Search Deals onWinding Bay Vacation Packages
Winding Bay Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Key Lime Cottage 2 Bedroom Home
Price was $1,505, price is now $1,497 per person
$1,497
per person
Oct 28 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to North Eleuthera (ELH)
Stay at this 3-star vacation home in Rainbow Bay. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Rainbow Bay Beach and James Cistern Dock are located nearby.

Sephora House 4 Bedroom Home
Price was $3,852, price is now $3,808 per person
$3,808
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to North Eleuthera (ELH)
Stay at this vacation home in Gregory Town. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Surfers Beach and Hatchet Bay Cave are located nearby.

Lavender Beach House 2 Bedroom Home
Price was $3,433, price is now $3,396 per person
$3,396
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Governor's Harbour (GHB)
Stay at this 3-star vacation home in Governor's Harbour. Enjoy free WiFi and an in-room coffeemaker. Popular attractions French Leave Beach and Airport Beach are located nearby.

Buttonwood Reserve Two Entire Building 8 Bedroom Duplex
Price was $6,945, price is now $6,889 per person
$6,889
per person
Oct 28 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to North Eleuthera (ELH)
Stay at this vacation home in James Cistern. Enjoy free WiFi and cable/satellite TV service. Popular attractions James Cistern Dock and French Leave Beach are located nearby.

Buttonwood Reserve Main Lodge 1 Bedroom Home
Price was $2,703, price is now $2,682 per person
$2,682
per person
Oct 28 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to North Eleuthera (ELH)
Stay at this 3-star vacation home in James Cistern. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions James Cistern Dock and French Leave Beach are located nearby.

Fig Tree Harbour Island 3 Bedroom Home
Price was $10,180, price is now $10,099 per person
$10,099
per person
Oct 28 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to North Eleuthera (ELH)
Stay at this vacation home in Dunmore Town. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Pink Sand Beach and Sir George Roberts Memorial Library are located nearby.

Buttonwood Reserve by Eleuthera Vacation Rentals
Price was $3,043, price is now $3,020 per person
$3,020
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to North Eleuthera (ELH)
Stay at this 3-star villa in James Cistern. Enjoy free WiFi and an in-room coffeemaker. Popular attractions James Cistern Dock and French Leave Beach are located nearby.

Palm Bluff 2 Bedroom Cottage
Price was $2,066, price is now $2,052 per person
$2,052
per person
Oct 28 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to North Eleuthera (ELH)
Stay at this cottage in Gregory Town. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Surfers Beach and Hatchet Bay Cave are located nearby.

Ocean Shire 2 Bedroom Home
Price was $1,618, price is now $1,608 per person
$1,608
per person
Oct 28 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to North Eleuthera (ELH)
Stay at this 3-star vacation home in Rainbow Bay. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Rainbow Bay Beach and James Cistern Dock are located nearby.

Ocean Sounds Cottage 1 Bedroom Cottage
Price was $2,002, price is now $2,002 per person
$2,002
per person
Nov 8 - Nov 14
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Governor's Harbour (GHB)
Stay at this cottage in Governor's Harbour. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Twin Coves Beach and Hut Point Beach are located nearby.

Trident Cottage 2 Bedroom Cottage
Price was $2,540, price is now $2,540 per person
$2,540
per person
Nov 8 - Nov 14
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Governor's Harbour (GHB)
Stay at this 3-star vacation home in North Palmetto Point. Enjoy free WiFi, a beach locale, and an in-room coffeemaker. Popular attractions Queens Bath and OceanView Farm are located nearby.

Coral Point 3 Bedroom Home
Price was $3,597, price is now $3,597 per person
$3,597
per person
Nov 8 - Nov 14
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Governor's Harbour (GHB)
Stay at this vacation home in Governor's Harbour. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Leon Levy Native Plant Preserve and Haynes Public Library are located nearby.
3-4 Night Vacations in Winding Bay
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Winding Bay
Price found within the past 48 hours. Click for updated prices.



Winding Bay Last Minute Hotel Deals

Rosebud
Albury Ave, Rock Sound, South Eleuthera
Stay at this B&B in Rock Sound. Enjoy free WiFi, free parking, and Netflix. Popular attractions Ocean Hole and Winding Bay are located nearby.

La Bougainvillea Hotel and Villas
Banks Road, Governor's Harbour, North Palmetto Point, Central Eleuthera
Stay at this 3.5-star beach hotel in North Palmetto Point. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. ...

Pineapple Fields Boutique Condo Hotel
Banks Road, Governor's Harbour, Eleuthera
Stay at this 3-star condo in Governor's Harbour. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Leon Levy Native Plant Preserve and ...

French Leave Resort, Autograph Collection
Queen's Highway, Governor's Harbour
Stay at this 4-star beach resort in Governor's Harbour. Enjoy free parking, a marina, and breakfast (surcharge). Popular attractions Haynes Public Library and ...
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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