
Family-friendly holiday rentals in Southend-on-Sea
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Southend-on-Sea

Total holiday rentals
Explore 200 holiday rentals in Southend-on-Sea

Nightly prices starting at
Southend-on-Sea holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 5,990 verified reviews to help you choose

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
190 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
Top-rated family-friendly rentals in Southend-on-Sea
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

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 !

Meadow view peaceful countryside lodge with ducks
Private Cosy getaway in the English countryside Whether you want to take advantage of the many local coastal & woodland walks or stroll to the local country pub Or just have some time to yourself & cosy up in the lodge or relax in the garden & feed our ducks You will have the entire lodge to yourself so you will not be disturbed it has its own private entrance as outlined in green on the photos Contactless check in No smoking in the lodge No parties Maldon high street is a 10 min drive

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.

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.

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.

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.

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.

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.

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.

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 .
Popular amenities for Southend-on-Sea family-friendly rentals
Family-friendly home rentals with a hot tub

OutbackShack HottubSaunaCinema Pooltable adventure

Adorable secluded lodge with wood fired hot tub

St George’s Cosy Cabin with Jacuzzi Hot Tub

Luxury Spa Retreat: Sauna & Hot Tub

Canewdon home with a view.

Hideaway 2 - Romantic Cabin - wood-fired hot tub

Lola’s Luxury Holiday Lodge - beautiful sea views

Adorable 4 bedroom annex with hot tub
Family- and pet-friendly home rentals

The Stables

Boutique countryside cabin

Elegant Luxury Wedge Shaped Beach House

Unique barn conversion with beautiful marsh views

Sunflower Stay at Seacliffe Staycation

Langford Cross - Self Contained Annexe

Unique Cottage Set In Perfect Village Location

Oak Lodge @ The Oaks Retreat
Family-friendly home rentals with a pool

Kent Coast 2 Bedroom Holiday Home Haven

8 bedroom Countryside Farmhouse

Haven Holiday Park, Kent Coast

GWP - Rectory North

Alpaca Lodge

Countryside 2 bedroom stay and heated private pool

Cosy shepherd’s hut in beautiful Kent countryside

6 Berth - 2 Bedroom 2023edition Caravan at Haven
When is the best time to visit Southend-on-Sea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $228 SGD | $223 SGD | $221 SGD | $220 SGD | $233 SGD | $236 SGD | $243 SGD | $260 SGD | $245 SGD | $224 SGD | $216 SGD | $251 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°C |
Destinations to explore
- Waterfront rentals Southend-on-Sea
- Rentals with a fireplace Southend-on-Sea
- Cottage rentals Southend-on-Sea
- Rentals with a patio Southend-on-Sea
- Apartment rentals Southend-on-Sea
- Boutique hotels Southend-on-Sea
- Cabin rentals Southend-on-Sea
- Rentals with a washing machine and dryer Southend-on-Sea
- Rentals with outdoor seating Southend-on-Sea
- Rentals with beach access Southend-on-Sea
- Serviced apartment rentals Southend-on-Sea
- Flat rentals Southend-on-Sea
- Smoking-friendly rentals Southend-on-Sea
- House rentals Southend-on-Sea
- Pet-friendly rentals Southend-on-Sea
- Rentals with breakfast Southend-on-Sea
- Beachfront rentals Southend-on-Sea
- Rentals with a firepit Southend-on-Sea
- Fitness-friendly rentals Southend-on-Sea
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Emirates Stadium
- Tower Bridge
- Clapham Common
- Buckingham Palace
- Chessington World of Adventures Resort
- Alexandra Palace
- London Stadium
- Big Ben
- Victoria Park
- British Museum
- London Eye
- Primrose Hill
- St Paul's Cathedral
- Hampton Court Palace
- Trafalgar Square





