Holiday Homes in Gregory Town

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Featured Holiday Homes in Gregory Town and around

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!!!
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.
Salt Box: an Enchanting Historical Property with a Pool
10.0 out of 10, Exceptional, (53)
"This is the best VRBO we have ever stayed at. The house is beautifully decorated and the landscaping is gorgeous. It had everything we could need and more. The location is right in the middle of everything and the host and staff were incredibly helpful and kind. We highly recommend and can’t wait to go back."
Salt Box: an Enchanting Historical Property with a Pool
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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.
Paradise Found with free golf cart, dishwasher, sup, kayak, rain water showers
10.0 out of 10, Exceptional, (67)
"Very nice, comfortable, beautiful home. Perk having golf cart included. Many water toys available plus beach chairs and beach towels. Take body wash and shampoo with you. Free pickup from the ferry to your unit upon arrival. But there is a sizable fee if you need a ride to the ferry when leaving the unit, so you may want to inquire on that upon booking."
Paradise Found with free golf cart, dishwasher, sup, kayak, rain water showers
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.
KELLY KREST, BEACH FRONT WITH STUNNING VIEWS OF GORGEOUS PINK SANDS BEACH
10.0 out of 10, Exceptional, (96)
"Thoroughly enjoyed this house!"
KELLY KREST, BEACH FRONT WITH STUNNING VIEWS OF GORGEOUS PINK SANDS BEACH
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
High-end New Home - Large PRIVATE Pool, Snorkeling, Cliff Jumping, Kayaks & SUP
9.8 out of 10, Exceptional, (54)
"This is a fantastic house in a fantastic location on a fantastic natural island. The house sleeps 8 very comfortably and provides every modern convenience. A refreshing pool is two steps from the back balcony door and diving and snorkeling are a mere 10 yards further in your private back yard with stairwell down to the water. Everyone loved jumping off the ledge into the crystal blue water. Beautiful views from every window in home. Great local restaurants just 3 miles down the road in lovely...
High-end New Home - Large PRIVATE Pool, Snorkeling, Cliff Jumping, Kayaks & SUP
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.
OceanWaves, A Vacation to Remember!A 1minute walk to private gazebo and beach.
10.0 out of 10, Exceptional, (46)
"We returned to paradise at Ocean Waves rental in Governor’s Harbor, Eleuthera and loved our stay with a magnificent view of the ocean!"
OceanWaves, A Vacation to Remember!A 1minute walk to private gazebo and beach.
Chatterbox. An Island Home in the Heart of Harbour Island.
9.0 out of 10, Wonderful, (26)
"Chatterbox is a beautiful well kept house. It's ideally and centrally located; everything is within walking distance. It's close to the beach, supermarket, wine and liquor stores, top restaurants, bakeries and local conch and fish shacks. Service was super and communication channels with the host was excellent. No question was too insignificant to answer. The house was clean and fully furnished with top of the line appliances and amenities. We will definitely be back!"
Chatterbox. An Island Home in the Heart of Harbour Island.
Single Story Beachfront House with Deck Overlooking Bay
10.0 out of 10, Exceptional, (131)
"This house had everything we needed! The view was amazing, and access to the beach and water was so easy. The house was centrally located on Spanish Wells and easy to get to restaurants, grocery stores, etc. We enjoyed the kayaks amd SUP, and dining on the deck. Cant wait to come back!"
Single Story Beachfront House with Deck Overlooking Bay
New Beach House, Breathtaking Views, Walk to Restaurant/Pool Bar
10.0 out of 10, Exceptional, (11)
"Well located on the center of the island, 8 min walk to a quiet beach. Super clean apartment, friendly owner. We appreciated the beach chairs we could take along with us. The only disappointment is that we thought from the listing the large balcony facing the ocean would be private and adjacent to our unit, but it is the owner's balcony which we could access. No direct ocean view from our apartment."
New Beach House, Breathtaking Views, Walk to Restaurant/Pool Bar
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
Oceanfront- Brand new Eleuthera house
10.0 out of 10, Exceptional, (57)
"Barbi is incredible and so quick to respond. The house is absolutely beautiful! The views when you first walk out on the deck are breathtaking. The people that live in town are some of the nicest we’ve ever met. Already want to plan a trip back here!!!"
Oceanfront- Brand new Eleuthera house
SUGAR APPLE WITH POOL
9.4 out of 10, Exceptional, (58)
"Perfect location for exploring the island!"
SUGAR APPLE WITH POOL
Boo's Bungalow - Family and dog friendly waterfront bungalow
10.0 out of 10, Exceptional, (46)
"The house was very well appointed and well thought out design on a beautiful oceanside with excellent snorkeling right out front. The check-in process could not have been better. We were met at the airport, brought to the ferry, picked up right away by the property manager with golf cart waiting and brought to the home with no delay. Checkout was just as smooth. The islands of Russell and Spanish wells were stunning and we cannot wait to come back!"
Boo's Bungalow - Family and dog friendly waterfront bungalow
Spacious 4 Bedroom 2 Bath Villa, Stunning Ocean Views, Kayak Included
10.0 out of 10, Exceptional, (56)
"We had a very nice and the weather was great. Sea Sea Villa had everything a person could need in a home in Spanish Wells. Sherwin was great from the start to the end. Taking care of minor problems quickly. The location to the beach was very convenient. I only wish we would have had a better way to get the kayak to the beach."
Spacious 4 Bedroom 2 Bath Villa, Stunning Ocean Views, Kayak Included
Luxury Grand Villa set in THE DUNES at Sea Oats, Living in the View and Sand.
10.0 out of 10, Exceptional, (46)
"Always a great place to be!"
Luxury Grand Villa set in THE DUNES at Sea Oats, Living in the View and Sand.
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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.

Other property types in Gregory Town

WATERFRONT W/POOL, STARFISH
WATERFRONT W/POOL, STARFISH
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
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!
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 Homes information

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181 Holiday Homes
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