Vacation rentals in Harbour Island

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Harbour Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A bright living room is furnished with a light-colored sofa, accent pillows, and a round coffee table. A large television is positioned across from the seating area. Natural light filters through sheer curtains, and a potted plant adds a touch of greenery to the space.

Home in St. Petersburg

4.92 out of 5 average rating, 38 reviews

King / Child Friendly / Near DT / Plunge Pool

HeidiRating, 5 stars3 weeks ago

Allison was a wonderful host! She was very accommodating, responsive, and helped us quickly with whatever we needed. The space was great for traveling with our two little kids. There was everything we needed for the beach, sleep, eating, etc. The small pool was an added bonus! The location was great as well, about 10-15 mins to everything we needed to go to. Would definitely recommend staying here, especially if you’re traveling with littles!

Top guest favorite

An inviting living area features a wall-mounted television and a decorative wooden sign reading 'Salt Life.' A spiral staircase leads to an upper level, while a palm leaf-patterned rug complements the warm wooden flooring.

Villa in Safety Harbor

5 out of 5 average rating, 134 reviews

Villa Key West "Villas by Christine"

JaniceRating, 5 stars3 weeks ago

I would go back next week if I could. Christine's place is outstanding in every possible way. The location is one block off the main drag, so close to everything, but quiet. Beautiful, high-end everything. It was a three-day girls' trip and we were so busy that we didn't spend a lot of time at the house, but I wanted to spend a week. Only one word of caution, I had a big suitcase because I'd been somewhere else first where the weather was cold. That was unwieldy to carry up the narrow circular staircase. But a sensible bag would have been no problem. There's a parking spot right out front. A/C was great though we didn't need it much, and my friend loved the patio downstairs off that bedroom. Perfect Airbnb and I hope to return.

Top guest favorite

Home in Tampa

5 out of 5 average rating, 186 reviews

Multi-Award Winning & Top 5% Rated on Airbnb

AnnaRating, 5 stars2 weeks ago

This place is truly special. The location is right in the middle of everywhere we wanted to go. Easy to find, park, and get into. From the moment we arrived, Jason and Neil were the most gracious hosts. And the property is amazing! Every single thing has been carefully thought out and decorated for style and comfort both inside and out. So much so that we spent the last day on property just enjoying the peace and quiet. I almost don’t want to say anything because I don’t want to share this find, but the place (and hosts) are too amazing not to get all the love they deserve. Can’t wait to come back.

Superhost

A serene beach scene is captured at sunset, with soft waves lapping at the shore. A wooden walkway leads down to the sand, where a person is seen walking with a child. The sky is painted in shades of orange and purple, reflecting off the water.

Home in St. Petersburg

4.86 out of 5 average rating, 7 reviews

Coastal Cottage Near BEACH & downtown St Pete

AngelaRating, 5 stars1 month ago

The house was easy to find and very comfortable. Loved the outdoor patio and the location (so close to the beach). Chloe reached out to make sure all was going well. Lots of good local recommendations. Easy parking. Very happy with our stay. Thank you Chloe!

Guest favorite

Colorful kayaks are neatly arranged on the sandy beach near a thatched-roof pavilion. Sun loungers are visible in the distance, and calm water reflects the clear sky. Palm trees provide a touch of greenery, contributing to the serene coastal environment.

Townhouse in Ruskin

4.91 out of 5 average rating, 124 reviews

Ruskin Retreat

StormiRating, 5 stars1 week ago

This was to-date one of my favorite AirBnB experiences. We weren’t able to really enjoy the beach due to water quality issues and it honestly didn’t impact our vacation at all because this stay was genuinely so lovely. The balcony views are incredible. We saw manatees, dolphins, and other wildlife every morning. The house was well stocked with pretty much everything we could ask for; we immediately felt right at home. The pool areas were clean and quiet. Both Donna and the manager for the stay were super responsive and helpful. Instructions were clear and readily provided for us. Zero complaints— we absolutely would stay here again.

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Popular amenities for Harbour Island vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Harbour Island

Superhost

The exterior of the house features a two-story design with large windows allowing for natural light. Soft outdoor lighting highlights the entrance, while a neatly landscaped yard with palm trees creates an inviting atmosphere. The driveway leads to a two-car garage.

Home in Riverview

4.9 out of 5 average rating, 73 reviews

2 Story comfort beautiful home with all amenities

JasmineRating, 5 stars1 week ago

Edgar was extremely responsive. The home was perfect for staying for the weekend. The only complaint was that the stairs could have been mopped and there was a dirty dish towel. But other than that, the home was perfect!

Top guest favorite

A modern kitchen is showcased with white cabinetry and a spacious granite countertop. Stainless steel appliances reflect light, while large windows bring in natural light. The marble-like tile flooring adds elegance, and a potted plant provides a touch of greenery.

Home in Tampa

5 out of 5 average rating, 19 reviews

Poolside Paradise with Basketball Court

CherylRating, 5 stars3 days ago

The home was beautiful- the house was accommodating- we loved the pool. Host was quick with responses!

Guest favorite

Loft in Tampa

4.91 out of 5 average rating, 138 reviews

Escape Vacacional 1

CarlosRating, 5 stars2 weeks ago

Clean place, quiet, private and secure. Definitely I’ll be back

Guest favorite

Home in Apollo Beach

4.89 out of 5 average rating, 18 reviews

Waterfront Retreat

MitchelRating, 5 stars1 week ago

Absolutely beautiful spot. Sabrina was a great host. 10/10

Superhost

An inviting living room offers a large, comfortable couch facing a smart TV, complemented by a decorative area rug. The spacious kitchen features dark wood cabinetry and a large island with bar seating, ideal for socializing while cooking.

Home in Tampa

5 out of 5 average rating, 3 reviews

Stunning 5-Bedroom Lakefront Retreat!

EnmanuelRating, 5 stars1 month ago

Great stay! The house was clean, comfortable, and just as described. Check-in was easy, and the host was responsive.

Guest favorite

A modern kitchen features a large marble island with four black bar stools. Stainless steel appliances are integrated with sleek white cabinetry, and a textured stone backsplash adds detail. Natural light filters in through large windows, illuminating the elegant tile flooring.

Home in Tampa

4.9 out of 5 average rating, 80 reviews

Disfruta cada momento

JulianaRating, 5 stars1 day ago

Nice place to stay - would be over the top with washer and dryer but would absolutely love to book with again. Great host, trip and experience!

Guest favorite

A spacious living room is displayed, featuring elegant furniture arrangements on glossy tile floors. Natural light brightens the area through large windows. A staircase can be seen in the background, leading to an upper level, while a dining area is visible in the adjacent space.

Home in Tampa

4.9 out of 5 average rating, 10 reviews

Bring your family and friends to our luxury airbnb

AprilRating, 5 stars3 weeks ago

I was in town celebrating my 45th birthday with family, and this home was the perfect accommodation. We enjoyed the jacuzzi and pool the most! The home was clean, warm and inviting. Our host Leon was quickly responsive and extremely accommodating...he was able to grant us a last minute late check out, which we greatly appreciated. We'd definitely stay again if we ever find ourselves back in Tampa.

Guest favorite