Pineapple Hideaway | Oleander Gardens | House in Gregory Town

10.0 (20 Reviews) |   Pet Friendly   3 Bedrooms  2 Bathrooms  9 Guests
Gregory Town House | Pineapple Hideaway | Oleander Gardens

3 Bedroom House in Gregory Town

Located in the lush tropical community of Oleander Gardens you will find this completely remodeled home. Oleander Gardens is a community on the ‘Caribbean’ side of the island and features a picture-perfect beach nestled in a cove. Oleander Gardens is nestled between the award winning ’The Cove’ resort, Gaulding Cay and neighbors too some of the worlds biggest rock stars! The home is perched perfectly on one of the islands most beautiful Bluffs (cliffs) with direct, private, access to the ‘Caribbean Sea.’ This island home is the only solar property within the community, providing clean and reliable energy with the grid as back up. Completely pampered inside and out, no detail was overlooked when remodeling the property in Summer of 2022. Featuring top quality bedding, fixtures and amenities, you will find comfort no matter how long you stay.
This Island Caribbean Front Home is located in the tropical oasis of Oleander Gardens. A three minute walk to the community beach.
Exclusive, private water access directly in the backyard leads you right into the lively coral's ideal for snorkeling, spear fishing and diving.
For the thrill seekers we have two Cliff Jumping locations in the backyard that will get your adrenaline pumping!
The sea turtle accents found throughout the home is a tribute to the family of Sea Turtles that live in the back yard. More than one time a day you'll be able to see their majestic beauty...
The property has just been pampered (2022) with a total makeover!
We ARE pet friendly! We provide dog bowls, and a dog bed. Please make sure your furry friends remain off the beds.
** Panoramic Caribbean views can be found from nearly all rooms!
All bedding is top quality, featuring UGG Egyptian cotton sheets, Tommy Bahamas quilts, feather down pillows and Serta mattresses or NECTAR mattresses.
The kitchen is well equipped to fix up a quick meal or a savory Sunday feast!
Stackable Washer and Dryer is available for use
Brand new Air Conditioners have been installed throughout the home to deliver ultimate comfort while on island time
Housekeeping does a meticulous job following strict COVID 19 protocol before and after each stay. For stays longer than 5 days we do offer a continued cleaning service, if so desired.
Gaulding Key, Glass Window Bridge, Queens Bath and the Island Blow Hole is only a 5 minute car ride!

This 3 Bedrooms House provides accommodation with Balcony/Terrace, Accessibility, Sports/Activities, for your convenience. This House features many amenities for guests who want to stay for a few days, a weekend or probably a longer vacation with family, friends or group. The rental House has 3 Bedrooms and 2 Bathrooms to make you feel right at home.

Check to see if this House has the amenities you need and a location that makes this a great choice to stay in Gregory Town. Enjoy your stay in Gregory Town at this House.

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Amenities

Air Conditioner
Parking
Pet Friendly
Designated Smoking Area
TV
View
Ocean View
Balcony/Terrace
Oceanfront
Accessibility
Sports/Activities
Bedding/Linens
Wellness Facilities
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Policies

Check-in
Check-in time starts at 3:00 pm contactless check-in available
Check-out
Check-out before 10:00 am contactless check-out available
Child Policy
Children are welcome.
Pet Policy
3 total pets pets allowed restrictions apply; for more information contact the property at the number on the booking confirmation welcoming dogs only

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is no smoke detector on the property parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 40 safety features at this property include a fire extinguisher and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Kara S.
Apr 1, 2026 12:15:08 AM
Review Score:   10
Summary: Our stay at Pineapple Hideaway was amazing! The view, cliff and water was unmatched. The beds and furniture were extremely comfortable, the house was extremely clean and organized and the kitchen was stocked with top of the line appliances, pots and pans and utensils. The yard was nicely kept and the neighbors were very friendly! We hope to stay here again on a future visit!
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FAQ's

Is this property pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the property have a swimming pool?

No, this Gregory Town house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in property?

Best-rates for the Gregory Town house starts from $594 per night with includes Air Conditioner, Parking, Designated Smoking Area, View, Ocean View, Wellness Facilities, Kitchen, Entertainment, Child Friendly, Internet, Pet Friendly, Oceanfront, Bedding/Linens, TV, Balcony/Terrace, Accessibility, Sports/Activities, Barbecue/Outdoor Cooking, Laundry with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is property a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the property wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Gregory Town house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the property?

Based on the information reported by the owner or manager, the Gregory Town house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for property?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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