals

    Explore 510 holiday rentals in Southend-on-Sea

  • Nightly prices starting at

    Southend-on-Sea holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 16,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    490 of Southend-on-Sea holiday 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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