St Leonards-On-Sea holiday rentals

We found 468 holiday rentals — enter your dates for availability
Select from 28 houses, 43 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:20 Nov - 27 Nov

Pool
Interior
Living area
Room
Exceptional
(16 reviews)

Countryside House Near Battle

Battle

9% off
S$5,922
for 7 nights, 1 room
S$846 per night
includes taxes & fees
Countryside House Near Battle
Living Room 1
Outdoor dining
Bridal makeover room
Double Room 1
Exceptional
(32 reviews)

Oast House Near Battle

Battle

9% off
S$8,593
for 7 nights, 1 room
S$1,228 per night
includes taxes & fees
Oast House Near Battle
Sharing a meal and a glass of something
Property grounds
Really amazing master room vista
Table seating for up to 12
Exceptional
(115 reviews)

Outstanding luxury beachfront holiday experience with hot tub

Pevensey

13% off
S$5,141
for 7 nights, 1 home
S$734 per night
includes taxes & fees
Outstanding luxury beachfront holiday experience with hot tub
Private kitchen
Interior
Interior
Living area
Exceptional
(7 reviews)

Oceanfront Villa with Stunning Beach Views

Pevensey

5% off
S$2,802
for 7 nights, 1 villa
S$400 per night
includes taxes & fees
Oceanfront Villa with Stunning Beach Views
Interior
Dining
Private kitchen
Living area
Exceptional
(73 reviews)

Converted barn / Oast House with amazing views and EV chargers

Rye

27% off
S$4,574
for 7 nights, 1 home
S$653 per night
includes taxes & fees
Converted barn / Oast House with amazing views and EV chargers
Interior
Real fire in the cosy lounge
Dinging Room and Snug.
Ktchen
Exceptional
(102 reviews)

Spacious 4 Star Period Cottage, log fire, large garden, countryside, near Rye

Rye

35% off
S$2,350
for 7 nights, 1 cottage
S$336 per night
includes taxes & fees
Spacious 4 Star Period Cottage, log fire, large garden, countryside, near Rye
Exterior
Living area
Private kitchen
Exterior
Wonderful
(6 reviews)

Oceanfront Luxury Home with Fantastic Views

Pevensey

5% off
S$3,312
for 7 nights, 1 home
S$473 per night
includes taxes & fees
Oceanfront Luxury Home with Fantastic Views
Room
Outdoor dining
Exterior
Living area
Exceptional
(159 reviews)

Converted stable in secluded rural setting.

Hastings

9% off
S$1,245
for 7 nights, 1 cottage
S$178 per night
includes taxes & fees
Converted stable in secluded rural setting.
Heater indoor swimming pool - great all year rain or shine!
Outdoor hot tub heated to 40°C all year
beautiful gardens to explore
lush gardens to enjoy in peace and quite
Exceptional
(36 reviews)

Heated indoor pool & spa, countryside holiday cottage near the beach & park

Hastings

28% off
S$1,517
for 7 nights, 1 cottage
S$217 per night
includes taxes & fees
Heated indoor pool & spa, countryside holiday cottage near the beach & park
Living area
Outdoor dining
Room
Dining
Exceptional
(5 reviews)

Oceanfront Bungalow: Family & Pet-Friendly Retreat

Pevensey

5% off
S$2,157
for 7 nights, 1 home
S$308 per night
includes taxes & fees
Oceanfront Bungalow: Family & Pet-Friendly Retreat
Outside dining
Living area
Main bedroom ( Bridge)
Living area
Exceptional
(5 reviews)

Tombreck 3 bed bungalow on private beach with direct access to sea

Pevensey

9% off
S$2,855
for 7 nights, 1 home
S$408 per night
includes taxes & fees
Tombreck 3 bed bungalow on private beach with direct access to sea
Exterior
View of The Retreat from garden.
Interior
Living area
Exceptional
(62 reviews)

Tranquil Retreat, Two Bedrooms, Two Bathrooms (one en-suite, one shower room)

Hastings

9% off
S$1,678
for 7 nights, 1 cottage
S$240 per night
includes taxes & fees
Tranquil Retreat, Two Bedrooms, Two Bathrooms (one en-suite, one shower room)
Bosch washing machine
Secure rear garden faces West and is ideal for rest and relaxation
Property grounds
conservatory with views out to the garden
Wonderful
(29 reviews)

Dolphins, relax at our lovely seaside holiday home

Pevensey

28% off
S$1,620
for 7 nights, 1 home
S$231 per night
includes taxes & fees
Dolphins, relax at our lovely seaside holiday home
Private kitchen
Interior
Room
Interior
Exceptional
(9 reviews)

Luxury apartment located adjacent to Bexhill Seafront Promanade

Bexhill-on-Sea

8% off
S$2,018
for 7 nights, 1 apartment
S$288 per night
includes taxes & fees
Luxury apartment located adjacent to Bexhill Seafront Promanade
Property grounds
Marina
Exterior detail
Exterior
Exceptional
(9 reviews)

Jacob's Place 3 Bed Luxury Caravan

Pevensey

9% off
S$1,515
for 7 nights, 1 home
S$216 per night
includes taxes & fees
Jacob's Place 3 Bed Luxury Caravan
Property grounds
Dining
Room
Private kitchen
Exceptional
(29 reviews)

* Stylish * Central * Sea View * Modern

Hastings

8% off
S$1,070
for 7 nights, 1 apartment
S$153 per night
includes taxes & fees
* Stylish * Central * Sea View * Modern
path to pool
hot tub
The flat's glass balustrade balcony and back garden of the property
Big smart TV with free Netflix, satellite channels and super fast wifi.
Exceptional
(27 reviews)

Sea View Studio Flat with heated indoor pool & spa, countryside location

Hastings

30% off
S$879
for 7 nights, 1 apartment
S$126 per night
includes taxes & fees
Sea View Studio Flat with heated indoor pool & spa, countryside location
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

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)
  • Knockhatch Adventure Park (13.5 mi / 21.8 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)

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:

  • Hastings Beach (2 mi / 3.3 km)
  • Hastings Country Park (3.7 mi / 5.9 km)
  • Bexhill Beach (5.1 mi / 8.2 km)
  • Great Dixter House and Gardens (8.7 mi / 14 km)
  • Winchelsea Beach (8.7 mi / 14.1 km)
  • Pevensey Bay Beach (10.1 mi / 16.3 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 most popular type of holiday rental accommodation in St Leonards-On-Sea?
The most in-demand types of holiday rentals in St Leonards-On-Sea are apartments. Want something different? Vrbo has numerous options to match our guests' requirements, so you'll see holiday properties in loads of sizes and shapes. The perfect fit is ready and waiting for you — grab yours today.
How much does it cost to rent a holiday rental in St Leonards-On-Sea?
Length of stay, property type and season are some of the conditions that can determine the price of a holiday home. Simply add your dates of travel to find your ideal escape. From cosy chalets to sprawling luxury villas, all Vrbo holiday rentals provide incredible value.
How much does it cost to rent a beach house in St Leonards-On-Sea?
The average price for a holiday home near the beach in St Leonards-On-Sea will depend on when you're going and the size and type of property you're looking for. You can easily and quickly find prices on Vrbo by entering the dates you'll be travelling. Then use the filters to select the number of bedrooms and amenities that you need, like a pool, air conditioning and WiFi.
Are there pet-friendly holiday rentals in St Leonards-On-Sea?
Pack a suitcase for the pup in your life because St Leonards-On-Sea has 69 holiday homes that roll out the welcome mat to doggie guests. Let your furriest pal get in on the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and dates, then check the "Pets allowed" filter box.
Can I rent a house with a pool in St Leonards-On-Sea?
Mark the "pool" box in our filter tool and pick from 13 houses with private pools in St Leonards-On-Sea on Vrbo. Lazy soak or races and ball games? Free time is up to you when your Vrbo holiday property comes with its own pool.
What are popular rental amenities in St Leonards-On-Sea?
Some of the most popular rental amenities people are looking for in St Leonards-On-Sea are a fireplace, a garden and a firepit. Whether you're taking a trip with pals, family or even pets, Vrbo holiday properties include the best amenities for hanging out with the people closest to you.
Are there large group holiday rentals in St Leonards-On-Sea?
St Leonards-On-Sea has four holiday properties that can fit 10 or more people. These properties come with enough space to share good times with your favourite people.
Are there holiday rentals in St Leonards-On-Sea that welcome kids?
Gather the whole crew for a fun-filled adventure in St Leonards-On-Sea at one of our 68 family-friendly holiday rentals. These stays provide amenities that are ideal for trips with the kids, such as laundry facilities, living rooms and outdoor spaces. Just check the "Properties good for families" filter box and decide on your favourite.
What are the top attractions for families in St Leonards-On-Sea?
Keeping the kiddos entertained during your St Leonards-On-Sea holiday is simple with these family-friendly attractions:
  • Warrior Square Gardens
  • Old Roar Gill
  • St Leonard, Hollington -Church-in-the-Wood
Are there one-bedroom holiday rentals in St Leonards-On-Sea?
There are 16 one-bedroom properties in St Leonards-On-Sea to choose from. A one-bedroom holiday property is an excellent choice if it's just the two of you or if you're holidaying alone. Add in more convenience, privacy and space compared to a hotel, and you've got yourself a getaway to remember.
Can I find two-bedroom holiday rentals in St Leonards-On-Sea?
Gather your loved ones and relax in total privacy and comfort in one of the 27 two-bedroom holiday homes St Leonards-On-Sea has to offer.
Are there holiday rentals with WiFi in St Leonards-On-Sea?
St Leonards-On-Sea has 12 holiday rentals with WiFi, so you'll be able to stay connected while travelling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to writing and sending emails, these Vrbo homes make it a breeze to go online.
How can I find holiday rentals with air conditioning in St Leonards-On-Sea?
You'll find four holiday homes with air conditioning in St Leonards-On-Sea giving you that gentle, cool breeze and extra bit of comfort. Just enter your chosen travel dates and then make use of our filters to look for stays with air conditioning.
How old do you have to be to rent a holiday rental in St Leonards-On-Sea?
The age limit can differ between properties on Vrbo, so be sure to look at the rules of the holiday rental in St Leonards-On-Sea you want to book. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in St Leonards-On-Sea for?
The amount of time you can rent a St Leonards-On-Sea holiday rental for is up to the property. Just put in your dates of travel to see options offering extended stays. They feature everything you need to make your extended holiday more comfortable and convenient, such as kitchens and laundries. Some holiday homes may also offer weekly or monthly discounted prices, so you can stay even longer for less.