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Holiday houses 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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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, 581 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 lounge area is presented with a comfortable blue sofa, complemented by decorative cushions. A large dining table is visible, along with minimalist furniture. The open-plan kitchen in the background features modern appliances, and soft lighting from ceiling fixtures illuminates the space.
Apartment in Southend-on-Sea
4.93 out of 5 average rating, 91 reviews

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.

Guest favourite
A light-filled living area contains two minimalist chairs with green cushions positioned around a glass table. Soft, flowing curtains frame the windows, and a small television is placed on a wooden console. Framed artwork rests nearby, contributing to a cozy ambiance.
Condo in Southend-on-Sea
4.94 out of 5 average rating, 33 reviews

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.

Guest favourite
Apartment in Southend-on-Sea
4.87 out of 5 average rating, 78 reviews

Sanctuary by the Sea

Escape to a newly renovated Victorian seaside apartment with a balcony offering sea views. In a prime location, this home is perfect for relaxation and exploration. Modern amenities, a kingsize bed and a fully equipped kitchen for a peaceful stay. Ideal for couples or solo travellers looking for a serene getaway. Enjoy nearby beaches and restaurants. Just a two minute trot to the Station- only a 35 minute train journey to Central London. Get ready for an unforgettable coastal experience☀️

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.
Condo in Thorpe Bay
4.99 out of 5 average rating, 395 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
4.83 out of 5 average rating, 65 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 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.
Apartment in Southend-on-Sea
4.99 out of 5 average rating, 147 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 favourite
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 favourite
Condo in Southend-on-Sea
4.99 out of 5 average rating, 261 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.

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
4.9 out of 5 average rating, 180 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 spacious corner sofa with plush cushions is positioned in the living room, featuring a mix of grey and turquoise tones. The light wooden flooring complements the minimalist decor. A framed landscape photograph is mounted on the wall, adding a touch of visual interest.
Condo in Southend-on-Sea
4.74 out of 5 average rating, 261 reviews

Spacious 1 Bed flat. 5 min walk to beach & town.

Newly decorated ,Spacious 1 bed apartment. Less than 5 minute walk to sea-front and town centre. Brand new fitted kitchen and Electric Shower. Dog friendly with green space, ideal for dog walking, on the corner of the road and Southchurch Hall Gardens less than a 10 minute walk. I live above so any issues can be dealt with quickly. Free parking available both off road and permit parking. A perfect base for a seafront holiday.

Guest favourite
A spacious living area showcases a modern design with two neutral-colored sofas facing each other. A round coffee table centers the space, and a soft area rug is positioned beneath it. Natural light enters through large windows framed by minimalist curtains.
Apartment in Southend-on-Sea
4.93 out of 5 average rating, 40 reviews

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.

Popular amenities for Southend-on-Sea holiday rentals

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

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$197 NZD$210 NZD$217 NZD$233 NZD$242 NZD$240 NZD$261 NZD$275 NZD$227 NZD$211 NZD$206 NZD$213 NZD
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Frequently Asked Questions

  • How is the weather in Southend-on-Sea?

    Southend-on-Sea experiences a temperate maritime climate. Summers are typically warm and dry with temperatures averaging around 66°F (19°C), while winters are cooler and often see temperatures drop to around 39°F (4°C). Rainfall is relatively evenly distributed throughout the year.

  • What are some of the best things to do in Southend-on-Sea?

    In Southend-on-Sea, popular activities include strolling along the Southend Pier, exploring the Southend Central Museum and Planetarium, visiting the bountiful seafront gardens, or enjoying the thrill rides at Adventure Island. The town also boasts beautiful beaches perfect for a relaxing day by the sea.

  • What is the best time of year to visit Southend-on-Sea?

    Summer is the most popular time to visit Southend-on-Sea, particularly from June to August. During this period, the town hosts numerous events such as the Southend Carnival and the Village Green Arts & Music Festival, drawing visitors for their vibrant displays and performances.

  • What are the best places to stay in Southend-on-Sea?

    Popular areas to stay in Southend-on-Sea include the central City Centre, known for its lively atmosphere and proximity to attractions, and the tranquil Thorpe Bay, admired for its grand houses and beautiful beachfront. Westcliff-on-Sea is also a favoured spot, with its mix of culture, dining, and shopping.

  • What are the best places to visit in Southend-on-Sea?

    Visitors to Southend-on-Sea often enjoy the Southend Pier, the world's longest pleasure pier, the vibrant Sea-Life Adventure aquarium, and the beautiful Prittlewell Priory, a historic house set in picturesque gardens. The Beecroft Art Gallery and Southchurch Hall are also frequently suggested locations.

  • What are some hiking trails in Southend-on-Sea?

    Southend-on-Sea is home to several scenic hiking trails. The Thames Estuary Path, which takes you along the estuary's edge, and the Prittle Brook Greenway, with its lush greenery and water views, are frequently suggested for their natural beauty.

  • What are some family activities to do in Southend-on-Sea?

    Southend-on-Sea has many family-friendly activities. Explore the educational Adventure Island theme park, enjoy marine life at Sea-Life Adventure, visit the Southend Pier Museum, or have a relaxing day at one of the sandy beaches such as Jubilee Beach or Three Shells Beach.

  • What are some of the best day trip ideas in Southend-on-Sea?

    Day trips from Southend-on-Sea can include visiting the historic town of Colchester 50 miles (80 km) away, exploring the lively seaside resort of Clacton-on-Sea 40 miles (64 km) away, or discovering the natural beauty of Epping Forest about 27 miles (43 km) away.

  • Are there family-friendly condo rentals in Southend-on-Sea?

    Southend-on-Sea has more than 20 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there serviced apartment rentals with a dedicated workspace in Southend-on-Sea?

    Yes! Work meets play with ease at over 10 serviced apartment rentals in Southend-on-Sea featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What types of vacation rentals are available in Southend-on-Sea?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Southend-on-Sea. From over 160 house rentals to over 170 apartment rentals, we've got you covered.

  • Do bed and breakfast rentals in Southend-on-Sea have free parking?

    Absolutely! We offer over 10 bed and breakfast rentals with free parking in Southend-on-Sea. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Southend-on-Sea have wifi?

    Absolutely! We offer over 160 house rentals with wifi in Southend-on-Sea. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Southend-on-Sea have a kitchen?

    Absolutely! We offer over 30 serviced apartment rentals with a kitchen in Southend-on-Sea. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly condo rentals in Southend-on-Sea?

    Four-legged friends are welcome in Southend-on-Sea. Choose from more than 10 condo rentals for guests traveling with pets.

  • What are the most popular amenities for Bed And Breakfast Rentals in Southend-on-Sea?

    Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Southend-on-Sea

  • Total holiday rentals

    Explore 480 holiday rentals in Southend-on-Sea

  • Nightly prices starting at

    Southend-on-Sea holiday rentals start at $18 NZD per night before taxes and fees

  • Verified guest reviews

    Over 16,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

    470 of Southend-on-Sea holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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