Harbor Island Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Holiday Rentals Destinations in Harbor Island

Salt Box: an Enchanting Historical Property with a Pool
10.0 out of 10, Exceptional, (52)
"Salt Box is everything and more! Cozy, spacious and every bit of homey. Its a perfect compliment to/extension of the interior design draw of Harbour Island. Its so lovely you find yourself wanting to be there as much as you want to be exploring the island. The owner, house manager, & gardener were all wonderful and so helpful! Highly recommend and can't wait to return and stay here again!"
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, (46)
"My family thoroughly enjoyed our stay at the Bamboo House. The host (Pascale) was great to work with and provided excellent recommendations for us to help us plan our stay and was quick to reply to any questions throughout. The housekeeper (Olga) was invaluable in allowing us to disconnect as she came daily to refresh the house and even lended a hand with our laundry. Thanks to the onsite generator, even with a spotty island power grid the AC stayed cold, the showers hot, and the TV on to...
Bamboo House: Charming Private Tropical Oasis in the Heart of the Village.
Jewelbox. A Beautifully Restored, Elegant, Family-friendly Town Rental.
9.4 out of 10, Exceptional, (25)
"Cute house with a chill vibe. Great location and very comfortable!"
Jewelbox. A Beautifully Restored, Elegant, Family-friendly Town Rental.
Save an average of 15% on thousands of hotels when you're signed in
Private Harbour Island Villa 200 steps from Pink Sands Beach
9.0 out of 10, Wonderful, (14)
"Blue Daze is a very nice house a short block away from the south end of the pink sand beach which is stunning. Appliances are all new stainless steel and large. Large new refrigerator /freezer, washing machine and dryer, microwave and gas stove. Our housekeeper, Kava, was superb, cleaning 3 days per week and resolving any questions or problems. Lots of housewares and if we needed something, Kava got it for us. We didn’t use the two attractive bedrooms downstairs'. The master bedroom upstairs is...
Private Harbour Island Villa 200 steps from Pink Sands Beach
Ocean View huge 5 Bedroom Family or Friends Get Togethers Home away from home.
9.4 out of 10, Exceptional, (68)
"House perfect for Legge group"
Ocean View huge 5 Bedroom Family or Friends Get Togethers Home away from home.
Stunning waterfront property with panoramic sunset views + pool + dock
9.8 out of 10, Exceptional, (68)
"Cannot say enough great things about this place! Fantastic all the way around — plenty of space to spread out. Will definitely be back!"
Stunning waterfront property with panoramic sunset views + pool + dock
KELLY KREST, BEACH FRONT WITH STUNNING VIEWS OF GORGEOUS PINK SANDS BEACH
10.0 out of 10, Exceptional, (96)
"Thoroughly enjoyed this house!"
KELLY KREST, BEACH FRONT WITH STUNNING VIEWS OF GORGEOUS PINK SANDS BEACH
Price slashed!!! Private island-Harbour Island, pool heat, chef, boats included!
9.8 out of 10, Exceptional, (26)
"We all had a terrific time! The property was beautiful, really gave the island feel! The staff was excellent as well,very friendly and professional!!! The property will not disappoint you!! It was one of our top family vacations!!"
Price slashed!!! Private island-Harbour Island, pool heat, chef, boats included!
Newly Remodeled Harbour Island Cottage Steps from Pink Sands Beach
9.4 out of 10, Exceptional, (3)
"Really enjoyed staying at this little gem of a spot. I’m very smartly decorated, excellent location and very clean. Perfect for two people. We appreciated the ease of dealing with the property manager and owners. Clearly there is care here in this little gem in HI!"
Newly Remodeled Harbour Island Cottage Steps from Pink Sands Beach
Tiny House Vacation, Bayfront with private beach area! On two secluded acres!
9.8 out of 10, Exceptional, (37)
"We really enjoyed the property. Lots of flowers, birds, and butterflies at the end of January! The mornings and evenings on the patio overlooking the harbor were very nice!"
Tiny House Vacation, Bayfront with private beach area! On two secluded acres!
Malda House
9.2 out of 10, Wonderful, (14)
"Owner was very accommodating. "
Malda House
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!!!
Coral Cove sleeps 2 adults 1 child FREE 4 seater golf cart and 1 kayak 1 sup
10.0 out of 10, Exceptional, (155)
"Second time staying here at this little oasis, and I booked for next year already! This is the perfect getaway if you want time to yourself and to enjoy the amazing things all the island has to offer. Hosts were awesome and responsive. Cannot wait to return!"
Coral Cove sleeps 2 adults 1 child FREE 4 seater golf cart and 1 kayak 1 sup
Paradise Found with free golf cart, dishwasher, sup, kayak, rain water showers
10.0 out of 10, Exceptional, (66)
"Beautiful and functional cottage, clean, super very well located, just walking distance from this incredible, sureal, beach in Spanish Wells. BONUS: You have paddle boar, kayak, and your own golf cart to go around the island. Our host April, a real angel, she helped us to coordinate every single detail of our stay, was super reponsive and kind!!! THANK YOU THANK YOU"
Paradise Found with free golf cart, dishwasher, sup, kayak, rain water showers
FREE GOLF CART/ Free Kayak/Bicycles/Dead End Street/400ft sand path to Beach.
10.0 out of 10, Exceptional, (46)
"Jody and his team was very kind, helpful, and accommodating. The property is just steps from a private beach access. Would love to return if we are able to in the future."
FREE GOLF CART/ Free Kayak/Bicycles/Dead End Street/400ft sand path to Beach.
WATERFRONT W/POOL, STARFISH
WATERFRONT W/POOL, STARFISH
SEAGLASS ,near beach,free golf cart, dishwasher, sup, kayak, sleeps 10
10.0 out of 10, Exceptional, (95)
"The location is amazing The house is great and useful The host is amazing and very very helpful It was a great and relaxing family get together"
SEAGLASS ,near beach,free golf cart, dishwasher, sup, kayak, sleeps 10
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
SUGAR APPLE WITH POOL
9.4 out of 10, Exceptional, (58)
"Perfect location for exploring the island!"
SUGAR APPLE WITH POOL
Waterfront Home in Secluded Whale Point
9.4 out of 10, Exceptional, (40)
"Tom & Brenda were the best hosts. We had the most relaxing time and were able to use the boat to visit Harbor Island. Such an amazing spot to stay."
Waterfront Home in Secluded Whale Point
Don't see what you're looking for?
See all available properties in Harbor Island
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.

Everything you need to know about Harbor Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Harbor Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Harbor Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Harbor Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Harbor Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Harbor Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Harbor Island holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Harbor Island rentals

At Expedia, we put the best Harbor Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Harbor Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Harbor Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Harbor Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Recent reviews in Harbor Island
Expedia verified reviews