
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 170 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 5,560 verified reviews to help you choose

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
160 of Southend-on-Sea holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Southend-on-Sea rentals

4.8 Average rating
Southend-on-Sea stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in Southend-on-Sea
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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 !

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

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.

The Midnight Express; Magical Bus, Hot Tub+ Views!
Probably the most magical bus stay in the UK, inspired by the romance of the Orient Express & Harry Potter ✨ Set in peaceful countryside near Canterbury, with epic views, the Midnight Express is a one-of-a-kind converted double-decker bus for couples, families, and small groups seeking a cosy, playful stay. With a hot tub, gaming area in the driver’s seat, cinema snug, log burner, private garden, and separate First Class Waiting Room, it feels like a magical little world of its own.

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.

Oak Lodge @ The Oaks Retreat
This memorable place is anything but ordinary. It is The Oaks Retreat, WINNER of the Paris Design awards 2024 'best hospitality interior', an architecturally inspired bespoke woodland Airbnb located in the seaside town of Whitstable. The Oak Lodge offers 2 king size bedrooms fully customized with high-end finishes which to need to be seen in person to be fully appreciated. Our Wellness area is equipped with a log burning sauna, a cold plunge and outdoor shower.

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

OutbackShack Hottub Sauna Cinema Pooltable Essex

Adorable secluded lodge with wood fired hot tub

Hideaway 1 -Romantic Cabin - wood-fired hot tub

Romantic Hideaway & Hot tub in Kent Countryside.

St George’s Cosy Cabin with Jacuzzi Hot Tub

Luxury Spa Retreat: Sauna & Hot Tub

Hut in the Vines - all inclusive

Kent’s Romantic Shepherd's Hut - The Hide
Family- and pet-friendly home rentals

Cabin 5mins to beach in Whitstable

Quiet relaxing Scandi Barn Conversion

Elegant Luxury Wedge Shaped Beach House

Unique barn conversion with beautiful marsh views

The Bird House, Dedham

Sunflower Stay at Seacliffe Staycation

Langford Cross - Self Contained Annexe

Stunning 4 bed Church Conversion in Billericay
Family-friendly home rentals with a pool

Plantagenet: A Historic Country Cottage with Pool

Stunning waterside retreat

Romantic or Family Rural Bliss

Cosy shepherd’s hut in beautiful Kent countryside

Kent home with a view

6 Berth - 2 Bedroom 2023edition Caravan at Haven

"The Bethel - A holiday home by the sea"

Family Stay: Hens•Cats• Firepit •Puppy •Chick•Pool
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 | $227 SGD | $222 SGD | $220 SGD | $219 SGD | $232 SGD | $234 SGD | $242 SGD | $259 SGD | $243 SGD | $223 SGD | $215 SGD | $250 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
- Rentals with a washing machine and dryer Southend-on-Sea
- Rentals with breakfast Southend-on-Sea
- Smoking-friendly rentals Southend-on-Sea
- Rentals with a fireplace Southend-on-Sea
- Rentals with beach access Southend-on-Sea
- Pet-friendly rentals Southend-on-Sea
- Beachfront rentals Southend-on-Sea
- Apartment rentals Southend-on-Sea
- Rentals with a patio Southend-on-Sea
- Rentals with outdoor seating Southend-on-Sea
- Waterfront rentals Southend-on-Sea
- Boutique hotels Southend-on-Sea
- Fitness-friendly rentals Southend-on-Sea
- Rentals with a firepit Southend-on-Sea
- Cottage rentals Southend-on-Sea
- House rentals Southend-on-Sea
- Cabin rentals Southend-on-Sea
- Serviced apartment rentals Southend-on-Sea
- Flat 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
- ExCeL London
- The O2
- Tower Bridge
- Emirates Stadium
- Clapham Common
- Buckingham Palace
- Alexandra Palace
- Chessington World of Adventures Resort
- Big Ben
- London Stadium
- Victoria Park
- British Museum
- Primrose Hill
- London Eye
- St Paul's Cathedral
- Trafalgar Square
- Hampton Court Palace





