St Leonards-On-Sea holiday lettings

We found 445 holiday rentals — enter your dates for availability

Select from 29 houses, 44 apartments and other holiday rentals to find the perfect place for your stay in St Leonards-On-Sea. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the amenities that you need and want, including parking and a TV. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – St Leonards-On-Sea

Showing deals for:25 Sept - 2 Oct

Image gallery for River Fronted Self Contained Annex With Panoramic Views in a peaceful location.

Cornerways Annex
9.8 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)

River Fronted Self Contained Annex With Panoramic Views in a peaceful location.

Winchelsea

9% off
Price is £851
for 7 nights, 1 chalet
£122 per night
includes taxes & fees
River Fronted Self Contained Annex With Panoramic Views in a peaceful location.

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Why visit St Leonards-On-Sea

  • Beautiful Beaches: St Leonards-On-Sea boasts a stunning coastline perfect for family beach holidays and outdoor activities.
  • Cultural Heritage: Explore historic castles and immerse yourself in the rich local culture that adds charm to your visit.
  • St Leonards Gardens: Enjoy a relaxing afternoon in the picturesque St Leonards Gardens, a lovely spot for families.
  • Outdoor Adventures: The area offers various nature reserves and outdoor pursuits for adventure enthusiasts.
  • Diverse Accommodation: Choose from charming cottages, private homes, and modern apartments to suit every traveller's needs.

Popular types of accommodation in St Leonards-On-Sea

Planning a getaway to St Leonards-On-Sea? You're in for a treat! With a delightful selection of holiday accommodation, including charming cottages, houses, and modern apartments, there’s something to suit every traveller. Explore the best holiday rentals in St Leonards and discover the perfect base for your seaside adventure. Whether you prefer a cosy holiday park or a spacious holiday home, your ideal retreat awaits in this picturesque coastal town.

  • Cottages: The top choice for a holiday stay, offering charming and quaint accommodations that embody the local character.
  • Houses: A fantastic option for families and groups, providing spacious and comfortable settings for a homely experience.
  • Apartments: Ideal for those seeking a central location, these self-contained units offer convenience and independence.
  • Guest Houses: A welcoming alternative, often run by locals, providing a friendly atmosphere and personalised service.
  • Cabins: Perfect for a peaceful retreat, these rustic lodgings allow you to connect with nature while enjoying a comfortable stay.**

Top attractions near St Leonards-On-Sea

St Leonards-On-Sea is perfect for a family beach holiday, offering a delightful mix of outdoor activities and cultural experiences. Visitors can enjoy the beautiful beach, explore historic castles, and discover nature reserves in the area. Whether you're travelling with family or seeking outdoor adventures, St Leonards-On-Sea provides a charming backdrop for a memorable getaway.

  • Hastings Pier: A charming jetty located 1.2km from St Leonards-On-Sea, Hastings Pier boasts a rich historical background and a welcoming atmosphere. Enjoy a leisurely stroll along the promenade and take in stunning views of the coastline.
  • Hastings Castle: Situated 1.2km away, these captivating ruins offer a glimpse into the area’s rich cultural heritage. Explore the remnants of this historic fortress while soaking up the dramatic views of the town and sea.
  • Hastings Beach: Just 1.2km from St Leonards-On-Sea, Hastings Beach is a vibrant seaside destination. Enjoy the sandy shores, indulge in local fish and chips, or take part in various water sports for a quintessential British beach experience.

Things to do recommended for couples

St Leonards-On-Sea offers delightful romantic experiences for couples. Enjoy a concert at the White Rock Theatre, take a scenic ride on the East Hill Lift, or indulge in wine tasting at Carr Taylor Vineyard, all within a few miles, creating unforgettable memories together.

Things to do recommended for families

Families visiting St Leonards-On-Sea can have a thrilling time at Clambers and BattleZone Live, both offering exciting arcade adventures just 1.2km away. For sports enthusiasts, Priory Lane, located 6.8km away, provides an excellent venue for family-friendly sporting activities.

Things to do recommended for groups

Enjoy a round of golf at Sedlescombe Golf Club, just 1.9km from St Leonards-On-Sea, or immerse yourselves in the arts at the nearby Phoenix Arts Centre. For a bit of retail therapy, head to Priory Meadow Shopping Centre, located 1.2km away, perfect for group outings.

What do I need to keep in mind when booking a vacation in 'St Leonards-On-Sea

If you're travelling with a group, family, pets, or planning an extended stay, it's essential to refine your search based on your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to St Leonards-On-Sea with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to St Leonards-On-Sea with young kids: Travelling with young children can present its own set of challenges. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to St Leonards-On-Sea: For many, a family holiday isn’t truly complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting St Leonards-On-Sea: If you’re in search of holiday rentals with special offers for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near St Leonards-On-Sea

St Leonards-On-Sea offers a delightful blend of beachside charm and historical allure. Explore the beautiful St Leonards Gardens for a relaxing afternoon, or wander through the friendly streets of East Sussex. Nearby attractions promise a family-friendly atmosphere, while the vibrant local culture adds a touch of luxury to your stay. Whether you're enjoying the seaside or delving into the region's rich history, this charming town is sure to create lasting memories.

  • Hastings: Located a mere 1.2km from St Leonards-On-Sea, Hastings is rich in history and coastal charm. This vibrant city offers a delightful mix of outdoor activities, family-friendly experiences, and stunning beach views. Visitors can enjoy the scenic beach, perfect for sunbathing and family outings, or explore the historic Old Town, where quaint shops and cafes line the cobbled streets. Don't miss the funicular ride up to the East Hill for breathtaking panoramic views of the coastline and the iconic Hastings Castle, a must-visit landmark.
  • Rye: Situated approximately 6.2km away, Rye is a picturesque town known for its medieval architecture and stunning scenery. This charming location invites outdoor enthusiasts to explore its beautiful beaches and scenic dune landscapes. Golf lovers will appreciate the nearby golf courses, offering a perfect day out in the fresh air. Stroll along the cobbled streets, visit the historic Rye Castle, and enjoy the vibrant local arts scene. Rye also serves as a gateway to the surrounding countryside, providing opportunities for delightful walks and nature exploration.
  • Bexhill-on-Sea: Just 2.5km from St Leonards-On-Sea, Bexhill-on-Sea is a delightful coastal town that perfectly blends outdoor activities with family-friendly attractions. Its beautiful beaches are ideal for a day of fun in the sun, while the nearby parks offer a tranquil escape. Golf enthusiasts can take advantage of the local golf course, which boasts stunning sea views. Take a leisurely stroll along the promenade, visit the iconic De La Warr Pavilion for arts and culture, or simply relax in the scenic surroundings that this charming town has to offer.

Best time to go to St Leonards-On-Sea

If you're planning a trip to St Leonards-On-Sea, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from July to September, while off-peak times, like January to February and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January42.6°F (5.9°C)Light RainMostly CloudyLowAverage
February43.0°F (6.1°C)Light RainMostly CloudyLowSlightly Low
March45.3°F (7.4°C)No Rain (Dry)Mostly CloudyAverageAverage
April48.9°F (9.4°C)No Rain (Dry)Mostly SunnyAverageAverage
May53.8°F (12.1°C)Light RainMostly SunnyAverageAverage
June59.4°F (15.2°C)Light RainMostly SunnyAverageAverage
July63.3°F (17.4°C)No Rain (Dry)Mostly SunnyHighSlightly High
August63.7°F (17.6°C)Light RainMostly SunnyHighSlightly High
September60.4°F (15.8°C)Light RainMostly SunnyHighSlightly Low
October56.1°F (13.4°C)Light RainMostly CloudyAverageAverage
November49.6°F (9.8°C)Light RainMostly CloudyLowSlightly Low
December45.3°F (7.4°C)Light RainMostly CloudyAverageSlightly High

Booking with Vrbo is a breeze

Looking to cut costs on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to design new journeys, refine your travel plans, or manage your reservations. Your saved or booked properties are neatly categorised into Potential, Upcoming, or Current Trips. To discover Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The friendly area of St Leonards-On-Sea awaits your stay

Enjoy the history and other features of St Leonards-On-Sea. Travellers to this welcoming city praise the seaside, spas and bars. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around St Leonards-On-Sea

Are you looking for top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that St Leonards-On-Sea has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • East Hill Lift (2.7 mi / 4.3 km)
  • The Chapel Down Winery (13.3 mi / 21.4 km)
  • Devonshire Park Lawn Tennis Club (13.7 mi / 22.1 km)
  • Gusbourne Estate Winery (16.3 mi / 26.3 km)
  • Drusillas Park (16.9 mi / 27.2 km)
  • Carr Taylor Vineyard (2.7 mi / 4.4 km)

Exploring the natural features in St Leonards-On-Sea

St Leonards-On-Sea is famous for its beautiful ocean views, gardens and beaches. Whether you're an adventurous traveller or just want to take in the scenery, St Leonards-On-Sea is a great place to get out in nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Camber Sands (11.8 mi / 18.9 km)
  • Alexandra Park (1.3 mi / 2.1 km)
  • Hastings Beach (2 mi / 3.3 km)
  • Smugglers Adventure (2.5 mi / 4 km)
  • Hastings Country Park (3.7 mi / 5.9 km)
  • Bexhill Beach (5.1 mi / 8.2 km)

Seasonal weather averages in St Leonards-On-Sea

If you're planning a holiday around the weather, August, July, September and June are the hottest months to visit, when temperatures average 17°C.

Travelling to and around St Leonards-On-Sea

If you prefer train travel, make your way to West St Leonards Station or St Leonards Warrior Square Station to see more of the city.

Frequently asked questions

What is the best area to stay in St Leonards-On-Sea when booking a holiday rental?
When considering a holiday rental in St Leonards-On-Sea, a popular area to stay is near the seafront. This picturesque neighbourhood offers a delightful blend of coastal charm and vibrant local culture. You'll find a variety of properties available, ranging from quaint Victorian buildings to modern flats, suiting different tastes and budgets.

Staying along the seafront not only provides stunning views of the English Channel but also places you conveniently close to some of the area's top attractions. The beautiful St Leonards Gardens is a lovely spot for a leisurely stroll, while the iconic Hastings Pier is just a short walk away, offering a fantastic place to enjoy the seaside atmosphere. Additionally, the area is known for its artistic vibe, with various galleries and studios showcasing local talent.

Another appealing aspect of this neighbourhood is its proximity to cafes and restaurants that serve delicious local fare, allowing visitors to indulge in the culinary delights of the region.
How much does it cost to rent a holiday home in St Leonards-On-Sea?
Prices for holiday rentals in St Leonards-On-Sea vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in St Leonards-On-Sea to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for St Leonards-On-Sea holiday house rentals?
You can find great discounts on house rentals in St Leonards-On-Sea on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in St Leonards-On-Sea?
For renting a beach house in St Leonards-On-Sea, the seafront promenade is an excellent choice, where you can find a range of properties that offer stunning views of the English Channel. Many houses in this area come with amenities such as private balconies or terraces, allowing guests to enjoy the fresh sea air and picturesque sunsets. Expect spacious living areas, well-equipped kitchens, and sometimes even features like outdoor seating areas or gardens that lead directly to the beach.

The area around Warrior Square is particularly appealing, with its elegant Victorian architecture and proximity to local cafes and shops. Here, you might find charming holiday homes that reflect the character of the neighbourhood, often featuring original fireplaces, high ceilings, and contemporary furnishings. Many properties also provide easy access to public transport, making it convenient for exploring the wider Hastings area.

Additionally, St Leonards-On-Sea hosts various art galleries and cultural attractions, which can enhance your stay. Rentals near the Coastal Path offer opportunities for scenic walks along the shoreline, and properties in this vicinity often come equipped with facilities for outdoor activities, such as storage for bicycles or beach gear.
What is the most popular type of holiday rental accomodation in St Leonards-On-Sea?
In St Leonards-On-Sea, apartments are the most popular type of holiday rental, with about 80 available throughout the area. These apartments are typically located in charming neighbourhoods close to the seafront, offering easy access to local shops and cafes. Most units feature fully equipped kitchens, comfortable living spaces, and often generous windows or balconies to enjoy the coastal views.

Cottages are also quite common, with around 72 options that provide a quaint, homely atmosphere. These properties usually come with cosy interiors, gardens, and sometimes even fireplaces, making them ideal for a relaxing getaway. For those needing more space, approximately 44 holiday houses are available, which often include multiple bedrooms, large gardens, and outdoor areas for dining or barbecues.

Additionally, there are about 28 mobile homes and 24 cabins in the area, suiting travellers looking for a different kind of experience. Mobile homes typically provide basic amenities and are often located in parks close to nature, while cabins offer a rustic charm with essential comforts.
Are there any family house rentals in St Leonards-On-Sea?
In St Leonards-On-Sea, there are numerous family-friendly holiday rentals available, making it an excellent choice for those travelling with children. This charming coastal town offers a variety of properties, typically featuring spacious living areas, fully equipped kitchens for home-cooked meals, and outdoor spaces where children can play safely. Many homes also come with modern amenities such as Wi-Fi and laundry facilities to ensure a comfortable stay.

The town is strategically located near the picturesque seafront, providing easy access to the beach and local parks, great for family outings. Visitors can explore nearby attractions like the iconic Hastings Pier and the vibrant local markets.
Can I rent a holiday home with a pool or hot tub in St Leonards-On-Sea?
In St Leonards-On-Sea, there are several holiday homes available for rent that feature pools and hot tubs, with around 14 options to choose from. This charming coastal town, located in East Sussex, offers a delightful mix of seaside charm and local attractions. Many of these properties are situated near the beach, providing easy access to the shore while enjoying the luxury of a private pool or hot tub.

Travellers can expect a range of amenities in these rentals, including spacious living areas, fully equipped kitchens ideal for self-catering, and outdoor spaces great for relaxation or entertaining. Some homes may also feature landscaped gardens, barbecue areas, and comfortable lounging spots, creating an inclusive setting for families or groups.
Can I find long-stay holiday rentals in St Leonards-On-Sea?
A long-stay holiday rental in St Leonards-On-Sea is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in St Leonards-On-Sea?
In St Leonards-On-Sea, there are numerous pet-friendly house rentals available, with around 35 options for travellers looking to bring their furry friends along. The area boasts a charming seaside atmosphere, with many holiday homes featuring amenities such as well-equipped kitchens, private gardens, and spacious living areas that cater to both humans and pets.

The coastal location provides easy access to beautiful beaches where pets are often welcome, along with nearby parks and green spaces that are superb for leisurely strolls. The picturesque seafront promenade is also an excellent spot for enjoying a walk with pets, offering stunning views of the coastline.

Additionally, the vibrant local community offers pet-friendly cafes and shops, ensuring that both you and your pets can enjoy your stay to the fullest.
Are there any remote work holiday rentals in St Leonards-On-Sea?
In St Leonards-On-Sea, there are numerous remote work holiday rentals available, with around 196 options to choose from. This charming seaside town offers a delightful blend of coastal beauty and amenities conducive to working remotely. Many properties feature free Wi-Fi, ensuring that guests can stay connected while enjoying their stay.

Travellers can expect a variety of accommodations, including stylish apartments and spacious houses, often equipped with dedicated workspaces, comfortable seating, and fully equipped kitchens for convenient self-catering. The picturesque seafront and nearby parks provide excellent spots for relaxation during breaks, while local cafes and restaurants offer additional options for a change of scenery.

St Leonards-On-Sea is also well-placed for exploring the vibrant nearby town of Hastings, with its rich history and cultural attractions, making it an ideal location for those seeking a productive yet enjoyable working holiday. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any St Leonards-On-Sea holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in St Leonards-On-Sea with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in St Leonards-On-Sea?
In St Leonards-On-Sea, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Many properties also welcome pets, making it easier for travellers to bring their furry companions along. Onsite parking is another common feature, providing convenience for those who drive to the area. Additionally, some rentals come with fireplaces, adding a cosy touch to the accommodation, great for relaxing evenings. Service animals are also permitted in various properties, ensuring that guests with specific needs feel at home.
When is the best time to visit St Leonards-On-Sea for a holiday rental?
The most popular time to visit St Leonards-On-Sea is during the peak season from November to January, when visitors flock to enjoy the vibrant setting and festive spirit of the seaside town. This period is especially appealing for those who appreciate the charm of coastal walks and the invigorating air of winter by the sea. With temperatures typically ranging from 3 to 10 degrees Celsius, the cooler climate is great for leisurely strolls along the beach, exploring local shops, and enjoying cosy cafés.

January stands out as a particularly inviting month. While it is part of the peak season, visitors will find the town less crowded compared to the bustling Christmas period, allowing for a more relaxed experience. The stunning views of the sea combined with charming architecture create a picturesque setting for exploration.

For those seeking a more wallet-friendly option, February is a fantastic time to consider. This quieter month offers a unique opportunity to enjoy the tranquil beauty of St Leonards-On-Sea while taking advantage of reduced rental prices. It's an excellent time for those who prefer a peaceful getaway, with fewer tourists and the chance to appreciate the local culture and community at a leisurely pace.
How early should I book a St Leonards-On-Sea holiday rental?
Book your St Leonards-On-Sea holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in St Leonards-On-Sea?
In St Leonards-On-Sea, visitors can explore a variety of attractions that highlight the area's charm and coastal beauty. The seafront, with its picturesque promenade, is superb for leisurely walks while enjoying views of the English Channel. The stunning architecture of the historic buildings along the seafront, particularly the Victorian and Georgian designs, adds to the area's appeal.

The De La Warr Pavilion, located nearby in Bexhill-on-Sea, is an iconic art and entertainment venue that hosts exhibitions and performances, making it a cultural hotspot for visitors. For those interested in nature, the nearby Hastings Country Park offers scenic walking trails and the chance to explore the local wildlife and stunning cliffs.

In the town centre, visitors can enjoy independent shops, cafes, and restaurants that reflect the local culture, providing a great opportunity to sample local cuisine.
Can I change or cancel my St Leonards-On-Sea home rental booking on Vrbo?
To find St Leonards-On-Sea holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the St Leonards-On-Sea holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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