Villas and Holiday homes in Southend-on-Sea

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Southend-on-Sea holiday homes
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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

Stylish 3-bedroom Bungalow With Pool - Southend-on-Sea
10 1 review
Southend-on-Sea
27/07 – 10/08
313 €/nighttotal: 4382 € (14 )

Stylish 3-bedroom Bungalow With Pool

3 3
bungalow , Southend-on-Sea
This charming bungalow is just a short walk from Southend Pier and a few minutes' drive from Adventure Island, making it ideal for exploring the best of Southend-on-Sea. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The home has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy the convenience of a swimming pool, garden, parking, and internet access, as well as a fully equipped kitchen, perfect for preparing meals during your stay.
Cottage ∙ 3 Bedrooms ∙ 8 Guests - Southend-on-Sea
Southend-on-Sea
07/07 – 09/07
394 €/nighttotal: 788 € (2 )

Cottage ∙ 3 Bedrooms ∙ 8 Guests

3 2
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
11/09 – 14/09
180 €/nighttotal: 540 € (3 )

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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
28/08 – 31/08
303 €/nighttotal: 909 € (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.

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

186 M² House ∙ 6 Bedrooms ∙ 14 Guests - Southend-on-Sea
Southend-on-Sea
07/08 – 10/08
583 €/nighttotal: 1749 € (3 )

186 M² House ∙ 6 Bedrooms ∙ 14 Guests

6 6
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.
The Cart Shed - Southend-on-Sea
9.7 32 reviews
Southend-on-Sea
07/07 – 09/07
307 €/nighttotal: 614 € (2 )

The Cart Shed

2 2
house , High Halstow
The Cart Shed is a holiday home located in High Halstow, a short drive from Chatham Train Station and the historic Chatham Dockyard, and just 29 km from Bluewater shopping centre. This property has received excellent ratings for location, cleanliness, and overall user experience.
The home has two bedrooms and can accommodate up to four guests. It offers a fully equipped kitchen with a dishwasher, a washing machine, free Wi-Fi, and a private garden with parking.
House ∙ 5 Bedrooms ∙ 9 Guests - Southend-on-Sea
Southend-on-Sea
26/06 – 28/06
307 €/nighttotal: 614 € (2 )

House ∙ 5 Bedrooms ∙ 9 Guests

5 2
house , South Woodham Ferrers
This spacious 5-bedroom townhouse is situated in South Woodham Ferrers, approximately 6.4 kilometres from the '3 Rivers' wedding venue and offers convenient access to Chelmsford's transport links and attractions.
This family-friendly property accommodates up to 9 guests with flexible sleeping arrangements, featuring high-speed WiFi, a fully equipped kitchen with a dishwasher, a private garden with outdoor furniture, and a dedicated office space, making it ideal for both leisure and business travellers.
Station Heights - Southend-on-Sea
9.7 3 reviews
Southend-on-Sea
27/07 – 31/07
230 €/nighttotal: 920 € (4 )

Station Heights

3 4
house , Rayleigh
Station Heights, a Rayleigh holiday home, is situated 13km from Adventure Island and 8km from London Southend Airport, offering easy access to Chelmsford and Upminster.
This three-bedroom property boasts 139 square metres of floor space, sleeping up to nine guests and featuring a garden, free Wi-Fi, private parking, and a well-equipped kitchen with oven, microwave, and fridge.

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

  • What are the must-see attractions in Southend-on-Sea?

    You can't miss the iconic Southend Pier, the longest pleasure pier in the world. The Adventure Island theme park is a must for families, and the Southend Museum is great for learning about the town's history. You could also take a trip to the historic Hadleigh Castle, just a short drive away.
  • What are the best villa rentals in Southend-on-Sea?

    Among the villa rentals in Southend-on-Sea, The Stable - 5* Boutique Accomodation - Dog Friendly, Cooper Cottage - Old Leigh Fishing Cottage and Old Leigh Cottage are the most popular ones.

  • What indoor activities for families are available in Southend-on-Sea on rainy days?

    On a rainy day, head to the Sea Life Adventure aquarium, where you can see sharks, sea turtles and other marine life. The Southend Central Museum is a great option for a bit of culture, and the Palace Theatre hosts shows and events throughout the year. The bowling alley at the bowling complex is also a good choice for a rainy day.
  • What are the best villa rentals with a pool in Southend-on-Sea?

  • What are the best activities in Southend-on-Sea?

    Southend has something for everyone. You can spend the day on the beach, go for a walk along the pier, visit the Adventure Island theme park, or explore the town's many shops and restaurants. There are plenty of opportunities for watersports like paddleboarding, kayaking and sailing too. In the evening, you can enjoy a meal at one of the many restaurants or bars, or catch a show at the Palace Theatre.
  • What are the best villa rentals with a jacuzzi in Southend-on-Sea?

  • What are the advantages of renting a house or a villa in Southend-on-Sea

    Renting a house or a villa in Southend can give you more space and privacy compared to a hotel. You'll often have access to a kitchen, so you can save money by preparing some of your own meals. Many holiday homes also have gardens or outdoor spaces, which can be great for relaxing and enjoying the sunshine.
  • What are the best villa rentals for families and kids in Southend-on-Sea?

    The best villa rentals for families and kids in Southend-on-Sea are Cooper Cottage - Old Leigh Fishing Cottage, Old Leigh Cottage and The Wedge Shaped Seaside Beach House.

  • What food festivals or culinary events take place in and around Southend-on-Sea?

    Southend doesn't have many dedicated food festivals, but there are plenty of events that feature food stalls and vendors, such as the Southend Airshow and the annual Christmas market. There are also some great restaurants in the town, serving everything from traditional fish and chips to international cuisine.
  • What are the best pet friendly villa rentals in Southend-on-Sea?

  • What exclusive experiences are available when visiting Southend-on-Sea?

    There are a few unique experiences in Southend. You could take a private boat trip along the Thames Estuary, enjoy a behind-the-scenes tour of the Palace Theatre, or have a private lesson at one of the local sailing schools. You could also book a private chef to come and cook a meal for you in your rented house or villa.
  • What are the best villa rentals with parking in Southend-on-Sea?

  • Which part of Southend-on-Sea would be ideal for a villa rental?

    The area around Thorpe Bay is popular for villa rentals. It's a quiet and residential area with beautiful beaches, and it's close to the town centre and the pier. The Leigh-on-Sea area is also a good option, with its charming harbour and historic buildings.

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
27/07 – 31/07
313 €/nighttotal: 1252 € (4 )

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

4 4
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
190 €/nighttotal: 1330 € (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

Honeywood Farm Cabins - Southend-on-Sea
9.8 4 reviews
Southend-on-Sea
14/07 – 17/07
219 €/nighttotal: 657 € (3 )

Honeywood Farm Cabins

1 2
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.
Ocean Breeze Escape - Southend-on-Sea
Southend-on-Sea
07/08 – 10/08
391 €/nighttotal: 1173 € (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
208 €/nighttotal: 624 € (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.
The Cartlodge - Uk48579 - Southend-on-Sea
Southend-on-Sea
13/07 – 16/07
602 €/nighttotal: 1806 € (3 )

The Cartlodge - Uk48579

4 1
house , Rochford
The Cart Lodge, a four-bedroom house near Rochford, Essex, is located 1.9km from London Southend Airport and 8.7km from Adventure Island.
This self-catering property sleeps 15 guests and boasts a Jacuzzi, garden, free parking, Wi-Fi, and a fully equipped kitchen with a dishwasher; it also includes a fireplace and is close to Chelmsford and London.
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