Book Holiday Homes in South Hill

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in South Hill

Beautiful island home modeled after traditional West Indian design

Beautiful island home modeled after traditional West Indian design

Seafeathers
When you stay at this vacation home in East End Village, you'll be on the waterfront, within a 5-minute drive of Sandy Hill Bay and Heritage Collection.
Beautiful island home modeled after traditional West Indian design
Spacious quiet house seconds from the beach

Spacious quiet house seconds from the beach

Sandy Ground
With a stay at this vacation home in The Valley (Sandy Ground), you'll be within a 10-minute drive of Blowing Point Ferry Terminal and Pelican Bay.
Spacious quiet house seconds from the beach
Paradise in tranquility Anguilla

Paradise in tranquility Anguilla

Sandy Hill
When you stay at this vacation home in The Valley, you'll be on the beach, within a 10-minute walk of Sandy Hill Bay and Sandy Hill Beach.
Paradise in tranquility Anguilla
Save an average of 15% on thousands of hotels when you're signed in
DragonFly Studio, a charming place dedicated to relaxation

DragonFly Studio, a charming place dedicated to relaxation

The Valley
When you stay at this vacation home in The Valley, you'll be near the beach, within a 5-minute drive of Anguillan Christian Fellowship Church and Warden's ...
DragonFly Studio, a charming place dedicated to relaxation
Dream Weaver Villa in RendezVous Bay

Dream Weaver Villa in RendezVous Bay

RendezVous Bay
The price is AU$1,735 per night from 26 Jan to 27 Jan
AU$1,735
includes taxes & fees
26 Jan - 27 Jan 2025
With a stay at this vacation home in Rendezvous Bay, you'll be within a 15-minute walk of Rendezvous Bay Beach and Aurora International Golf Club.
Dream Weaver Villa in RendezVous Bay
Secluded house on private beach

Secluded house on private beach

Sandy Ground
With a stay at this vacation home in The Valley (Sandy Ground), you'll be within a 10-minute drive of Blowing Point Ferry Terminal and Pelican Bay.
Secluded house on private beach
Cozy one bedroom studio

Cozy one bedroom studio

The Valley
The price is AU$316 per night from 9 Jan to 10 Jan
AU$316
includes taxes & fees
9 Jan - 10 Jan 2025
With a stay at this vacation home in Island Harbour (Sea Rocks), you'll be within a 15-minute walk of Scilly Cay and Island Harbor Beach.
Cozy one bedroom studio
Quiet Home

Quiet Home

South Hill Village
With a stay at this vacation home in South Hill, you'll be within a 5-minute drive of Blowing Point Ferry Terminal and Pelican Bay.
Quiet Home
Stunning Island Home - Crocus Hill, Anguilla

Stunning Island Home - Crocus Hill, Anguilla

The Valley
When you stay at this vacation home in The Valley, you'll be near the beach, within a 15-minute walk of Crocus Bay and Crocus Bay Beach.
Stunning Island Home - Crocus Hill, Anguilla
Don't see what you're looking for?
See all available properties in South Hill
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

South Hill Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our South Hill vacation homes are the perfect way for you to wing it.

Holiday houses in South Hill let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of South Hill in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local South Hill adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in South Hill with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of South Hill vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

South Hill Holiday Homes essential information

Accommodation
40 Holiday Homes
Lowest Price
AU$227
Highest Price
AU$1,735
Popular accommodation
Beautiful island home modeled after traditional West Indian design, Spacious quiet house seconds from the beach, Paradise in tranquility Anguilla , DragonFly Studio, a charming place dedicated to relaxation, Dream Weaver Villa in RendezVous Bay, Secluded house on private beach, Cozy one bedroom studio, Quiet Home, Stunning Island Home - Crocus Hill, Anguilla

Top trending hotels in South Hill

Royal Palms Hotel

Royal Palms Hotel

3.5 out of 5
West End, South Hill
When you stay at Royal Palms Hotel in South Hill, you'll be near the beach, within a 5-minute drive of Sandy Island and Aurora International Golf Club.
Royal Palms Hotel
OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED

OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED

THE VALLEY
The price is AU$227 per night from 9 Jan to 10 Jan
AU$227
includes taxes & fees
9 Jan - 10 Jan 2025
When you stay at this apartment in South Hill, you'll be within a 10-minute drive of Pelican Bay and Blowing Point Ferry Terminal.
OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Back Street, South Hill
Located in South Hill (Sandy Ground), La Vue Boutique Inn is within a 5-minute drive of Blowing Point Ferry Terminal and Sandy Island.
La Vue Boutique Inn
Save an average of 15% on thousands of hotels when you're signed in
Quiet Home

Quiet Home

South Hill Village
With a stay at this vacation home in South Hill, you'll be within a 5-minute drive of Blowing Point Ferry Terminal and Pelican Bay.
Quiet Home
Don't see what you're looking for?
See all available properties in South Hill
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.