Shirley Heights showing a bay or harbour, a coastal town and island images

Holiday rentals near Shirley Heights

We found 681 holiday rentals — enter your dates for availability

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July 2025

August 2025

Choose the perfect private holiday rental within easy reach of Shirley Heights. Holiday rentals provide the best amenities for your family, friends or furry companion, such as air conditioning and cable TV. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Shirley Heights

Showing deals for:3 Oct - 10 Oct

Wonderful

(22 reviews)

North Finger Private Villa in Paradise

Jolly Harbour, Saint Mary

9% off

AU$254 per night

includes taxes & fees

Exceptional

(9 reviews)

Luxury 5-Bedroom Villa with Oceanview Infinity Pool & Spectacular Sunsets

Old Road, Saint Mary

8% off

AU$1,554 per night

includes taxes & fees

Exceptional

(56 reviews)

The Caribbean's premier vacation villa on the water in Jolly Harbour

Jolly Harbour, St Marys

6% off

AU$319 per night

includes taxes & fees

Villa Serenity - quiet own garden and deck

Exceptional

(18 reviews)

Luxury 2 Bedroom Villa 'Serenity' - Superb Deck and Garden - 3 mins South Beach

Jolly Harbour, St Mary's

8% off

AU$731 per night

includes taxes & fees

Exceptional

(12 reviews)

Your Private Villa With Breathtaking Views From the Heated Infinity Pool

St. John's, Saint John

7% off

AU$655 per night

includes taxes & fees

Exceptional

(11 reviews)

Luxury 5-Bedroom Villa with Oceanview Infinity Pool & Spectacular Sunsets

Cades Bay, Saint Mary

8% off

AU$1,554 per night

includes taxes & fees

Exceptional

(19 reviews)

THE RADCLIFFE - Luxury townhome 7 mins walk to Beach, restaurants, bars.

St. John's, Saint John

9% off

AU$422 per night

includes taxes & fees

Queen size bed with comfy mattress for a very restful sleep.

Exceptional

(6 reviews)

A Blissful Carib/n Getaway! Work or Leisure, 15 mins to Beaches & Restaurants.

St. John's, Saint John

13% off

AU$157 per night

includes taxes & fees

Exceptional

(6 reviews)

Grace Inn: 2 Bedrooms, Naturally Cooled In A Quiet Smart Community_Certified

Osbourn, Saint George

15% off

AU$145 per night

includes taxes & fees

Exceptional

(37 reviews)

Calabash 4 Bedroom Villa - Stunning Sea Views, Private Pool, Delightful Location

Valley Church, Valley Road, Jolly Harbour

12% off

AU$879 per night

includes taxes & fees

Very good

(11 reviews)

Beautiful 2BR and 2 en-suite bathroom with Marina and Sunset views

Jolly Harbour, Saint Mary

9% off

AU$382 per night

includes taxes & fees

Exceptional

(12 reviews)

Ellen Bay Cottages Offers 1 Bedroom Studios And 2 Bedroom Apartments For Rent.

Seatons Village, Saint Philip

8% off

AU$153 per night

includes taxes & fees

Excellent

(5 reviews)

Paradise beach front condo with stunning views. (Flexible cancellations)

St. John's, Saint John

8% off

AU$342 per night

includes taxes & fees

Find spaces that suit your style

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Find properties near top attractions in Shirley Heights

Shirley Heights

Find the best place to stay - Shirley Heights

Showing deals for: 1 Oct - 4 Oct

Charming Studio Apartment with Terrace overlooking Falmouth Harbour , A 2.

Sleeps 2 · 1 bedroom · 1 bathroom

for 3 nights, 1 apartment

AU$293 per night

includes taxes & fees

The Garden House has its' own private pool and terrace

The Garden House, Pigeon Beach, English Harbour. Private pool. Sleeps 2-4

Sleeps 4 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 villa

AU$925 per night

includes taxes & fees

Top rated rentals - Shirley Heights

Premier Host

Amazing location

La Terrazza provides stylish accomodation in a stunning location with fabulous views .

Cheryl K.

Stayed Nov 2024

Incredible property and views

Reggae Villa was absolutely perfect for our large group of friends. The photos of the place, specifically the view, don't do it justice. We spent countless hours by the pool marvelling at the views we had. The house and bedrooms are all quite large and therefore we never felt like we were on top of each other. June was also a great communicator and was there if and when we needed it. I would not hesitate to recommend Reggae Villa and look forward to coming back.

Joshua F.

Stayed July 2021

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More quality time
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All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
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