Book Holiday Homes in Gregory Town

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Featured Holiday Homes in Gregory Town

Brand New Waterfront Home on Secluded Cove, Walk to Restaurants, Bars, Stores

Brand New Waterfront Home on Secluded Cove, Walk to Restaurants, Bars, Stores

Gregory Town North Eleuthera
Stay at this family-friendly holiday home in Gregory Town. Enjoy laundry facilities, patios and an in-room coffee maker. Popular attractions Surfers Beach and ...
Opens in a new windowBrand New Waterfront Home on Secluded Cove, Walk to Restaurants, Bars, Stores
Cove House Ocean Front. It's close to everything Eleuthera has to offer

Cove House Ocean Front. It's close to everything Eleuthera has to offer

Gregory Town Eleuthera
Stay at this beach holiday home in Gregory Town. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Surfers Beach and Hatchet Bay Cave are located ...
Opens in a new windowCove House Ocean Front. It's close to everything Eleuthera has to offer
A garden oasis for the nature lover who likes modern comforts

A garden oasis for the nature lover who likes modern comforts

Gregory Town North Eleuthera
Stay at this holiday home in Gregory Town. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Gaulding Cay Beach and Queens Bath are located ...
Opens in a new windowA garden oasis for the nature lover who likes modern comforts
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Paradise is Not an Illusion 🏝️

Paradise is Not an Illusion 🏝️

Gregory Town North Eleuthera
Stay at this holiday home in Gregory Town. Enjoy patios, an in-room coffee maker and air conditioning. Popular attractions Surfers Beach and Hatchet Bay Cave ...
Opens in a new windowParadise is Not an Illusion 🏝️
Private Waterfront On The Caribbean Cliffs

Private Waterfront On The Caribbean Cliffs

Gregory Town Eleuthera
Stay at this holiday home in Gregory Town. Enjoy free Wi-Fi, laundry facilities and balconies or patios. Popular attractions Surfers Beach and Hatchet Bay Cave ...
Opens in a new windowPrivate Waterfront On The Caribbean Cliffs
Waterfront home on the bay in secluded Whale Point! Private Dock!

Waterfront home on the bay in secluded Whale Point! Private Dock!

Whale Point Eleuthera
Stay at this beach holiday home in Gregory Town. Enjoy private pools, a beach locale and a garden. Popular attractions Pink Sand Beach and Whale Point are located ...
Opens in a new windowWaterfront home on the bay in secluded Whale Point! Private Dock!
Brand New Estate w/2-Ocean Views, 1 Mile to Surfer's Beach.  NEW POOL!

Brand New Estate w/2-Ocean Views, 1 Mile to Surfer's Beach. NEW POOL!

Gregory Town Central Eleuthera
Stay at this holiday home in Gregory Town. Enjoy private pools, laundry facilities and patios. Popular attractions Surfers Beach and Hatchet Bay Cave are located ...
Opens in a new windowBrand New Estate w/2-Ocean Views, 1 Mile to Surfer's Beach. NEW POOL!
5 minutes from Harbour Island!

5 minutes from Harbour Island!

North Eleuthera Eleuthera
Stay at this beach holiday home in Gregory Town. Enjoy a beach locale, laundry facilities and balconies. Popular attractions Pink Sand Beach and Whale Point ...
Opens in a new window5 minutes from Harbour Island!
Pineapple Hideaway | Oleander Gardens

Pineapple Hideaway | Oleander Gardens

Gregory Town Eleuthera
The price is NZ$1,030 per night from 13 Jan to 14 Jan
NZ$1,030
13 Jan - 14 Jan 2026
includes taxes & fees
Stay at this holiday home in Gregory Town. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Gaulding Cay Beach and Queens Bath are located ...
Opens in a new windowPineapple Hideaway | Oleander Gardens
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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.

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

Holiday houses in Gregory Town 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 Gregory Town 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 Gregory Town adventures, obvs.

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

Gregory Town Holiday Homes essential information

Accommodation
242 Holiday Homes
Lowest Price
NZ$1,030
Highest Price
NZ$2,949
Popular accommodation
Brand New Waterfront Home on Secluded Cove, Walk to Restaurants, Bars, Stores, Cove House Ocean Front. It's close to everything Eleuthera has to offer, A garden oasis for the nature lover who likes modern comforts, Paradise is Not an Illusion 🏝️, Private Waterfront On The Caribbean Cliffs, Waterfront home on the bay in secluded Whale Point! Private Dock!, Brand New Estate w/2-Ocean Views, 1 Mile to Surfer's Beach. NEW POOL!, 5 minutes from Harbour Island!, Pineapple Hideaway | Oleander Gardens

Top trending hotels in Gregory Town

The Cove Eleuthera

The Cove Eleuthera

4 out of 5
Queen's Highway, BS Gregory Town
The price is NZ$2,949 per night from 22 Dec to 23 Dec
NZ$2,949
22 Dec - 23 Dec
includes taxes & fees
Stay at this beach resort in Gregory Town. Enjoy free Wi-Fi, free parking and a full-service spa. Popular attractions Gaulding Cay Beach and Queens Bath are ...
Opens in a new windowThe Cove Eleuthera
Daddy Joes

Daddy Joes

3 out of 5
Queen's Highway North Gregory Town
Stay at this motel in Gregory Town. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowDaddy Joes
Spectacular Eco Cottage, oceanfront, secret beach

Spectacular Eco Cottage, oceanfront, secret beach

Gregorytown Central Eleuthera
Stay at this beach cottage in Gregory Town. Enjoy a beach locale, a garden and patios. Popular attractions Surfers Beach and Hatchet Bay Cave are located ...
Opens in a new windowSpectacular Eco Cottage, oceanfront, secret beach
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WATERFRONT W/POOL, STARFISH

WATERFRONT W/POOL, STARFISH

Gregory Town North Eleuthera
Stay at this cottage in Gregory Town. Enjoy air conditioning and an outdoor pool. Popular attractions Surfers Beach and Hatchet Bay Cave are located nearby.
Opens in a new windowWATERFRONT W/POOL, STARFISH
Don't see what you're looking for?
See all available properties in Gregory Town
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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.