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Compare 15 Villas in Greencastle with updated reviews, rates, and availability.

Private Home With Ocean Views, Short Walk to Beach & Club w/Pool, Tennis, Gym

9.6 out of 10, Exceptional, (5)
"Very nice owner. great caretaker that used to cook at the old club. wonderful experience."
Private Home With Ocean Views, Short Walk to Beach & Club w/Pool, Tennis, Gym

Condo Directly on Windermere Beach – Pool, Tennis, Gym. REMODEL UNDERWAY!

9.4 out of 10, Exceptional, (11)
"We absolutely loved the location right on the beach; and most mornings had it all to ourselves. The kitchen was fully stocked with cooking equipment and there were plenty of linens. The clubhouse was a 5-minute walk away and we usually had the pool to ourselves as well. What would make this unit even better is to replace the artwork (as shown in the VRBO photos) that has been removed and to give the unit a deep clean - it's starting to show a little wear and tear. Overall, we loved the...
Condo Directly on Windermere Beach – Pool, Tennis, Gym. REMODEL UNDERWAY!

ZION Beachfront | Luxury | ECO | Lagoon | Paddleboards | Snorkel | Volleyball

9.0 out of 10, Wonderful, (4)
"This property is absolutely beautiful. It is set up perfectly for large groups. The location is gorgeous and you could spend the entire time exploring just this property! The house manager is wonderful and overall it was a great experience. I would only change two things: the mattresses could use a change and I would have loved to have some black out curtains- but I’m not a morning person so if you don’t mind bright sunshine in your room at 6:30am you’ll be fine!"
ZION Beachfront | Luxury | ECO | Lagoon | Paddleboards | Snorkel | Volleyball

Sundowner Villa 4 Bedroom Villa

2.5 star property
Sundowner Villa 4 Bedroom Villa

Treasured 2 Bedroom Condo

3.0 star property
Treasured 2 Bedroom Condo

Windermere Wonder: Historic Home With Club Access

4.0 star property
Windermere Wonder: Historic Home With Club Access

Seaside Escape: Private Beachfront Villa With Infinity Pool

4.0 star property
Seaside Escape: Private Beachfront Villa With Infinity Pool

Beachside Beauty: Brand New Home With Pool

4.0 star property
Beachside Beauty: Brand New Home With Pool

Tropical Hideaway: Charming Cottage Near Pink Sands Beach

4.0 star property
Tropical Hideaway: Charming Cottage Near Pink Sands Beach

Beachside Sanctuary: Enchanting Coastal Cottage

4.0 star property
Beachside Sanctuary: Enchanting Coastal Cottage

Cotton Bay Oasis: Grand Estate On Private Acres

4.0 star property
Cotton Bay Oasis: Grand Estate On Private Acres

Caribbean Dream: Luxurious Villa With Private Beach Access

4.0 star property
Caribbean Dream: Luxurious Villa With Private Beach Access

Oceanfront Escape: New Luxury Home

4.0 star property
Oceanfront Escape: New Luxury Home

Island Oasis: Luxury Villa With Private Pool And Beach Access

4.0 star property
Island Oasis: Luxury Villa With Private Pool And Beach Access

Oceanfront Elegance: Lovely Home With Views

4.0 star property
Oceanfront Elegance: Lovely Home With Views
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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Stunning Private Beachfront Estate on Pink-Sand Cotton Bay Beach

10.0 out of 10, Exceptional, (2)
"We had a wonderful time at Rock Hill House. The house and beach are both stunning and in a peaceful part of south Eleuthera. Really appreciated that every bedroom had its own bathroom - it made for excellent privacy for all the guests. The beach is lovely fine sand and there is pretty decent offshore snorkeling - we saw the largest parrot fish that we have EVER seen and we are long time snorkelers. Bring your gear! The tug and barge wrecks just offshore are really cool and remind you of the...
Stunning Private Beachfront Estate on Pink-Sand Cotton Bay Beach

Your private get away hidden in historic island settlements

Your private get away hidden in historic island settlements

Palm Hill House 4 Bedroom Home

2.0 star property
Palm Hill House 4 Bedroom Home
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.