Gregory Town Vacation Rentals

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Vacation Rentals in Gregory Town

Beach
WATERFRONT W/POOL, STARFISH
WATERFRONT W/POOL, STARFISH
Property grounds
Waterfront Home in Secluded Whale Point
9.4 out of 10, Exceptional, (40)
"Tom & Brenda were the best hosts. We had the most relaxing time and were able to use the boat to visit Harbor Island. Such an amazing spot to stay."
Waterfront Home in Secluded Whale Point
Beach nearby
Private Waterfront On The Caribbean Cliffs With Carved Steps To The Water!
10.0 out of 10, Exceptional, (75)
"The views and breeze were wonderful. The bed and linens very comfortable. The information packet provided made it easy to get around. 4WD for the drive and other roads is a must. We felt home away from home with the pups and would love to try to get them back with us. The house could use a few updates but was a very comfortable house. It was also in a great central location to go north or south. We would definitely stay again at Palm Bluff!"
Private Waterfront On The Caribbean Cliffs With Carved Steps To The Water!
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On the beach
Spectacular Oceanfront Eco Cottage
10.0 out of 10, Exceptional, (56)
"Our stay in Eleuthera was amazing. Nothing I write will make real justice to it. From the moment we arrived, we were captivated by the view, the privacy, and the beautiful landscape. The house offers the perfect blend of seclusion and convenience. It is spacious, airy, and comfortable and has everything you can need for simple but perfect days at the beach. The real highlight of this property is the outdoor space. The porch was the perfect place for refreshing nights with friends. The house has...
Spectacular Oceanfront Eco Cottage
Property grounds
WATERFRONT W/POOL, TAMARIND TREE
WATERFRONT W/POOL, TAMARIND TREE
Beach | On the beach
5 minutes from Harbour Island!
9.2 out of 10, Wonderful, (16)
"This place is by far our favorite place to stay on Eleuthera. I love waking up early, grabbing my coffee and sitting on the dock. You never know who will come visit. We have seen sting rays, sharks, octopus and our favorites are the sea turtles. This place is magical and we can't wait to get back."
5 minutes from Harbour Island!
Exterior
Cove House Ocean Front Gregory Town SUP and surfboards available at no charge
9.8 out of 10, Exceptional, (22)
"Our family spent a week at the Cove house during spring break. The unit is very spacious and clean. The kitchen has everything you need to function properly. The view is beautiful from the upstairs deck. The caretakers were responsive and very helpful. We will stay there again on next visit."
Cove House Ocean Front Gregory Town SUP and surfboards available at no charge
Beach nearby, sun loungers, beach towels
Ranked by VRBO/HomeAway as one of the top 10 most unique rentals in the world!!!
9.8 out of 10, Exceptional, (119)
"The water was beautiful and we really enjoyed the beach at rainbow bay. It’s challenging to get around the settlements because there are very few street signs or signage on businesses. Don’t be afraid to ask around for what you what. We found it to be the easiest."
Ranked by VRBO/HomeAway as one of the top 10 most unique rentals in the world!!!
Pool
Coral Cove sleeps 2 adults 1 child FREE 4 seater golf cart and 1 kayak 1 sup
10.0 out of 10, Exceptional, (155)
"Second time staying here at this little oasis, and I booked for next year already! This is the perfect getaway if you want time to yourself and to enjoy the amazing things all the island has to offer. Hosts were awesome and responsive. Cannot wait to return!"
Coral Cove sleeps 2 adults 1 child FREE 4 seater golf cart and 1 kayak 1 sup
Pool | A heated pool
Salt Box: an Enchanting Historical Property with a Pool
10.0 out of 10, Exceptional, (51)
"Salt Box is everything and more! Cozy, spacious and every bit of homey. Its a perfect compliment to/extension of the interior design draw of Harbour Island. Its so lovely you find yourself wanting to be there as much as you want to be exploring the island. The owner, house manager, & gardener were all wonderful and so helpful! Highly recommend and can't wait to return and stay here again!"
Salt Box: an Enchanting Historical Property with a Pool
Terrace/patio
Bamboo House: Charming Private Tropical Oasis in the Heart of the Village.
10.0 out of 10, Exceptional, (46)
"My family thoroughly enjoyed our stay at the Bamboo House. The host (Pascale) was great to work with and provided excellent recommendations for us to help us plan our stay and was quick to reply to any questions throughout. The housekeeper (Olga) was invaluable in allowing us to disconnect as she came daily to refresh the house and even lended a hand with our laundry. Thanks to the onsite generator, even with a spotty island power grid the AC stayed cold, the showers hot, and the TV on to...
Bamboo House: Charming Private Tropical Oasis in the Heart of the Village.
Property grounds
Jewelbox. A Beautifully Restored, Elegant, Family-friendly Town Rental.
9.4 out of 10, Exceptional, (25)
"Cute house with a chill vibe. Great location and very comfortable!"
Jewelbox. A Beautifully Restored, Elegant, Family-friendly Town Rental.
Sun loungers, beach towels
Paradise Found with free golf cart, dishwasher, sup, kayak, rain water showers
10.0 out of 10, Exceptional, (66)
"Beautiful and functional cottage, clean, super very well located, just walking distance from this incredible, sureal, beach in Spanish Wells. BONUS: You have paddle boar, kayak, and your own golf cart to go around the island. Our host April, a real angel, she helped us to coordinate every single detail of our stay, was super reponsive and kind!!! THANK YOU THANK YOU"
Paradise Found with free golf cart, dishwasher, sup, kayak, rain water showers
Beach nearby, beach towels
FREE GOLF CART/ Free Kayak/Bicycles/Dead End Street/400ft sand path to Beach.
10.0 out of 10, Exceptional, (46)
"Jody and his team was very kind, helpful, and accommodating. The property is just steps from a private beach access. Would love to return if we are able to in the future."
FREE GOLF CART/ Free Kayak/Bicycles/Dead End Street/400ft sand path to Beach.
Aerial view
Sunny Haze
9.8 out of 10, Exceptional, (49)
"Very clean an quite not a great view but ok tons of room nice for walking I like to cook so could use a couple more pots with lids was there for six weeks and would go back"
Sunny Haze
Front of property
Mika's Resort
3.5 star property
9.6 out of 10, Exceptional, (21)
"Amazing place for couples and honeymooners! It’s very clean and private. The beach 30 seconds away is simply breathtaking. We stayed for 2 nights and it was magical.We strongly recommend this place !"
The price is $431
$557 total
includes taxes & fees
Jun 1 - Jun 2
Mika's Resort
On the beach, sun loungers, beach towels
Oceanfront Glass House on Private Deserted Pink Sand Beach
10.0 out of 10, Exceptional, (76)
"I have been going to Eleuthera for over 20 years. Every home is different and being on a remote island has its challenges for property owners. This home sits on a great beach with plenty of privacy. It was very clean and the check in process was super easy. Some items are worn, but everything works. The bed in the blue bedroom sways and is super soft (the only negative). Awesome view and nice location."
Oceanfront Glass House on Private Deserted Pink Sand Beach
Interior
Private Harbour Island Villa 200 steps from Pink Sands Beach
9.0 out of 10, Wonderful, (14)
"Blue Daze is a very nice house a short block away from the south end of the pink sand beach which is stunning. Appliances are all new stainless steel and large. Large new refrigerator /freezer, washing machine and dryer, microwave and gas stove. Our housekeeper, Kava, was superb, cleaning 3 days per week and resolving any questions or problems. Lots of housewares and if we needed something, Kava got it for us. We didn’t use the two attractive bedrooms downstairs'. The master bedroom upstairs is...
Private Harbour Island Villa 200 steps from Pink Sands Beach
On the beach, sun loungers, beach towels
Ocean View huge 5 Bedroom Family or Friends Get Togethers Home away from home.
9.4 out of 10, Exceptional, (68)
"House perfect for Legge group"
Ocean View huge 5 Bedroom Family or Friends Get Togethers Home away from home.
Sun loungers, beach towels
SEAGLASS ,near beach,free golf cart, dishwasher, sup, kayak, sleeps 10
10.0 out of 10, Exceptional, (95)
"The location is amazing The house is great and useful The host is amazing and very very helpful It was a great and relaxing family get together"
SEAGLASS ,near beach,free golf cart, dishwasher, sup, kayak, sleeps 10
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See all available properties in Gregory Town
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.

Other types of properties in Gregory Town you may be interested in

Beach
WATERFRONT W/POOL, STARFISH
WATERFRONT W/POOL, STARFISH
Egyptian cotton sheets, premium bedding, pillowtop beds, free minibar
The Cove Eleuthera
4.0 star property
9.2 out of 10, Wonderful, (239)
"Amazing "
The Cove Eleuthera
Beach nearby
Daddy Joes
2.0 star property
9.4 out of 10, Exceptional, (85)
"I’m a solo traveler and my second stay at Daddy Joe’s was as special as the first. From the clean, fresh and comfortably appointed room to the exceptional staff and of course amazingly scrumptious food (both dining in and taking out), everything was easy, relaxed and delicious. I really appreciate the little touches and personal service that transforms a stay there from ordinary to extraordinary. Try the Daddy Joe’s burger and the garlic Parmesan wings! Gaulding Cay beach across the street...
Daddy Joes
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.

Everything you need to know about Gregory Town vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gregory Town vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gregory Town vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gregory Town vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gregory Town. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Gregory Town in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $431 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Gregory Town rentals

At Expedia, we put the best Gregory Town vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Gregory Town rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gregory Town vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gregory Town. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Gregory Town?

Yes, we have vacation rentals near well known attractions in Gregory Town, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Gregory Town. Make sure you have time to check out the temples while you're in the area.

What are some of the best vacation home rentals that Gregory Town has to offer?

Ranked by VRBO/HomeAway as one of the top 10 most unique rentals in the world!!!: This vacation home near Gregory Town is located by the ocean and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Gregory Town?

Choose from 37 Expedia vacation rentals in Gregory Town for a memorable vacation.

What’s there to see and do in Gregory Town?

Surfers Beach and Gaulding Cay Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Glass Window Bridge and Queens Bath are other places worth a visit.

What’s a vacation rental in Gregory Town like?

A vacation rental is a private property you can book for several days or longer in Gregory Town. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for small groups.

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