Photo by Kelly V

Cupids Cay holiday rentals

We found 272 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Cupids Cay

Showing deals for:27 Nov - 4 Dec

Nestled among the lush tropical garden and magnificent palm trees of Trident Estate
Our new ocean-view hot tub/spa, located above our beach!
New addition to the private deck at the cottage
Great snorkeling right off our beach.
Exceptional
(17 reviews)

Priv. Beachfront House w/Hot Tub on Pink Sand Beach. Walk to Restaurant/Bar

North Palmetto Point

11% off
S$3,673
for 7 nights, 1 cottage
S$525 per night
includes taxes & fees
Priv. Beachfront House w/Hot Tub on Pink Sand Beach. Walk to Restaurant/Bar
Open concept dining area
View from 2nd floor porch
Exterior
Room
Exceptional
(19 reviews)

Trela Sands 8 Bedroom Whole House with a generator, right on a sandy beach

South Palmetto Point

27% off
S$11,059
for 7 nights, 1 home
S$1,580 per night
includes taxes & fees
Trela Sands 8 Bedroom Whole House with a generator, right on a sandy beach
Upper deck access.
Pascal's swim up bar, pool with an incredible beach is just a few minutes away.
Pano view of the of the master bedroom. Master bath behind barn door.
Tippy's beachfront Bar and Grill is a short drive away and an island favorite.
Exceptional
(6 reviews)

Brand New Nov 2025, Affordable. Great Location, Right Next to Airport Beach.

Governor's Harbour

7% off
S$1,579
for 7 nights, 1 home
S$226 per night
includes taxes & fees
Brand New Nov 2025, Affordable. Great Location, Right Next to Airport Beach.
Twin Coves Beach is one of the nices beaches on Earth and very close to us.
Pascal's swim up pool bar is about 5 minutes from us. Awesome place!
More kitchen views.
Governors Harbor the capital is just 7 minutes away and so beautiful.
Exceptional
(18 reviews)

Fenced Property, Near all Beaches, Pool, Hot Tub, Sundeck, Firepit, Grill, Wi-Fi

Governor's Harbour

8% off
S$2,875
for 7 nights, 1 home
S$411 per night
includes taxes & fees
Fenced Property, Near all Beaches, Pool, Hot Tub, Sundeck, Firepit, Grill, Wi-Fi
Room
Pool
Exterior
Property grounds
Exceptional
(90 reviews)

High-end New Home - Large PRIVATE Pool, Snorkeling, Cliff Jumping, Kayaks & SUP

Governor's Harbour

7% off
S$5,277
for 7 nights, 1 home
S$754 per night
includes taxes & fees
High-end New Home - Large PRIVATE Pool, Snorkeling, Cliff Jumping, Kayaks & SUP
Guest bedroom with comfy queen bedding and beautiful views of pool and Caribbean
Waterfront picnic area-canopy for shade provided that easily hooks to post clips
Front shot of house with waterfront
Living and dining area
Exceptional
(51 reviews)

Beautiful home in TOP location - PRIVATE HEATED POOL-Last minute XMAS deal!

Governor's Harbour

8% off
S$5,070
for 7 nights, 1 home
S$724 per night
includes taxes & fees
Beautiful home in TOP location - PRIVATE HEATED POOL-Last minute XMAS deal!
Exterior
View from Porch
Private kitchen
Kitchen Island
Exceptional
(7 reviews)

Trela Sands is a 3 Bedroom Unit with generator, right on a sandy beach

South Palmetto Point

17% off
S$5,714
for 7 nights, 1 room
S$816 per night
includes taxes & fees
Trela Sands is a 3 Bedroom Unit with generator, right on a sandy beach
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Cupids Cay getaway

Learn about the unique charm of Cupids Cay with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Cupids Cay

Are you searching for attractions to visit in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Cupids Cay a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • OceanView Farm (2.7 mi / 4.3 km)
  • Queens Bath (3.5 mi / 5.7 km)

Exploring the natural features in Cupids Cay

Whether you're an adventurous traveller or just want to take in the scenery, Cupids Cay is a great place to get outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Ten Bay Beach (8 mi / 12.9 km)
  • Central Eleuthera Beach (8.8 mi / 14.1 km)
  • French Leave Beach (9.5 mi / 15.3 km)
  • Rainbow Bay Beach (15 mi / 24.1 km)
  • Twin Coves Beach (1.6 mi / 2.6 km)
  • Hut Point Beach (3 mi / 4.8 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in Cupids Cay?
Houses are the most popular type of holiday rental in Cupids Cay, according to our data. Even if you've got a different vision in mind, Vrbo has properties in many shapes and sizes. Look over our options to find your perfect fit.
How much does it cost to rent a holiday rental in Cupids Cay?
The average price for a holiday rental in Cupids Cay is determined by a number of factors, including season, property type and length of stay. Whether you prefer a sprawling villa with space for extended family or an apartment ideal for just you and the kids, just add your travel dates to view stays with exceptional value.
How much does it cost to rent a beach house in Cupids Cay?
Prices for beach houses in Cupids Cay may vary depending on the style and size of the property and when you plan to travel. All you need to do is enter your travel dates into Vrbo and how many guests to view available options and prices. From there you can use the filters to narrow down your search by nearby activities, ratings, amenities and more.
What are popular rental amenities in Cupids Cay?
A fridge and a microwave oven are two of the most popular rental amenities guests search for in Cupids Cay. Vrbo holiday rentals come in all shapes and sizes and have a variety of features to make your getaway comfortable and relaxing.
Are there large group holiday rentals in Cupids Cay?
With five holiday rentals that can sleep 10 or more guests in Cupids Cay, you won't have to hold back on your invites. From holidays with the extended family to special events like birthday parties and weddings, Vrbo can help you find a large group rental to suit the occasion.
Can I find two-bedroom holiday rentals in Cupids Cay?
Cupids Cay has 11 two-bedroom holiday rentals to choose from. Go for a holiday home with all the comfort and privacy you're looking for at an attractive price on Vrbo.
Are there holiday rentals with WiFi in Cupids Cay?
Take your pick of 18 holiday rentals with WiFi in Cupids Cay. If you'd like to disconnect from the world on your trip, but still want to be connected to the internet, these properties are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a holiday rental in Cupids Cay?
The age limit can differ between properties on Vrbo, so look at the rules of the holiday rental in Cupids Cay you want. But normally, it's 16, 18 or 21.
How long can I rent a holiday rental in Cupids Cay for?
It's down to the Cupids Cay property. To look over a list of options offering extended stays, just enter your travel dates and guest number into Vrbo. Enjoy having the place to yourself, along with the comforts of home like a full kitchen, air conditioning and a yard where the kids can burn off energy. Be on the lookout for any long-term stays that offer discounted weekly or monthly prices.

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