Holiday rentals with outdoor seating in Harbour Island

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Top-rated rentals with outdoor seating in Harbour Island

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Home in Dunmore Town

4 out of 5 average rating, 3 reviews

5-Bedroom Waterfront Home, 4 Sunset Porches + Dock

The Blue Dolphin is a charming waterfront Cape Cod style home on beautiful and historic Bay Street. - 4 Sunset Porches w/ Harbour Views - Dock featured in Vogue & Elle! - 5 Bedroom, 5 bathroom home: Sleeps up to 16 - Water Views from 3 Bedrooms - Large, enclosed, beautifully-landscaped garden with hammock, BBQ pit, tiled outdoor shower - Full house generator - Reverse Osmosis System provides drinking water from all faucets - BEACH MEMBERSHIP 6 chairs + 3 umbrellas - Concierge and maid service

Guest favourite

Home in Dunmore Town

5 out of 5 average rating, 27 reviews

Three Little Bird- Pirates Den, 1 Bdrm Main house

Pirates Den is the main house at Three little Birds. It is a spacious layout with full kitchen plus an outdoor kitchen, vaulted living room, office, king bedroom a small loft with 2 pull out chair/beds, crow’s nest & landscaped yard. It's a short walk to the beach & next to Ramora Bay Club & Marina offering live music, bar and restaurants and great sunsets. There are two additional semi-detached rear studio suites with their own entrances that can be rented with the Pirates den or independently.

Guest favourite

Flat in Dunmore Town

4.83 out of 5 average rating, 12 reviews

Three Little Birds, Sirens Cove Studio Suite

Sirens Cove is a one bedroom one full bathroom one full kitchen suite that is partitioned off from the house “Three Little Birds”. It has its own entry with a porch, King bed, Split A/C, and back-up generator for power outages. The crows nest, yard, parking lot and driveway are shared by the other two suits. The property boarders Ramora Bay Club and Marina for easy access to food and drinks. Also a very short walk to the famous pink sand beach. Quiet, nestled in the woods and not on any roads.

Tiny home in Dunmore Town

4.88 out of 5 average rating, 40 reviews

Tiny House Bayfront, 2 Acres, Private Beach Area

On exclusive Harbour Island, a very unique vacation property! Located bayfront on a 40 ft high bluff (just south of Gumelemi Bluff) on the prestigious Narrows portion of the Island, directly on the water. Offering Incredible bay and sunset views from the house and grounds. 300 ft of water frontage. Two acres of TOTAL PRIVACY. Stroll down the easy-graded walkway to the private beach area. Located on Girls Bank sand flats, near the famous LONE TREE. Dunmore Town is less than 1/4 mile away.

Guest favourite

Cottage in Dunmore Town

4.85 out of 5 average rating, 34 reviews

Waters Edge

Waters Edge cottage is in an ideal location. Walk to many of the islands iconic restaurants and it’s a quick 5 min walk to pink sands beach. When you’re home you have beautiful views of the bay that can be enjoyed either on the little dock with sun loungers and a dining table, from the garden or from the undercover porch that also has outside dining and living spaces. We have a wonderful outdoor shower with lovely bay views too. The home has many books, board games, paddle board, and TV.

Home in Dunmore Town

5 out of 5 average rating, 4 reviews

Somewhere In The Sun Cottage

Relax with a the family of 5 or less at this quiet cozy home 2 minutes walk to the World Renown Pink Sand Beach. This charming modern cottage renovated March 2023 has modern new comfortable furnishings and is cozy yet spacious for a small family. Outdoor deck awesome for those beautiful Harbour Island evening BBQs. Big enclosed yard for family playing away from motor traffic. Proximity to the beach walking 2 min, Marina restaurants 10 min, Hotels 15 min along beach and faster by cart.

Home in Dunmore Town

4.8 out of 5 average rating, 20 reviews

Jewelbox, a gem in the heart of an island town

A lovingly restored colonial home in the heart of beautiful and historic Dunmore town, Harbour Island. Jewelbox is a three bedroom, three bath home with a dining porch, lounging porch and garden, cocktail pool, two queen bedrooms (with en suite bathrooms) and a twin bedroom, WiFi, cable, AC throughout and a whole home stereo system. This beautifully appointed and picturesque home is a four minute golf cart ride to the pink sand beach and close to all of this quaint island town's amenities.

Superhost

Home in Dunmore Town

4.67 out of 5 average rating, 18 reviews

Three Little Birds, 3bdrm, 3 bath -Harbour Island

Private 3 bedroom, 3 bathroom home which borders Ramora Bay Marina, on Harbour Island. The house is all under the same roof yet each bedroom has a full bathroom, full kitchen, and private entry from the outdoors. The second bedroom is also attached via a hallway to the main house. The house has A/C throughout using 3 split air units. The crows nest has beautiful views of the ocean. Very short walk to the Pink Sand Beach, restaurants, and Ramora Bay marina for sunsets, food, & drinks...

Superhost

Private room in Dunmore Town

4.94 out of 5 average rating, 87 reviews

Top of the Hill - Watercolour Room

A charming historic home with a spacious tropical garden on a quiet street literally in the centre of Harbour Island. "Top of the hill " is a 2-minute walk from the port and a 3-minute walk from the beach. Tastefully decorated with unique art and antiques and owned by a local family with 40 years experience in the hospitality industry on the island. This is the ideal spot for creatives, culture vultures or anyone who wants a relaxing stay in an understated and elegant local home.

Superhost

Home in Dunmore Town

4.79 out of 5 average rating, 47 reviews

Island Cottage 3 bedroom / 3 bath

Watercolor Cottage in the heart of Harbour Islands historic Dunmore Town. One block from the Harbour and approx. 600 steps from the famous pink sand beach, walk to shops, restaurants and all…. . 3 Bed/ 3 Bath. The bedrooms are separate so WC may not be suitable for families with small children. Lower rate for Main House booking (party of four or less), additional fee is included in your inquiry quote for The Annex (parties of five or six).

Superhost

Guest house in Dunmore Town

5 out of 5 average rating, 4 reviews

Flamingo Cottage Garden Retreat

Welcome to Flamingo Cottage, a charming sanctuary on the tranquil Harbour Island. Perfect for a romantic getaway or a solo retreat, this enchanting one-bedroom, one-bathroom cottage invites you to unwind and immerse yourself in paradise. Flamingo Cottage is more than a vacation rental—it’s your personal slice of paradise. Create unforgettable memories and experience the enchanting beauty of Harbour Island at Flamingo Cottage.

Cottage in Dunmore Town

4.87 out of 5 average rating, 75 reviews

Family Cottage near Pink Sand Beach! Kid Friendly!

Great family cottage with tropical garden in quiet area. Short walk to pink sand beach and nearby resort. This two bedroom cottage comfortably sleeps 2 adults and up to 2 kids (we have a maximum capacity of 4 people in total). Note that 2nd bedroom accessed by passing through master suite. Enter through well known Romora Bay Resort & Marina. Enjoy their two fabulous restaurants and bar.