Gregory Town Holiday Rentals

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Holiday Rentals in Gregory Town

WATERFRONT W/POOL, STARFISH

WATERFRONT W/POOL, STARFISH

Spectacular Eco Cottage, oceanfront, secret beach

10.0 out of 10, Exceptional, (58)
"Mark was meticulous in communicating both before and during our trip -- we were guided, supplied, and cared for generously. Our perch over the Atlantic with only breezes for company"
Spectacular Eco Cottage, oceanfront, secret beach

Paradise is Not an Illusion 🏝️

9.8 out of 10, Exceptional, (106)
"We enjoyed our stay in March so much, we couldn’t wait to come back. This time, while snorkeling in the lagoon, we spotted one of the sea turtles and a lion fish. This charming and comfy cottage is perfect for a couples getaway. Phillip, the caretaker is also wonderful."
Paradise is Not an Illusion 🏝️

Waterfront Home in Secluded Whale Point

9.4 out of 10, Exceptional, (41)
"Million dollar view, secluded, excellent host, the property is a little dated but did not deter from experience. Great to have boat available for running to harbour island"
Waterfront Home in Secluded Whale Point

Private Waterfront On The Caribbean Cliffs With Carved Steps To The Water!

10.0 out of 10, Exceptional, (79)
"We stayed here for five nights, the view was amazing, great snorkeling by the steps. Had a question connecting to WIFI, messaged the staff and was able to get it resolve within minutes. The bed was comfy and clean. Kitchen is equipped with enough pots and plates and utensil. Wish there were more shower towels for 5 nights but the two of us did fine, if there were 4 people then maybe you will have to ask for more. Some tiny flies in the house but I think that's just part of being on a island. We...
Private Waterfront On The Caribbean Cliffs With Carved Steps To The Water!

WATERFRONT W/POOL, TAMARIND TREE

WATERFRONT W/POOL, TAMARIND TREE

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!

Cove House Ocean Front the Best Accommodations Value on Eleuthera

9.8 out of 10, Exceptional, (23)
"I really loved this property and the little town. We had a great time!!"
Cove House Ocean Front the Best Accommodations Value on Eleuthera

Salt Box: an Enchanting Historical Property with a Pool

10.0 out of 10, Exceptional, (62)
"The salt box is divine! The property is so beautiful. Every space is gorgeous. We enjoyed every moment here. Perfect honeymoon location"
Salt Box: an Enchanting Historical Property with a Pool

High-end New Home - Large PRIVATE Pool, Snorkeling, Cliff Jumping, Kayaks & SUP

9.6 out of 10, Exceptional, (64)
"Second time visiting and hope to make it a yearly trip."
High-end New Home - Large PRIVATE Pool, Snorkeling, Cliff Jumping, Kayaks & SUP

Bamboo House: Charming Private Tropical Oasis in the Heart of the Village.

10.0 out of 10, Exceptional, (52)
"Charming and comfortable home. Close to beach and restaurants. Beautiful garden and nice pool to come home to after a long day at beach."
Bamboo House: Charming Private Tropical Oasis in the Heart of the Village.

Oceanside house with private tropical garden, kayaks and a paddle board.

9.8 out of 10, Exceptional, (27)
"We loved our visit. Alicia was very helpful in preparing for our trip, helping with airport transfer, golf cart rental, and food and activity recommendations. The house is just what we needed- the view is incredible, with a private and quiet property. The kitchen and house was well stocked with supplies. It was a beautiful 10 minute cart ride to downtown Spanish Wells and 5 minutes to stunning practically empty beaches. The restaurant across the street was super convenient too. We suggest...
Oceanside house with private tropical garden, kayaks and a paddle board.

Come on over and enjoy that long awaited vacation at Uncle Lou Cottage. Come see

9.0 out of 10, Wonderful, (12)
"Lou's Cottage is perfectly located 3 min walk to beach and close to town and fun restaurants! Very relaxing with large living room that comfortably fits several guests."
Come on over and enjoy that long awaited vacation at Uncle Lou Cottage. Come see

Ranked by VRBO/HomeAway as a top 10 most unique rentals in all the world!!!

9.8 out of 10, Exceptional, (122)
"Nice, private, quiet, calming cabin right on the water. Will definitely come back."
Ranked by VRBO/HomeAway as a top 10 most unique rentals in all the world!!!

Coral Cove sleeps 2 adults 1 child FREE 4 seater golf cart and 1 kayak 1 sup

10.0 out of 10, Exceptional, (167)
"My daughter and I had the best time. The communication with the April was the best! We booked an excursion with them and it was fabulous! Thank you April and Tyson. We will definitely contact you next time we visit Spanish Wells! "
Coral Cove sleeps 2 adults 1 child FREE 4 seater golf cart and 1 kayak 1 sup

Private Harbour Island Villa 200 steps from Pink Sands Beach

9.2 out of 10, Wonderful, (17)
"Originally we thought the location was a lot farther than it actually was, it ended up being so close to everything and so easy to get every where. The property manager also owns a golf cart company so we had that waiting for us at the house when we got there. Everything about our stay "
Private Harbour Island Villa 200 steps from Pink Sands Beach

Ocean View huge 5 Bedroom Family or Friends Get Togethers Home away from home.

9.4 out of 10, Exceptional, (70)
"Our stay at this house could have been perfect if it had not been for two issues. The first one has to do with the accuracy of online listing in terms of location, it seems it is by the beach or at least at a pretty close walking distance but it is not actually like that, the second issue, which is a major one, is the problem with electric power the island suffers. We spent almost two days without electricity and it is something we should have been warned beforehand so we could make a decision...
Ocean View huge 5 Bedroom Family or Friends Get Togethers Home away from home.

Jewelbox. A Beautifully Restored, Elegant, Family-friendly Town Rental.

9.4 out of 10, Exceptional, (27)
"This gem of a house is in walking distance of all that is Harbour Island- grocery store, restaurants, shops,"
Jewelbox. A Beautifully Restored, Elegant, Family-friendly Town Rental.

Romantic getaway on the beach

8.6 out of 10, Excellent, (10)
"This cabin was accurately described in the listing - it had all the basic necessities. The bed was comfortable and the living space was open with lots of windows. And of course, the beach with a lovely swimming area and no one else around was wonderful. Loved the hammock! We knew about the cold shower and were fine with that. The only downside was the resident dog (not Rain). He's young, friendly and playful. Also ill-mannered, mouthy, jumps up, nips at toes and legs and barks like a maniac...
Romantic getaway on the beach

High Seas as seen on HGTV’s ‘Bahamas Life’. Starlink internet, solar power.

9.8 out of 10, Exceptional, (130)
"We loved this place! It was in a great location to explore the area and the entire island. We loved that it felt open and spacious with large rooms and ten-foot ceilings. The A/C cooled down the rooms very quickly when we returned at the end of the day. Jackie has thought of everything and there wasn’t anything we needed that we didn’t have. We loved that she had beach chairs and umbrella, cooler, and a tub of water equipment that made spending each day at the beach easy and comfortable. ...
High Seas as seen on HGTV’s ‘Bahamas Life’. Starlink internet, solar power.
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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Other types of properties in Gregory Town you may be interested in

WATERFRONT W/POOL, STARFISH

WATERFRONT W/POOL, STARFISH

The Cove Eleuthera

4.0 star property
9.2 out of 10, Wonderful, (240)
"Will come back"
The price is AU$2,303
includes taxes & fees
5 Dec - 6 Dec
The Cove Eleuthera

Daddy Joes

3.0 star property
9.4 out of 10, Exceptional, (89)
"it was clean and the staff was friendly. Make sure to check the restaurant for the correct dining hours, also recommend reservations. Food is awesome. i recommend the restaurant and the hotel."
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Gregory Town?

Yes, there are holiday rentals close to the most popular sights 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 holiday rentals that Gregory Town has to offer?

Paradise is Not an Illusion 🏝️: This highly rated holiday home rental in Gregory Town is located by the ocean, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Gregory Town?

Choose from 38 Expedia holiday rentals in Gregory Town for a memorable holiday.

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 holiday rental in Gregory Town like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gregory Town. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family getaway.