Family-friendly holiday rentals in Southend-on-Sea

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Top-rated family-friendly rentals in Southend-on-Sea

Guests agree: These family-friendly homes 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, 583 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 gently curving path leads through a grassy area surrounded by trees and fruit-bearing plants. Sunlight filters through the branches, casting soft shadows on the lawn. The scene conveys a tranquil outdoor space suitable for relaxation and exploration.
Barn in Rochford
4.96 out of 5 average rating, 389 reviews

Canewdon home with a view.

Our detached lodge is set in the grounds of our gated property overlooking the hot tub and stable yard. It has 2 bedrooms and a large lounge with 2 sets of French doors to take in the views. TV,dining table and 4 chairs and comfy sofa. Fully equipped kitchen with cooker, microwave and toaster. Gas central heating and heated towel rail in bathroom. Private parking outside lodge and free airport parking for those flying from Southend airport. Cot and high chair available. DVD players and dvds

Guest favourite
A spacious sleeping area is featured with a black metal bed frame, soft-textured pillows, and a bright yellow throw draped over the bed. The wall behind is adorned with a mural of trees, complemented by a wooden chest of drawers and dark curtains.
Home in Cliffe
4.95 out of 5 average rating, 166 reviews

Cosy 1 bed countryside cottage, tranquil location

Very spacious 1 bed en-suite cottage with off road parking and a small courtyard area. Formerly an Annex to the main house it is ideally situated for walking/hiking with easy access to the RSPB marshes of Cliffe. Beautiful views of the Kent countryside leading to Cooling Castle Barn, St Helens Church, Cliffe and St James church which inspired Charles Dickens to write Great Expectations where the hero Pip met Magwitch the convict. Easy car access to Historic Rochester Castle and Cathedral.

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, 248 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 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.
Guesthouse in Essex
4.93 out of 5 average rating, 170 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.
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
4.84 out of 5 average rating, 102 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, 183 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
An outdoor seating area is illuminated by string lights as night falls, featuring a pool table with a Union Jack cover. A small table with an intricate design and a matching chair are positioned on the wooden decking, surrounded by lush greenery.
Cabin in Benfleet
4.88 out of 5 average rating, 122 reviews

Outback shack/hot tub/cinema romantic retreat

A cosy wooden cabin with real character, offering a snug built-in bed and an extra sleeping level, an inviting lounge and a warm rustic vibe throughout. Step onto the spacious deck with outdoor seating and a seasonal pool table — perfect day or night. Tucked away for privacy yet close to the A13, A127 and A12, with easy access to Leigh-on-Sea, Old Leigh and Southend. A peaceful, quirky retreat ideal for couples, solo travellers or small families.

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, 142 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.

Popular amenities for Southend-on-Sea family-friendly rentals

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Avg. price$266 NZD$273 NZD$294 NZD$303 NZD$321 NZD$324 NZD$335 NZD$358 NZD$337 NZD$301 NZD$285 NZD$321 NZD
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Quick stats about holiday rentals that are family-friendly in Southend-on-Sea

  • Total holiday rentals

    Explore 170 holiday rentals in Southend-on-Sea

  • Nightly prices starting at

    Southend-on-Sea holiday rentals start at $53 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,400 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    170 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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