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Leonardtown beach rentals

We found 9 beach rentals — enter your dates for availability

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November 2025

December 2025

Explore Leonardtown beach rentals

Showing deals for: 18 Feb - 21 Feb

Premier Host

2 Acre Oasis with Private Beach! Family and dog friendly!

Sleeps 10 · 4 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$1,278 per night

includes taxes & fees

Premier Host

WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay

Sleeps 6 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 cottage

NZ$694 per night

includes taxes & fees

Premier Host

4BDRM River front house with Private Beach in Hollywood

Sleeps 12 · 4 bedrooms · 3 bathrooms

for 3 nights, 1 home

NZ$909 per night

includes taxes & fees

Premier Host

Beach Club: your own private "Caribbean" resort

Sleeps 14 · 7 bedrooms · 6+ bathrooms

for 3 nights, 1 home

NZ$2,061 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

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

Explore Leonardtown beach rentals

2 Acre Oasis with Private Beach! Family and dog friendly!

WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay

4BDRM River front house with Private Beach in Hollywood

Riverside House w/ Kayaks, Piano & Fireplace

The Cedar Beach Lodge

Beach Club: your own private "Caribbean" resort

Find spaces that suit your style

Peace of mind

More quality time

All the privacy of home

More for less

Holiday Rental options in Leonardtown