Villas and Holiday homes in Southend-on-Sea

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Southend-on-Sea villas
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134 Villa rentals in Southend-on-Sea

Best Southend-on-Sea villas and holiday homes with a pool

Among the 134 accommodations in Southend-on-Sea, here are the 4 best villas and holiday homes with a pool

Cottage ∙ 4 Bedrooms ∙ 10 Guests - Southend-on-Sea
Southend-on-Sea
13/07 – 16/07
SG$894/nighttotal: SG$2682 (3 )

Cottage ∙ 4 Bedrooms ∙ 10 Guests

4 1
cottage
The Cart Lodge, a four-bedroom property, is located in the Rochford countryside, approximately 1.6km from Apton Hall and a 15-minute walk (approx 1.5km) from Rochford town centre, offering easy access to Southend-on-Sea by car.
This self-catering lodge boasts a private one-acre garden with a hot tub, a games room with table tennis, four ensuite kingsize bedrooms sleeping eight guests, plus a swimming pool, jacuzzi, and ample parking including an electric car charging point.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
28/08 – 31/08
SG$450/nighttotal: SG$1350 (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 3
cottage , Allhallows
Ocean Breeze Escape, a holiday home in Allhallows, Kent, offers estuary views and is 500 meters from Allhallows Beach, with Slough Fort and the Allhallows Marshes Trail nearby.
This dog-friendly lodge accommodates up to six guests in three bedrooms and features a well-equipped kitchen, enclosed decking with a hot tub, and a swimming pool.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
27/07 – 31/07
SG$240/nighttotal: SG$960 (4 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 4
cottage , Minster on Sea
This ABI Arizona static caravan is situated within Ashcroft Coast Holiday Park on the Isle of Sheppey, offering direct access to Minster Leas beaches and coastal walking routes within 500 meters.
This family-friendly accommodation sleeps up to six guests in three bedrooms and includes a kitchen, Wi-Fi, parking for one car, and access to on-site park facilities such as swimming pools and play areas, with pets welcome.
Meadowside Caravan Hire Haven Kent Coast - Southend-on-Sea
8.3 13 reviews
Southend-on-Sea
27/06 – 28/06
SG$293/nightfor 1 night

Meadowside Caravan Hire Haven Kent Coast

3 1
house , Allhallows
Meadowside Caravan Hire Haven Kent Coast is situated in Rochester, just 10 km from Rochester Castle and a 15-minute walk from Allhallows Beach, offering a tranquil escape by the coast. This spacious holiday home provides 3 bedrooms, 2 bathrooms, and a 39 square meter living area, accommodating up to 11 guests comfortably. The property features a private pool, on-site restaurant, mini-market, children’s playground, and full-day security, making it perfect for families and groups seeking a relaxing and enjoyable stay.

Best Southend-on-Sea villas and holiday homes with a kitchen

Beautiful Spacious Four Bedroom House With Parking For 2 Cars, 5 Minute Walk To Southend Station - Southend-on-Sea
8.1 49 reviews
Southend-on-Sea
21/08 – 28/08
SG$566/nighttotal: SG$3962 (7 )

Beautiful Spacious Four Bedroom House With Parking For 2 Cars, 5 Minute Walk To Southend Station

4 5
house , Southend-on-Sea
This charming house is just a short walk from Southend station, making it easy to explore the town and its surrounding attractions, including the beaches of Three Shells and Southend Jubilee. Guests consistently rate this property excellent for its location, cleanliness, and overall experience.
The house offers ample space for families and groups, with four bedrooms and two bathrooms spread across 1200 square metres. Guests can enjoy a fully equipped kitchen, a relaxing garden, free parking, and complimentary Wi-Fi, ensuring a comfortable and convenient stay.
186 M² House ∙ 4 Bedrooms ∙ 8 Guests - Southend-on-Sea
Southend-on-Sea
12/08 – 16/08
SG$806/nighttotal: SG$3224 (4 )

186 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 2
house
This 4-bedroom house in Southchurch is located 1 minute on foot from Southchurch train station, offering direct routes to London, and is a 10-minute walk to the seafront and a 15-minute walk to Southend city centre's shops and restaurants.
This property offers 186 square meters of living space with flexible sleeping arrangements for up to 8 guests, including a ground-floor bedroom with an adjacent shower room, a garden, and private parking for 2 cars.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Southend-on-Sea
Southend-on-Sea
27/07 – 31/07
SG$256/nighttotal: SG$1024 (4 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 4
cottage , Althorne
Holly Cottage, a first-floor apartment in Althorne, Essex, offers stunning River Crouch views and is next to Crouch Ridge Vineyard, with Burnham-on-Crouch and Maldon a short drive away.
This two-bedroom family-friendly holiday home sleeps four, features a well-equipped kitchen with dishwasher, private parking, and shared grounds with barbecue, and is 9km from a coastal walk to North Fambridge.
186 M² House ∙ 6 Bedrooms ∙ 14 Guests - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
SG$739/nighttotal: SG$2956 (4 )

186 M² House ∙ 6 Bedrooms ∙ 14 Guests

6 2
house , Southend-on-Sea
Hamlet Hideaway, a 6-bedroom house, is located near the centre of Southend-on-Sea, providing easy access to the town centre, seafront, and transport links.
This property offers 186 square meters of living space, accommodating up to 14 guests with 6 bedrooms, 2 bathrooms, a kitchen equipped with a fridge, microwave oven, and dishwasher, Wi-Fi, and off-street parking for 3 cars, alongside a private garden.

Frequently asked questions about villa rentals in Southend-on-Sea

Destinations nearby

Best Southend-on-Sea villas and holiday homes with air conditioning

Serene Family Escape - Spacious, Near Thorpe Bay And Southend, Beaches & Amenities - Pass The Keys - Southend-on-Sea
8.7 4 reviews
Southend-on-Sea
11/09 – 14/09
SG$488/nighttotal: SG$1464 (3 )

Serene Family Escape - Spacious, Near Thorpe Bay And Southend, Beaches & Amenities - Pass The Keys

4 2
house , Southend-on-Sea
This charming house is situated in Thorpe Bay, Southend-on-Sea, just a short drive from the popular East Beach and Adventure Island amusement park. The property has received excellent user and location ratings, as well as a very good cleanliness rating.
The home offers 149 square metres of space and can accommodate up to six guests. It comes equipped with a fully equipped kitchen, a garden, free Wi-Fi, and parking, making it a comfortable and convenient option for families or groups visiting Southend-on-Sea.
Welcome To Northview House Stylish 4 Bedroom Home In Southend By Jesswood Properties Contractors Corporates Relocation Stays Long Stays Welcome - Southend-on-Sea
10 3 reviews
Southend-on-Sea
27/06 – 04/07
SG$310/nighttotal: SG$2170 (7 )

Welcome To Northview House Stylish 4 Bedroom Home In Southend By Jesswood Properties Contractors Corporates Relocation Stays Long Stays Welcome

4 2
house , Southend-on-Sea
This charming house is conveniently located in Southend-on-Sea, just 4.3 kilometres from Adventure Island and 4 kilometres from London Southend Airport. The surrounding area offers a mix of residential streets and easy access to the town's attractions and amenities.
This spacious property spans 86 square metres and comfortably accommodates up to 15 guests across its four bedrooms. The house is equipped with a fully equipped kitchen, washing machine, flat-screen TV, free Wi-Fi, air conditioning, a terrace, a garden, and parking.

Best Southend-on-Sea villas and holiday homes with jacuzzi

Ocean Breeze Escape - Southend-on-Sea
Southend-on-Sea
07/08 – 10/08
SG$581/nighttotal: SG$1743 (3 )

Ocean Breeze Escape

3 6
house , Rochester
Ocean Breeze Escape is a detached house located in Rochester, 1.8 kilometres from Allhallows Beach and 16 kilometres from Rochester Castle.
This detached house offers accommodation for up to 11 guests, featuring 3 bedrooms, 1 bathroom with a walk-in shower, a fully equipped kitchen with an oven, complimentary Wi-Fi, a garden, a hot tub, and free private parking.
Charming Cottage With Hot Tub & Private Garden - Southend-on-Sea
9.4 15 reviews
Southend-on-Sea
14/07 – 17/07
SG$309/nighttotal: SG$927 (3 )

Charming Cottage With Hot Tub & Private Garden

2 2
house , Rochester
This one-bedroom cottage in Saint Mary Hoo, Kent, is conveniently located 10.3km from Rochester Castle and 10.8km from Dickens World.
The property offers a self-catering stay for up to seven guests, boasting a fully equipped kitchen, a jacuzzi, private garden, free Wi-Fi, parking, and a flat-screen TV; Bluewater shopping centre is 27.4km away.
Honeywood Farm Cabins - Southend-on-Sea
9.8 4 reviews
Southend-on-Sea
13/07 – 16/07
SG$327/nighttotal: SG$981 (3 )

Honeywood Farm Cabins

1 1
cabin , Woodham Ferrers
Honeywood Farm Cabins are situated in Woodham Ferrers, just 19 kilometres from Chelmsford Train Station and 24 kilometres from Hylands Park, offering a peaceful retreat in the countryside. The cabins have consistently received excellent ratings for location, cleanliness, and user experience.
The cabins are spacious, with 60 square metres of floor space, comfortably accommodating up to 6 guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private hot tub, a terrace, a garden, and free Wi-Fi.
The Cartlodge - Uk48579 - Southend-on-Sea
Southend-on-Sea
27/07 – 31/07
SG$746/nighttotal: SG$2984 (4 )

The Cartlodge - Uk48579

4 2
cottage , Rochford
This luxurious four-bedroom barn conversion, located in the Rochford countryside, is approximately 1.6km from Apton Hall and a short drive from Southend-on-Sea.
The self-catering lodge boasts four ensuite king-size bedrooms, sleeping eight guests, a private garden with a wood-fired hot tub, a games room with table tennis, and ample parking including an electric car charging point.
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