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

Meadowside Caravan Hire Haven Kent Coast - Southend-on-Sea
8.5 12 reviews
Southend-on-Sea
25/08 – 29/08
SG$293/nighttotal: SG$1172 (4 )

Meadowside Caravan Hire Haven Kent Coast

3 2
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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
SG$603/nighttotal: SG$2412 (4 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
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 ∙ 8 Guests - Southend-on-Sea
Southend-on-Sea
27/07 – 31/07
SG$484/nighttotal: SG$1936 (4 )

Cottage ∙ 3 Bedrooms ∙ 8 Guests

3 4
cottage , Minster on Sea
This three-bedroom lodge, Ashcroft Coast Holiday Park, is located on the Isle of Sheppey, offering convenient access to Minster Leas beach, approximately 500 meters away, and scenic coastal walks.
This pet-friendly holiday home accommodates up to eight guests with three bedrooms, a well-equipped kitchen, and on-site amenities including indoor and outdoor swimming pools and children's play areas.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
SG$285/nighttotal: SG$1140 (4 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
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.

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

Hawkwell Retreat 5 Bedroom Home Hockley - Pass The Keys - Southend-on-Sea
8.8 4 reviews
Southend-on-Sea
25/08 – 29/08
SG$686/nighttotal: SG$2744 (4 )

Hawkwell Retreat 5 Bedroom Home Hockley - Pass The Keys

1 2
house , Hawkwell
Pass the Keys Hawkwell Retreat, a five-bedroom house in Hockley, Essex, is situated 4km from London Southend Airport and 10.6km from Adventure Island.
This 111 square metre property boasts two bathrooms, a fully equipped kitchen including a dishwasher, free Wi-Fi, a private garden, parking, and accommodates up to 18 guests.
House ∙ 2 Bedrooms ∙ 3 Guests - Southend-on-Sea
Southend-on-Sea
04/07 – 07/07
SG$394/nighttotal: SG$1182 (3 )

House ∙ 2 Bedrooms ∙ 3 Guests

2 2
house , Southend-on-Sea
This refurbished fisherman's cottage is located in Old Leigh-on-Sea, a historic district just steps from the coastal path, boutique shops, and seafood restaurants, with Southend-on-Sea's attractions a short distance away.
This family-friendly accommodation offers 2 bedrooms for up to 3 guests, featuring a fully equipped kitchen with a dishwasher, complimentary WiFi, and a private waterside balcony with sea and estuary views.
Shoebury Lodge Near Sea Front In Southend - Southend-on-Sea
8.0 1 review
Southend-on-Sea
25/08 – 29/08
SG$267/nighttotal: SG$1068 (4 )

Shoebury Lodge Near Sea Front In Southend

2 2
chalet , Shoeburyness
This Shoeburyness chalet, near Thorpe Bay Beach and Shoebury East Beach (under 2km), offers easy access to Shoeburyness Station (18-minute walk) and other Southend-on-Sea attractions within a 5km radius.
Sleeping four guests in two bedrooms and one bathroom, this self-catering lodge provides free parking, Wi-Fi, a kitchen with fridge and microwave, and a smoke-free environment ideal for families.
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.

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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
12/08 – 16/08
SG$557/nighttotal: SG$2228 (4 )

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$283/nighttotal: SG$1981 (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

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.
Ocean Breeze Escape - Southend-on-Sea
Southend-on-Sea
28/08 – 31/08
SG$482/nighttotal: SG$1446 (3 )

Ocean Breeze Escape

3 3
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.
Pet Friendly Home In Chelmsford-hot Tub-sleeps 6 - Southend-on-Sea
7.6 25 reviews
Southend-on-Sea
05/07 – 08/07
SG$149/nighttotal: SG$447 (3 )

Pet Friendly Home In Chelmsford-hot Tub-sleeps 6

3 2
house , Latchingdon and Snoreham
This pet-friendly house in Latchingdon and Snoreham is situated 20.9 kilometres from Chelmsford Train Station and 28.9 kilometres from Hylands Park and Freeport Braintree.
This 90 square metre property offers accommodation for 11 guests with 3 bedrooms and 2 bathrooms, featuring a garden, jacuzzi, and fully equipped kitchen.
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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