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Compare 49 Cottages in Middle Cay with updated reviews, rates, and availability.

Sugar Cube: Charming & Artsy 1 bedroom cottage in the heart of Harbour Island

10.0 out of 10, Exceptional, (3)
"Amazing property. Beautiful and thoughtfully designed. Sofia is the perfect host and and an extremely talented artist. Sugarcube will be in my permanent Briland rotation. "
Sugar Cube: Charming & Artsy 1 bedroom cottage in the heart of Harbour Island

Palmetto cottage on the beach with perfect views.

10.0 out of 10, Exceptional, (20)
"We have stayed at Palmetto Cottage 2 years in a row. It is a beautiful property in a fabulous location. It is homey, has central AC, if needed, and lots of kitchen goods for cooking meals. Both the inside living space and the porch were great for sitting and relaxing. The sandbar and beach are stunning. "
Palmetto cottage on the beach with perfect views.

SEAGLASS ,near beach,free golf cart, dishwasher, sup, kayak, sleeps 10

10.0 out of 10, Exceptional, (108)
"Everything about this trip was absolute perfection! The house was fabulous and we had zero issues. The lounging patio out back was amazing to relax in the mornings and evenings. So close to the beach. We watched every sunset. Found conchs and starfish at the nearby beach as we strolled along. The water is the most amazing I’ve ever seen. Every question I had for April, she responded to in a very quick time. We will definitely be coming back and staying in another of their...
SEAGLASS ,near beach,free golf cart, dishwasher, sup, kayak, sleeps 10

Spectacular Eco Cottage, oceanfront, secret beach

10.0 out of 10, Exceptional, (62)
"The view is spectacular and the waves were beautiful. The cottage was very cozy, has fans and AC (which we barely used) and hammock was a favourite with our kids. Very quick drive to Gregory Town to Unka Gene's restaurant and convenience stores. Loved it!"
Spectacular Eco Cottage, oceanfront, secret beach

Mainbrace. A Three Bedroom, Two Bath Home Just Steps From The Beach!

10.0 out of 10, Exceptional, (136)
"This property is a wonderful find. Beautiful gardens to lounge in. Stylish interiors. Steps to the beach. The best stocked kitchen I have found in Briland. Would stay here again all day long. "
Mainbrace. A Three Bedroom, Two Bath Home Just Steps From The Beach!

Pineapple Blues....Big Bang for your Buck

9.6 out of 10, Exceptional, (68)
" Overall, I thought the stay was great; it was peaceful, noise-free, and close to everything."
Pineapple Blues....Big Bang for your Buck

"Sweet Ting" Charming 3-bedroom cottage in Spanish Wells, Just Steps to beach

"Sweet Ting" Charming 3-bedroom cottage in Spanish Wells, Just Steps to beach

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

10.0 out of 10, Exceptional, (172)
"The hosts were helpful and responsive. Cottage was clean and comfortable in a nice location. We had a great time exploring the area as well as relaxing on the beach. "
Coral Cove sleeps 2 adults 1 child FREE 4 seater golf cart and 1 kayak 1 sup

Sands of Time is ready for You

9.6 out of 10, Exceptional, (10)
"We were at Sands of Time Feb 15- Mar 31The house & amenities were as listed except there is an RO water spigot which was a huge benefit for sustaining potable water & ice. We used the tap water for dishes, showers & teeth brushing without issue. We used the RO water for drinking, coffee, cooking & ice. There are 2 ice trays. There was plenty of hot water & excellent pressure. Note: The kitchen knives are REALLY dull.The house was very comfortable with modern & dedicated AC units in the main...
Sands of Time is ready for You

Private Waterfront On The Caribbean Cliffs

10.0 out of 10, Exceptional, (83)
"My husband and I stayed at Palm Bluff for a long weekend in February 2025. The house was spotless, nicely decorated, and had everything we could have needed. I can’t say enough about the views. The porch and sun deck were perfect spots for breakfast or watching the sun set over the water. We enjoyed having the calmer Caribbean at Palm Bluff but then having Surfers Beach, a beautiful and dramatic Atlantic beach, within walking distance. The house was a great base from which to explore Gregory...
Private Waterfront On The Caribbean Cliffs

Beachfront Water's Edge Cottage with pool (newly renovated)

9.8 out of 10, Exceptional, (71)
"We took our college son and a friend for Spring Break. We were looking for a chill, on the water spot and this cottage was perfect. Our first trip to the island and we cannot wait to go back! Jaime arranged pickup from airport to dock, water taxi to Spanish Wells, hopped on a golf cart to the cottage. Everything was so easy and stress free. The cottage isn’t a luxury villa, but the cutest place right on the water. We spent a lot of time on the deck just watching sea life and enjoying the...
Beachfront Water's Edge Cottage with pool (newly renovated)

Mermaids Cove

10.0 out of 10, Exceptional, (56)
"Great location. Comfortable & clean. Easy to check in and communication was excellent. House was stocked with everything you should need. Beautful views and just an incredible place overall. Definitely recommend Mermaids Cove!"
Mermaids Cove

Sandy & Salty Beach Cottage

10.0 out of 10, Exceptional, (26)
"Incredible home. Perfect location. House was stocked with everything you should need. Spanish Wells is amazing in every way. Thanks for making the trip a wonderful experience. Joanne was very helpful fron start to finish. Can't go wrong with Sandy & Salty!"
Sandy & Salty Beach Cottage

Paradise Beach Cottage- Newly Renovated 3 Bed/3 Bath Cottage On The Beach

10.0 out of 10, Exceptional, (91)
"Was very pleasant "
Paradise Beach Cottage- Newly Renovated 3 Bed/3 Bath Cottage On The Beach

Rest Ashore, BRAND NEW 2-bedroom cottage in Spanish Wells!FREE golfcart

2.0 star property
10.0 out of 10, Exceptional, (7)
"Rest Ashore is a wonderful place. Located in a perfect spot just down the street from the beach. There is a city park at the end of the street, maybe 90 steps from the house. It’s extremely well-appointed and has everything you need for your vacation. We never thought “oh it would be nice to have this or that”..it was all there. Communication was a breeze if we had any questions about the island. Bedrooms were large, and the beds were very comfortable. Both bathrooms were good size and stocked...
Rest Ashore, BRAND NEW 2-bedroom cottage in Spanish Wells!FREE golfcart

WATERFRONT W/POOL, STARFISH

WATERFRONT W/POOL, STARFISH

TennesSea Shine. Perfect View for Two. Cozy cottage with amazing views.

10.0 out of 10, Exceptional, (39)
"Fantastic! A great location and a perfect place to unwind and relax. The wonderful view was enjoyable from both inside and out on the deck. Our host was super helpful and responsive. The kitchen and cottage in general were very well equipped, well maintained and, up to date. We walked to the Sand Bar for delicious food and cocktails, everything else was a short golf cart ride away. Highly recommended. "
TennesSea Shine. Perfect View for Two. Cozy cottage with amazing views.

Ocean View Cottage, North Eleuthera, Driftwood Seahorse Cottage #3

10.0 out of 10, Exceptional, (1)
"It was all good."
Ocean View Cottage, North Eleuthera, Driftwood Seahorse Cottage #3

Elizabeth on Crown W/ (Complimentary Breakfast at our local Coffee House)

9.6 out of 10, Exceptional, (21)
"We loved our stay at Elizabeth on the Crown. It is the perfect location for teenagers who can walk everywhere. The owner was incredibly gracious and allowed us to check in early. We loved the coffee at Cocoa daily too! "
Elizabeth on Crown W/ (Complimentary Breakfast at our local Coffee House)

Waterfront Cottage in Spanish Wells' protected harbor

9.8 out of 10, Exceptional, (31)
"Fully equipped great little cottage. 2 very nice bedrooms and baths with space and privacy for more. Located in the historic harbor with a great porch to watch the world go by. Due to an airline issue we needed 3 extra nights at the very last minute and we were graciously accommodated. This was a great space for us and highly recommend Harbor House."
Waterfront Cottage in Spanish Wells' protected harbor
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 property types in Middle Cay

Luxurious Private Island off Harbour Island - Pool, Beach, Boats, Staff

2.0 star property
9.8 out of 10, Exceptional, (27)
"It is hard to describe what a wonderful place Middle Cay is. Our family of 13 (8 adults and 5 children ages 5-8) just spent the best week ever there. This island offers everything but especially Mother Nature in all of her glory. The accommodations were perfect, when in the main house you felt like you were on a boat. The staff was excellent, the food delicious and having the boat was a major plus. The children went out on it every day, Vincent (the captain) took them to so many special places,...
Luxurious Private Island off Harbour Island - Pool, Beach, Boats, Staff

Salt Box: an Enchanting Historical Property with a Pool

10.0 out of 10, Exceptional, (70)
"Stayed at this adorable house with 6 adults. Great location a very cool property. "
Salt Box: an Enchanting Historical Property with a Pool

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

10.0 out of 10, Exceptional, (62)
"House was a great configuration for our family. Neighbors on one side were loud but tolerable. Pascale, the property manager was terrific!"
Bamboo House: Charming Private Tropical Oasis in the Heart of the Village.
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.