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
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, 247 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.
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.

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.

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.
Apartment in Southend-on-Sea
4.86 out of 5 average rating, 100 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.

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.

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.
Condo in Southend-on-Sea
4.87 out of 5 average rating, 141 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.
Apartment in Leigh-on-Sea, Southend
4.97 out of 5 average rating, 160 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.

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
Home in Southend-on-Sea
4.9 out of 5 average rating, 124 reviews

Elegant Luxury Wedge Shaped Beach House

Make some memories in this unique and family-friendly house. The wedge is a unique house set over 3 floors in the shape of a wedge! A modern and fully renovated property offering a stylish luxury home away from home. An excellent location only 30 seconds walk from the beach, 2 minutes from Adventure Island theme park and surrounded by many lovely restaurants. 2 double bedrooms and a double sofa bed allows up to 6 guests.

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 in Essex
4.98 out of 5 average rating, 340 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.

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

Destinations to explore