
Holiday rentals with outdoor seating in Southend-on-Sea
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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 $39 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.

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.

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.

Adorable 4 bedroom annex with hot tub
Welcome to 'The Annex' a super hidden gem, tucked away in a rural location but only 11 miles to Southend seaside with 'Adventure Island', 8 miles to Leigh-on-sea and only 33 miles from London. Nestled between the A13 and A127. 'The Annex' is the perfect setting for special occasions, birthdays, families, contractors, hens, stags, holidays, treat yourself time. Take time to relax in the bubbly hot tub. It's important to look at 'other details to note' for rules on events and celebrations.

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!

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 Essex Barn: Cinema, Bar & Tennis Court
Welcome to our private barn conversion, tucked away in peaceful South Essex countryside. Just 20 mins from Southend-on-Sea’s 7 miles of beaches, pier, amusements & Adventure Island, and 10 mins from Southend Airport. We are also 5 mins from Apton Hall Wedding venue. Enjoy exclusive use of the barn with a cinema room, bar/lounge with pool table, games room with table tennis & gym, plus a tennis court. 4 great pubs/restaurants within 10 mins & beautiful countryside walks nearby!

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 .

Beach side studio House with Panoramic Sea View
Luxurious, clean and cosy Studio with access to our private beach used by just us and the neighbouring properties. Outside you can enjoy your own private decking area with uninterrupted sea views. Perfectly located in a fantastic area. Ideal place for windsurfing
Popular amenities for outdoor seating rentals in Southend-on-Sea
House rentals with outdoor seating

Modern 2 Bed House in Rainham, Kent

Luxury Cottage with Roll-Top Bath & Log Burner

Charming Cottage, free parking, in city walls.

Quirky Fisherman’s Cottage in Whitstable

The Coach House, Halstead Hall

Charming cottage just a short walk from the sea

Self-contained luxury annex

Sea View, 4 poster Bed House Whitstable
Apartment rentals with outdoor seating

Spacious Cosy Modern Apartment in Greater London

Stylish apartment-moments from the beach

Family home by the seaside

SEA VIEW apartment - 3 min walk from Old Leigh

Stylish and comfortable double bedroom apartment

Garden View Apartment

The Bohemian Basement

Little Forge Apartment
Apartment rentals with outdoor seating

1 bedroom Self contained flat in SE London near 02

The Coastal Soul by the Sea

Stylish Apartment With Private Summerhouse &Garden

Stunning views with silent aircon!

Luxury Winter Retreat, Epic Sea Views, Log Burner

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 | $208 SGD | $196 SGD | $213 SGD | $186 SGD | $195 SGD | $208 SGD | $213 SGD | $236 SGD | $196 SGD | $201 SGD | $170 SGD | $224 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
- Cottage rentals Southend-on-Sea
- Apartment rentals Southend-on-Sea
- Rentals with a fireplace Southend-on-Sea
- Rentals with a firepit Southend-on-Sea
- Serviced apartment rentals Southend-on-Sea
- Pet-friendly rentals Southend-on-Sea
- Smoking-friendly rentals Southend-on-Sea
- Rentals with breakfast Southend-on-Sea
- Family-friendly rentals Southend-on-Sea
- Boutique hotels Southend-on-Sea
- House rentals Southend-on-Sea
- Flat rentals Southend-on-Sea
- Cabin rentals Southend-on-Sea
- Rentals with beach access Southend-on-Sea
- Beachfront rentals Southend-on-Sea
- Rentals with a patio Southend-on-Sea
- Rentals with a washing machine and dryer Southend-on-Sea
- Fitness-friendly rentals Southend-on-Sea
- Rentals with outdoor seating England
- Rentals with outdoor seating United Kingdom
- Paddington
- Covent Garden
- St Pancras International
- British Museum
- Hampstead Heath
- Kings Cross
- The O2
- Buckingham Palace
- Marble Arch
- Wembley Stadium
- Tottenham Court Road
- Tower Bridge
- London Bridge
- Big Ben
- Trafalgar Square
- Emirates Stadium
- ExCeL London
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Borough Market
- Clapham Common
- Brockwell Park





