Holiday rentals in Southend-on-Sea

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Top-rated holiday rentals in Southend-on-Sea

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A vibrant blue house with white accents, labeled 'Sunset Waves,' stands proudly. A small garden with green plants is visible in front, complemented by a bright blue picket fence. The entrance features a welcoming door adorned with decorative elements, enhancing the home's charming exterior.
Home
4.92 out of 5 average rating, 118 reviews

Mediterranean inspired home/garden opposite beach

Indulge in seaside bliss at our Mediterranean-styled retreat, moments away from the beach. Ideal for couples and families, this pet-friendly haven is local to Southchurch Park and trendy eateries like Cameilla Hotel and Ocean Beach. Also, a short 10-minute walk brings you to the mile long Southend Pier, offering many local amusements. Complete with FREE roadside parking and freshly redecorated interiors; this charming sanctuary offers a unique getaway, our beautiful garden is perfect to chill.

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
4.92 out of 5 average rating, 595 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 !

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
5 out of 5 average rating, 119 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 favourite
Flat
4.98 out of 5 average rating, 319 reviews

The Lookout - Thorpe Bay beach apartments

The Lookout is situated directly on the sea front between Southend on sea and Thorpe bay. We have stunning sea views and our balcony is the perfect place to watch the sunset over Southend pier. The beach is right outside our front door and a 15 min walk along it will take you to Southend sea front, with its many arcades and Adventure island. The 1 bedroom luxury apartment has a king size bed, south facing balcony, full kitchen, stylish wet room, 50" curved tv, free wifi and a log burner.

Top guest favourite
An elegantly designed bedroom features a spacious super king bed adorned with soft linens and stacked towels. A freestanding bath is positioned nearby, complemented by wooden wall accents. A cozy robe hangs in the background, while soft lighting contributes to a serene atmosphere.
Farm stay
4.98 out of 5 average rating, 372 reviews

Exclusive retreat on a private lake

Enjoy a truly unique stay in this exclusive lodge. Situated on its own private lake, you will have everything you need to enjoy a blissful retreat with award winning country pubs such as The Dog & Pickle only a walk away. Please note: 1. We are strictly a minimum of two night stays. 2. We can only accept infants under 6 months old. 3. There is no swimming or paddle boarding allowed in the lake. NEW FOR 2026 - The Wellness Deck Sauna, Cold Plunge & outdoor shower, ready for use now!

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
4.89 out of 5 average rating, 254 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
4.99 out of 5 average rating, 418 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.

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
4.87 out of 5 average rating, 134 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 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
4.87 out of 5 average rating, 155 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.

Top 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
4.97 out of 5 average rating, 185 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.

Top guest favourite
Home
4.91 out of 5 average rating, 159 reviews

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 .

Top guest favourite
An open-plan kitchen and dining area is visible through bifold doors, creating a seamless connection to the outdoor courtyard. Tall bar stools align a light wood dining table, with soft seating arranged around a low table adorned with snacks and glasses. Potted greenery enhances the inviting space.
Home
4.96 out of 5 average rating, 51 reviews

Stunning house in the heart of Leigh-On-Sea

Beautifully restored 3 bedroom detached house in the very heart of the vibrant and trendy Leigh on Sea Broadway moments from the bars, boutiques, galleries and coffee shops and just a short walk to the sea. A collaboration between Mother and Daughter, Interior Designer, Nathalie Brandajs and Artist, Caron Brandajs, who transformed and beautifully styled this period property.

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 470 holiday rentals in Southend-on-Sea

  • Nightly prices starting at

    Southend-on-Sea holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 16,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wifi availability

    450 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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