Villas and Holiday homes in Skegness

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Skegness holiday homes
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303 Villa rentals in Skegness

Best Skegness villas and holiday homes with a pool

Among the 303 accommodations in Skegness, here are the 4 best villas and holiday homes with a pool

Barn Cottage - E5560 - Skegness
9.8 47 reviews
Skegness
05/10 – 09/10
114 â‚¬/nighttotal: 456 â‚¬ (4 )

Barn Cottage - E5560

2 2
house , Winthorpe
Barn Cottage - E5560 is situated in Winthorpe, just 1.5 kilometres from Skegness Pier and a short distance from Tower Gardens and Ingoldmells Beach, making it a great base for exploring the area. The property has received excellent user and location ratings and a very good cleanliness rating.
This cosy cottage has two bedrooms and one bathroom, accommodating up to four guests. The property offers a range of amenities, including a fully equipped kitchen, private parking, a swimming pool, a Jacuzzi, a garden, and free Wi-Fi.
Sunrise Holidays Skegness - Emerald - Skegness
8.0 31 reviews
Skegness
10/08 – 14/08
182 â‚¬/nighttotal: 728 â‚¬ (4 )

Sunrise Holidays Skegness - Emerald

2 5
house , Skegness
Sunrise Holidays Skegness - Emerald is located in Skegness, just 3.4 kilometres from Skegness Butlins and 3.2 kilometres from Skegness Pier, making it a great base for exploring the town's attractions. The property has received very good user ratings, with excellent location and cleanliness ratings.
The 41 square metre holiday home has two bedrooms and two bathrooms, sleeping up to six guests. It offers a range of amenities including a swimming pool, terrace, restaurant, bar, fitness centre, private parking, and a children's playground, making it suitable for families and groups.
Southview Park Dean - 8 Birth - Skegness
8.2 23 reviews
Skegness
17/07 – 24/07
90 â‚¬/nighttotal: 630 â‚¬ (7 )

Southview Park Dean - 8 Birth

1 6
cabin , Lincolnshire
This charming holiday home is located in Southview, Lincolnshire, just a 5-kilometre drive from the bustling seaside town of Skegness. The surrounding area offers a peaceful escape from the hustle and bustle, with easy access to the beach and local attractions.
The self-catering accommodation sleeps up to six guests in three bedrooms and one bathroom. The cabin provides a fully equipped kitchen with a fridge, freezer, and microwave oven, along with a private garden, swimming pool, parking, and internet access. You can enjoy a range of on-site entertainment options including swimming, children's activities, adult entertainment, climbing, shops, pubs, and golf.
Chalet ∙ 4 Bedrooms ∙ 8 Guests - Skegness
Skegness
10/07 – 13/07
471 â‚¬/nighttotal: 1413 â‚¬ (3 )

Chalet ∙ 4 Bedrooms ∙ 8 Guests

4 2
chalet
This four-bedroom chalet, located within Southview Holiday Park on Burgh Road, Skegness, Lincolnshire, offers a coastal holiday experience with proximity to Skegness's sandy beaches, pier, and seaside attractions.
The accommodation sleeps eight and features an open-plan living space, a fully equipped kitchen, a swimming pool, a jacuzzi, and access to a wellness centre with a sauna and steam room, alongside on-site entertainment including pirate crazy golf and an indoor pool with a waterslide.

Best Skegness villas and holiday homes with a kitchen

8 Berth Static Caravan To Let - Skegness
9.5 90 reviews
Skegness
28/06 – 29/06
104 â‚¬/nightfor 1 night

8 Berth Static Caravan To Let

1 2
cabin , Lincolnshire
This cosy cabin is located on the Highfields and Haven caravan park in Skegness, Lincolnshire, just a 10-minute walk from the beach and close to the town centre, train station, and Ingoldmells via the main bus route. The caravan park provides a relaxing atmosphere, perfect for a getaway from the hustle and bustle of city life.
The cabin sleeps up to 8 people in its 3 bedrooms and additional pullout sofa bed, making it ideal for families or groups. The fully equipped kitchen, with a fridge and microwave oven, allows guests to prepare their own meals, while the nearby amenities include supermarkets, a sports bar, a launderette, and fast food restaurants.
Cozy Caravan , Free Wifi,  Pet Friendly - Skegness
Skegness
01/07 – 03/07
103 â‚¬/nighttotal: 206 â‚¬ (2 )

Cozy Caravan , Free Wifi, Pet Friendly

3 6
cabin , Skegness
This three-bedroom holiday home is situated on Burgh Road within the Highfield & Haven Caravan Park in Skegness, Lincolnshire, less than 1.6km from Skegness Pier, Natureland Seal Sanctuary, and Fantasy Island.
The 55 square metre property sleeps eight guests and features two bathrooms with walk-in showers, a fully equipped kitchen, free Wi-Fi, Smart TVs, and private parking; a travel cot is also provided.
Coastfield Holiday Village - Holiday Accommodation 66 - Skegness
Skegness
24/07 – 26/07
201 â‚¬/nighttotal: 402 â‚¬ (2 )

Coastfield Holiday Village - Holiday Accommodation 66

4 8
cottage , Ingoldmells, Skegness
Cottage for 8 people. You will stay in Ingoldmells, Skegness.
Services and facilities include a kitchen and a swimming pool. Take advantage of the garden in this accommodation!
Cedar Retreat Southview - Sleeps 6 Wifi & Garden - Skegness
9.0 10 reviews
Skegness
29/06 – 03/07
119 â‚¬/nighttotal: 476 â‚¬ (4 )

Cedar Retreat Southview - Sleeps 6 Wifi & Garden

2 2
house , Skegness
Cedar Retreat Southview, a two-bedroom house in Skegness, is situated approximately 3.2km from the town centre, close to Butlin's, Skegness Pier, and Tower Gardens.
This 90 square metre property sleeps up to 11 guests, boasting two bathrooms, a private garden, free Wi-Fi, free parking, and access to an indoor swimming pool; ideal for families or groups seeking Skegness holiday accommodation.

Frequently asked questions about villa rentals in Skegness

  • What are the must-see attractions in and around Skegness?

    Skegness is a classic seaside town with plenty to offer. You've got the iconic Skegness Pier, the Natureland Seal Sanctuary, and the Skegness Clock Tower, which is a bit of a landmark. If you're looking for something a bit different, head to the nearby Gibraltar Point Nature Reserve for some beautiful coastal scenery and wildlife.
  • What are the best villa rentals in Skegness?

    Among the villa rentals in Skegness, 3-bedroom Family Holiday Home, The Old Barn-e1425 and Lilac Villa Skegness are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of Skegness?

    You'll see plenty of seabirds, like gulls and terns, along the coastline. If you're lucky, you might spot a seal or two on the beach or in the water. At Gibraltar Point, you can see a variety of birds, including rare species like the bittern and the marsh harrier.
  • What are the best villa rentals with a pool in Skegness?

  • What is the best time to visit Skegness?

    The best time to visit Skegness really depends on what you're looking for. The summer months (June to August) are the busiest, with great weather for the beach and plenty of events. If you prefer a quieter experience, spring or autumn are good options, and the weather can still be pleasant.
  • What are the best villa rentals with a jacuzzi in Skegness?

    The best villa rentals with a jacuzzi in Skegness are The Old Barn-e1425, 4 Bed Cottage With Hot Tub Sleeps 12 Pet Friendly and Barn Cottage - E5560.

  • When is it easiest to book a villa rental in Skegness?

    You'll find the best deals on villa rentals in Skegness outside of peak season, so booking in the shoulder seasons (spring or autumn) is usually easier and more affordable. If you're looking for a summer holiday, it's best to book well in advance, especially if you want a specific property.
  • What are the best villa rentals for families and kids in Skegness?

    The best villa rentals for families and kids in Skegness are 3-bedroom Family Holiday Home, The Old Barn-e1425 and Lilac Villa Skegness.

  • What are the top hiking trails near Skegness?

    There are a few lovely walks around Skegness. The Lincolnshire Wolds is a great option for a longer hike, and you can also explore the coastal path from Skegness to Gibraltar Point for some stunning views. The Skegness to Chapel St Leonards coastal walk is another popular choice.
  • What are the best pet friendly villa rentals in Skegness?

    The best pet friendly villa rentals in Skegness are 3-bedroom Family Holiday Home, The Old Barn-e1425 and Lilac Villa Skegness.

  • What are the advantages of renting a house or a villa in Skegness

    Renting a villa gives you more space and privacy compared to a hotel. You can cook your own meals, relax in your own garden, and enjoy a more comfortable and independent holiday. It's also a great option for families or groups of friends.
  • What are the best villa rentals with parking in Skegness?

    3-bedroom Family Holiday Home, The Old Barn-e1425 and Lilac Villa Skegness are the best villa rentals with parking in Skegness.

  • Are there popular destinations near Skegness?

    Yes, there are! You've got the historic city of Lincoln, the bustling market town of Boston, and the picturesque village of Alford, all within a short drive of Skegness. They each offer a different experience, so you can choose what suits you best.

Destinations nearby

Best Skegness villas and holiday homes with air conditioning

Vintage 95 - Southview Holiday Park Skegness - Skegness
9.9 9 reviews
Skegness
05/10 – 09/10
190 â‚¬/nighttotal: 760 â‚¬ (4 )

Vintage 95 - Southview Holiday Park Skegness

1 2
house , Skegness
Vintage 95, a two-bedroom holiday home in Southview Holiday Park, Skegness, is situated approximately 3.2km from Skegness Butlins, Tower Gardens, and Skegness Pier, and 2.9km from Skegness railway station.
This 75 square metre property offers two bathrooms, sleeps seven guests, and includes free Wi-Fi, air conditioning, a dishwasher, and private parking; enjoy the terrace and explore the nearby seaside attractions.
75 M² Lodge ∙ 2 Bedrooms ∙ 5 Guests - Skegness
10 11 reviews
Skegness
05/10 – 09/10
154 â‚¬/nighttotal: 616 â‚¬ (4 )

75 M² Lodge ∙ 2 Bedrooms ∙ 5 Guests

2 2
chalet
This pet-friendly lodge, situated in Southview Holiday Park in Skegness, offers easy access to Skegness beach.
The 75 square metre self-catering chalet sleeps four, boasting two bedrooms, two bathrooms (one en-suite with walk-in shower, the other with jacuzzi bath), a fully equipped kitchen, and free on-site parking.
Clarendon House - Hot Tub - Skegness
9.7 45 reviews
Skegness
01/07 – 03/07
232 â‚¬/nighttotal: 464 â‚¬ (2 )

Clarendon House - Hot Tub

1 6
cabin , Lincolnshire
Clarendon House is a modern 4-bedroom house located just 1.6km from Skegness seafront in Lincolnshire, offering easy access to the beach, shops, restaurants, and other attractions. This makes it an ideal base for exploring the Lincolnshire coast.
This spacious holiday home provides ample room for families and groups with a large lounge, dining kitchen, and separate annexe. It sleeps up to 8 guests and features a private hot tub, a large garden, and a fully equipped kitchen.
Meadows 90 - Southview Holiday Park Skegness - Skegness
9.0 30 reviews
Skegness
13/07 – 16/07
213 â‚¬/nighttotal: 639 â‚¬ (3 )

Meadows 90 - Southview Holiday Park Skegness

2 2
house , Skegness
This 2-bedroom house is located just 3.5 kilometres from Skegness Butlins and 3.2 kilometres from Skegness Pier, making it a great base for exploring the town and its attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The house spans 75 square metres and comfortably accommodates up to 6 guests. The property is equipped with modern amenities, including a fully equipped kitchen, air conditioning, a balcony, free parking, and Wi-Fi, ensuring a comfortable and enjoyable stay.

Best Skegness villas and holiday homes with jacuzzi

Cottage ∙ 9 Bedrooms ∙ 18 Guests - Skegness
9.7 13 reviews
Skegness
24/08 – 28/08
870 â‚¬/nighttotal: 3480 â‚¬ (4 )

Cottage ∙ 9 Bedrooms ∙ 18 Guests

9 3
cottage
Chalfont Lodge is a spacious holiday home situated just a short walk from Skegness Beach and the Clock Tower, making it ideal for exploring the town's attractions. The surrounding area is lively and offers a range of shops, restaurants, and entertainment options.
This nine-bedroom property can comfortably accommodate up to eighteen guests, making it perfect for large families or groups of friends. The house features a modern kitchen, a private garden with a hot tub, and a games room with a pool table and table football, ensuring plenty of entertainment for all.
Reed Roost - Uk37726 - Skegness
9.4 5 reviews
Skegness
04/07 – 06/07
353 â‚¬/nighttotal: 706 â‚¬ (2 )

Reed Roost - Uk37726

2 2
house , Skegness
Reed Roost is located in Skegness, just 2km from Addlethorpe Golf Club, 4.7km from Skegness Butlins and 6.4km from Skegness Pier, offering a peaceful retreat close to popular attractions. This two-bedroom holiday home comfortably sleeps six guests, ideal for families or groups seeking a relaxing getaway.
The property features a fully equipped kitchen, a private garden, a swimming pool, a jacuzzi, free Wi-Fi and parking, ensuring a comfortable and enjoyable stay.
Hallstead - Skegness
Skegness
05/10 – 09/10
229 â‚¬/nighttotal: 916 â‚¬ (4 )

Hallstead

1 2
cottage , Skegness
This pet-friendly Skegness holiday home is located less than 1.5km from Skegness Pier and Tower Gardens, and within a 15-minute walk of Skegness Beach and North Shore Golf Club.
The self-catering property boasts a jacuzzi, dishwasher, games room, and free Wi-Fi, offering comfortable accommodation for families seeking a seaside getaway near Skegness's attractions.
Carlton House - Skegness
10 1 review
Skegness
29/08 – 31/08
1209 â‚¬/nighttotal: 2418 â‚¬ (2 )

Carlton House

6 2
house , Skegness
Carlton House is located in Skegness, a short walk from the Clock Tower and less than 1.6km from the railway station. The house has received excellent ratings for its location, cleanliness, and overall user experience.
This spacious property has 6 bedrooms and 4 bathrooms, accommodating up to 18 guests comfortably. Amenities include a fully equipped kitchen, a hot tub, a garden, free parking, and Wi-Fi, making it an ideal choice for families and groups looking for a relaxing and comfortable stay in Skegness.
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