Cupids Cay Holiday Rentals

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Holiday Rentals in Cupids Cay

Restored Historic Waterfront Captains Home, Sunset Views, Walk to Beach
Property grounds
Restored Historic Waterfront Captains Home, Sunset Views, Walk to Beach
9.6 out of 10, Exceptional, (15)
"We loved this house with an incredible view of the harbor! Being centrally located on the island, we were able to explore a lot of the island. And the house was well supplied with kitchen items and linens! We would definitely there again if the opportunity arose!"
Restored Historic Waterfront Captains Home, Sunset Views, Walk to Beach
Ranked by VRBO/HomeAway as one of the top 10 most unique rentals in the world!!!
Beach nearby, sun-loungers, beach towels
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!!!
Oceanfront Glass House on Private Deserted Pink Sand Beach
On the beach, sun-loungers, beach towels
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
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Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.
Beach
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.
10.0 out of 10, Exceptional, (92)
"We enjoyed our 10-day stay. The sweet house was everything we expected—Clean, well designed and organized, and close to Governor’s Harbor as well as points north and south. The weather was hotter than we expected, but AC worked well. I especially enjoyed daily “workouts in the small and very clean pool. Jethro, who lives nearby, was particularly helpful with suggestions for restaurants and activities. Highly recommend."
The price is NZ$500
includes taxes & fees
2 Jul - 3 Jul
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.
Trade Winds - Oceanview, Private Pool, Short Walk To Pink Sand Beach, Central.
Beach nearby
Trade Winds - Oceanview, Private Pool, Short Walk To Pink Sand Beach, Central.
10.0 out of 10, Exceptional, (104)
"This place is perfect for exploring beaches and also having a pool. Located in the middle of the island its convenient to go either North or South. Jethro is hands down the best home owner we have ever rented from. Immediate response in person if needed. Even though right on Banks Rd the privacy is perfect! Looking forward to returning to this beautiful island and will definitely return to Tradewinds!"
Trade Winds - Oceanview, Private Pool, Short Walk To Pink Sand Beach, Central.
Sunny Haze
Aerial view
Sunny Haze
9.8 out of 10, Exceptional, (49)
"Very clean an quite not a great view but ok tons of room nice for walking I like to cook so could use a couple more pots with lids was there for six weeks and would go back"
Sunny Haze
Conch'd Out Beach House: Semi-private beach. Relaxing Getaway. Adults Only.
On the beach
Conch'd Out Beach House: Semi-private beach. Relaxing Getaway. Adults Only.
10.0 out of 10, Exceptional, (69)
"Privacy, beauty, setting and every possible convenience in a vacation rental on one of the out islands. Top appliances, comfortable furniture, spectacular setting on a near private beach of miles. And to make things best, a wonderful local manager—responsive, knowledgeable,etc. Could not have been more pleased! Compliments to the owners for their thoughtful furnishing and accommodations. A minor point would be the need to replace the beach chairs, but the many patio chairs and tables and lounges...
Conch'd Out Beach House: Semi-private beach. Relaxing Getaway. Adults Only.
Mika's Resort
Front of property
Mika's Resort
3.5 star property
9.6 out of 10, Exceptional, (21)
"Amazing place for couples and honeymooners! It’s very clean and private. The beach 30 seconds away is simply breathtaking. We stayed for 2 nights and it was magical.We strongly recommend this place !"
The price is NZ$906
includes taxes & fees
2 Jul - 3 Jul
Mika's Resort
New Beach House, Breathtaking Views, Walk to Restaurant/Pool Bar
Property grounds
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
High-end New Home - Large PRIVATE Pool, Snorkeling, Cliff Jumping, Kayaks & SUP
Outdoor pool
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
OceanWaves, A Vacation to Remember!A 1minute walk to private gazebo and beach.
Property grounds
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.
Spectacular views of the world famous Windermere beach
Beach
Spectacular views of the world famous Windermere beach
9.6 out of 10, Exceptional, (43)
"The Best!"
The price is NZ$1,107
includes taxes & fees
2 Jul - 3 Jul
Spectacular views of the world famous Windermere beach
Sands of Time is ready for You
Beach towels
Sands of Time is ready for You
10.0 out of 10, Exceptional, (5)
"The house was clean, nicely decorated and well situated for visiting in Eluthera since it is located approximately mid island. It was well equipped, especially the kitchen. It was just my sister and our husbands visiting for the first time so we spent a lot of time exploring Eluthera, Spanish Wells, and Harbor Island. I did report a leak under the master bedroom window after a driving rain and again after a very rainy day. I felt it very important to report this since I own a second home,too,...
Sands of Time is ready for You
Oceanfront- Brand new Eleuthera house
On the beach, sun-loungers, beach towels
Oceanfront- Brand new Eleuthera house
10.0 out of 10, Exceptional, (56)
"Barbis homes are always very clean and come with all the amenities. I will definitely be back!"
Oceanfront- Brand new Eleuthera house
Romantic getaway on the beach
Aerial view
Romantic getaway on the beach
9.4 out of 10, Exceptional, (9)
"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
Beachfront Cottage with Spectacular Ocean Views TOP RATED
On the beach
Beachfront Cottage with Spectacular Ocean Views TOP RATED
10.0 out of 10, Exceptional, (65)
"Having seen the images and read the reviews we knew we were going somewhere nice but none of that does this place justice. It is super clean inside the cottage with everything we needed for our almost 2 weeks stay and we had the whole beach/bay to ourselves! The view is truly amazing and the water is shallow very far out so it was great for walking in and swimming (with water shoes for the rocky shore). Screened in porch is great! The owners of the property that live right next door are so...
Beachfront Cottage with Spectacular Ocean Views TOP RATED
SUGAR APPLE WITH POOL
Beach towels
SUGAR APPLE WITH POOL
9.4 out of 10, Exceptional, (58)
"Perfect location for exploring the island!"
SUGAR APPLE WITH POOL
Ocean Sounds Cottage - 5 Minute Walk To Twin Coves Beach
Beach
Ocean Sounds Cottage - 5 Minute Walk To Twin Coves Beach
10.0 out of 10, Exceptional, (26)
"We stayed for 5 days at Ocean Sounds cottage. Theresa was a wonderful host and made sure we had everything we needed. The cottage was very clean and sized perfectly for one or two people. The neighborhood is lovely and the beach just a short drive away."
Ocean Sounds Cottage - 5 Minute Walk To Twin Coves Beach
The Pink Sand Cottage, Private Cozy Cottage, Right on the Beach!
On the beach
The Pink Sand Cottage, Private Cozy Cottage, Right on the Beach!
9.8 out of 10, Exceptional, (114)
"The cottage was just the right size for the two of us the photos were very accurate. The location was perfect for privacy and the property could not have been any closer to the beautiful beach. We enjoyed sunning on the outer deck overlooking the turquoise water and the cooling calm breeze gently rustling the palm trees above. The wooden staircase from the deck leads the soft sandy beach. This was our third trip to the island so we were familiar with places to eat, grocery and gas station in...
The Pink Sand Cottage, Private Cozy Cottage, Right on the Beach!
Conch'd Out Beach Cottage: Semi-private beach. Relaxing Getaway. Adults only.
On the beach
Conch'd Out Beach Cottage: Semi-private beach. Relaxing Getaway. Adults only.
10.0 out of 10, Exceptional, (36)
"My husband and I come to Eleuthera every year for our anniversary and love Conch’d Out (cottage and house). The cottage is perfect for a quiet getaway but also close enough to restaurants, Island Farm, GHB airport, and Governor’s Harbour do things when you want to get out. A beautiful quiet pink sand beach and lovely sunrises are at your doorstep. Only thing we missed was a dishwasher because we enjoy cooking fresh seafood some nights when we don’t want to go out to dinner - but when you cook...
Conch'd Out Beach Cottage: Semi-private beach. Relaxing Getaway. Adults only.
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See all available properties in Cupids Cay
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 types of properties in Cupids Cay you may be interested in

French Leave Resort, Autograph Collection
Outdoor pool
French Leave Resort, Autograph Collection
4.0 star property
9.6 out of 10, Exceptional, (25)
"My stay at French Leave was amazing, despite the hiccups encountered on property. There were outages that affected several villas and I was moved to another villa, after encountering some problems. There were issues with wifi and cable issues that stemmes from the service providers. These were my only issues as I sometimes like staying inside and relaxing. The beach at the property is gorgeous and the resort gives you a golf cart upon checking in for getting around. The food at the restaurant on...
The price is NZ$1,590
includes taxes & fees
30 Jun - 1 Jul
French Leave Resort, Autograph Collection
Ranked by VRBO/HomeAway as one of the top 10 most unique rentals in the world!!!
Beach nearby, sun-loungers, beach towels
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!!!
Oceanfront Glass House on Private Deserted Pink Sand Beach
On the beach, sun-loungers, beach towels
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
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cupids Cay holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cupids Cay. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cupids Cay. Seeing all the best attractions is bound to make you fall in love with Cupids Cay. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cupids Cay short-term rentals, that won’t be hard to do.

Recent reviews of Cupids Cay properties
Expedia verified reviews

Trade Winds - Oceanview, Private Pool, Short Walk To Pink Sand Beach, Central.

Trade Winds - Oceanview, Private Pool, Short Walk To Pink Sand Beach, Central.

5/5 Excellent
Ultimate Paradise
"This place is perfect for exploring beaches and also having a pool. Located in the middle of the island its convenient to go either North or South. Jethro is hands down the best home owner we have ever rented from. Immediate response in person if needed. Even though right on Banks Rd the privacy is perfect! Looking forward to returning to this beautiful island and will definitely return to Tradewinds!"
A verified traveller stayed at Trade Winds - Oceanview, Private Pool, Short Walk To Pink Sand Beach, Central.
Posted 6 days ago
Trade Winds - Oceanview, Private Pool, Short Walk To Pink Sand Beach, Central.