
Holiday rentals with outdoor seating in Southend-on-Sea
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Southend-on-Sea

Total holiday rentals
Explore 120 holiday rentals in Southend-on-Sea

Nightly prices starting at
Southend-on-Sea holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 7,530 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
120 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 rentals with outdoor seating in Southend-on-Sea
Guests agree: these rentals with outdoor seating 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 !

Wooded Bubble tent
Located on a 120 acre farm. The ultimate star gazing pad. The unusual lodging is fully equipped to help you enjoy a excellent and original night. A cosy bed, a toilet, shower, clean towels and a thousand stars over you. Lay in bed turn off the lamps and start counting. Enjoy a relaxing wood burning hot tub with a glass of prosecco, inhale a breath of fresh air and lay back and enjoy the views of the North downs. Tap onto my profile picture see my other bubbles. Not suitable for under 4 years.

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.

Romantic Hideaway & Hot tub in Kent Countryside.
A White Romantic Garden Cottage & Luxury Hot Tub set in the heart of the Kent Countryside with idyllic views across our orchards . Disconnect with the world, relaxing in the Hot Tub, tucked away in the Private woodland setting surrounded by twinkling fairy lights under the starry sky. The Cottage has been designed to provide comfort, space & tranquillity with its vaulted ceilings & private gardens & summerhouse & parking. Pubs are within walking distance & a nearby Forest to explore .

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.

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. NEW FOR 2026 - The Wellness Deck Sauna, Cold Plunge & outdoor shower, ready for use now!

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.

Redwing Lodge
A bright, modern, completely self-contained space with outstanding views across the estuary and surrounding countryside. Now in our sixth year and encouraged by your continued rave reviews, we look forward to welcoming you to this special place. From your unique vantage point, sit comfortably and watch the tide as it wraps around the fabulous Mersea Island. Remember we truly are an island when the tide is high!

Exquisite Cottage in Beautiful Kent Countryside
This delightful cottage has been lovingly refurbished and offers a luxurious, yet cosy and comfortable space for the perfect weekend getaway. Located in a designated Area of Outstanding Natural Beauty, we are situated in the heart of our pretty village surrounded by miles of beautiful Kent countryside. A beautiful spot to indulge in countryside walks and delicious pub lunches.
Popular amenities for outdoor seating rentals in Southend-on-Sea
House rentals with outdoor seating

Walk to the Beach from Cozy Retreat

Charming Cottage, free parking, in city walls.

Spacious House by the sea

Self-contained luxury annex

Pear tree annexe, a cosy countryside retreat

The Round House

Coastal Gem

Stylish bolthole, 1 min to Whitstable beach
Apartment rentals with outdoor seating

Spacious Cosy Modern Apartment in Greater London

Stylish apartment-moments from the beach

Family home by the seaside

Signature Beachfront Home, Ocean Views & Parking

Award Winner! #1 Rated Canterbury Stay | Parking

Garden View Apartment

Georgian house, ten minutes from the beach.

The Bohemian Basement
Apartment rentals with outdoor seating

Grand Suite | Heart of Herne Bay | 300m from beach

Free Parking | Private Flat Near O2 & Greenwich

The Coastal Soul by the Sea

Stylish Apartment With Private Summerhouse &Garden

Stunning views with silent aircon!

Beautiful central apartment with off road parking.

1 Bed Garden Flat in the Heart of Leigh, Sleeps 3.

Piglets Penthouse with parking
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 | $206 SGD | $195 SGD | $212 SGD | $185 SGD | $194 SGD | $206 SGD | $212 SGD | $235 SGD | $195 SGD | $200 SGD | $169 SGD | $223 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 beach access Southend-on-Sea
- Cottage rentals Southend-on-Sea
- Serviced apartment rentals Southend-on-Sea
- Boutique hotels Southend-on-Sea
- Fitness-friendly rentals Southend-on-Sea
- Apartment rentals Southend-on-Sea
- Flat rentals Southend-on-Sea
- Pet-friendly rentals Southend-on-Sea
- Waterfront rentals Southend-on-Sea
- Rentals with a fireplace Southend-on-Sea
- Cabin rentals Southend-on-Sea
- Rentals with a firepit Southend-on-Sea
- Smoking-friendly rentals Southend-on-Sea
- Beachfront rentals Southend-on-Sea
- Family-friendly rentals Southend-on-Sea
- Rentals with breakfast Southend-on-Sea
- Rentals with a patio Southend-on-Sea
- House rentals Southend-on-Sea
- Rentals with a washing machine and dryer Southend-on-Sea
- Rentals with outdoor seating England
- Rentals with outdoor seating 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





