Book Holiday Homes in Osbourn

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Featured Holiday Homes in Osbourn

Blue Luxury Properties

Blue Luxury Properties

4 out of 5
South Finger Jolly Harbour Saint Mary
When you stay at Blue Luxury Properties in Jolly Harbour, you'll be next to a golf course, within a 15-minute walk of Jolly Beach and Mosquito Cove Beach.
Opens in a new windowBlue Luxury Properties
Fabulous Sea and Harbor Views and on a clear morning You can see Guadaloupe

Fabulous Sea and Harbor Views and on a clear morning You can see Guadaloupe

Falmouth Saint Paul
With a stay at this vacation home in Falmouth Harbour, you'll be by the sea, just a 1-minute walk from Antigua Naval Dockyard and Related Archaeological Sites ...
Opens in a new windowFabulous Sea and Harbor Views and on a clear morning You can see Guadaloupe
Sol Springs Villa

Sol Springs Villa

2 out of 5
Osbourn St. Georges
The price is AU$137 per night from 29 Dec to 30 Dec
AU$137
29 Dec - 30 Dec
includes taxes & fees
Located in St. John's, this vacation home is in a rural location, within a 5-minute drive of Cedar Valley Golf Club and Antigua and Barbuda Institute of Information ...
Opens in a new windowSol Springs Villa
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Club Caribbean Luxury Townhouse 7 mins to beach

Club Caribbean Luxury Townhouse 7 mins to beach

4 Flagstaff Crosbies Saint John's
The price is AU$495 per night from 13 Jan to 14 Jan
AU$495
13 Jan - 14 Jan 2026
includes taxes & fees
With a stay at this vacation home in St. John's (Crosbies), you'll be within a 5-minute drive of Dickenson Bay Beach and Coates Cottage Art Gallery.
Opens in a new windowClub Caribbean Luxury Townhouse 7 mins to beach
Cook's Estate

Cook's Estate

3 out of 5
Cooks Estate St. John's Saint John
The price is AU$210 per night from 2 Jan to 3 Jan
AU$210
2 Jan - 3 Jan 2026
includes taxes & fees
With a stay at this vacation home in St. John's, you'll be near the beach, within a 10-minute drive of Dickenson Bay Beach and St. John's Cathedral.
Opens in a new windowCook's Estate
Charming 3-bedroom house with a view of St John's harbor, AC, WiFi, and parking

Charming 3-bedroom house with a view of St John's harbor, AC, WiFi, and parking

St Johns
Located in St. John's, this vacation home is within a 5-minute drive of St. John's Harbour and Public Market.
Opens in a new windowCharming 3-bedroom house with a view of St John's harbor, AC, WiFi, and parking
4 Min Walk to Beach: Coastal 2BR - Relax in Our Blissful Retreat Near the Shore!

4 Min Walk to Beach: Coastal 2BR - Relax in Our Blissful Retreat Near the Shore!

Saint John Saint John
With a stay at this vacation home in St. John's, you'll be within a 10-minute drive of Dickenson Bay Beach and St. John's Harbour.
Opens in a new window4 Min Walk to Beach: Coastal 2BR - Relax in Our Blissful Retreat Near the Shore!
Your Home Away from Home

Your Home Away from Home

St Johns St philips
Located in Willikies, this vacation home is within a 5-minute drive of Betty's Hope Sugar Plantation and Stingray City.
Opens in a new windowYour Home Away from Home
Cozy Countryside Rental Home

Cozy Countryside Rental Home

St mary's
The price is AU$530 per night from 28 Dec to 29 Dec
AU$530
28 Dec - 29 Dec
includes taxes & fees
With a stay at this vacation home in Johnson's Point, you'll be by the sea, within a 15-minute drive of Jolly Beach and Turner's Beach.
Opens in a new windowCozy Countryside Rental Home
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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.

Osbourn 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 Osbourn vacation homes are the perfect way for you to wing it.

Holiday houses in Osbourn 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 Osbourn 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 Osbourn adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Osbourn 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 Osbourn 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.

Osbourn Holiday Homes essential information

Accommodation
137 Holiday Homes
Lowest Price
AU$137
Highest Price
AU$1,152
Popular accommodation
Blue Luxury Properties, Fabulous Sea and Harbor Views and on a clear morning You can see Guadaloupe , Sol Springs Villa, Club Caribbean Luxury Townhouse 7 mins to beach, Cook's Estate, Charming 3-bedroom house with a view of St John's harbor, AC, WiFi, and parking, 4 Min Walk to Beach: Coastal 2BR - Relax in Our Blissful Retreat Near the Shore!, Your Home Away from Home, Cozy Countryside Rental Home

Top trending hotels in Osbourn

Lord Nelson Hotel & Residences

Lord Nelson Hotel & Residences

3 out of 5
Dutchman Bay Osbourn Saint George
The price is AU$354 per night from 26 Dec to 27 Dec
AU$354
26 Dec - 27 Dec
includes taxes & fees
When you stay at Lord Nelson Hotel & Residences in Osbourn, you'll be on the beach, within a 5-minute drive of Antigua and Barbuda Institute of Information Technology ...
Opens in a new windowLord Nelson Hotel & Residences
Jolly Beach Antigua - All-inclusive

Jolly Beach Antigua - All-inclusive

3 out of 5
Bolans Village, St. Mary's Jolly Harbour Antigua
Located in Jolly Harbour, Jolly Beach Antigua - All-inclusive is a 3-minute drive from Valley Church Beach and 14 minutes from St. John's Harbour.
Opens in a new windowJolly Beach Antigua - All-inclusive
Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only

Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only

4.5 out of 5
Halcyon Road St. John's Saint John
The price is AU$1,152 per night from 4 Jan to 5 Jan
AU$1,152
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only in St. John's (Dickenson Bay), you'll be steps from Dickenson ...
Opens in a new windowRoyalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only
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Royalton Antigua, An Autograph Collection All-Inclusive Resort

Royalton Antigua, An Autograph Collection All-Inclusive Resort

4.5 out of 5
Five Islands VIllage St. John's Saint John
The price is AU$952 per night from 4 Jan to 5 Jan
AU$952
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Royalton Antigua, An Autograph Collection All-Inclusive Resort in St. John's (Five Islands Village), you'll be a 4-minute walk from Galley Bay ...
Opens in a new windowRoyalton Antigua, An Autograph Collection All-Inclusive Resort
Don't see what you're looking for?
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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.

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^Subject to availability and chosen travel dates.