Vacation rentals in Harbour Island

4.92 out of 5 average rating, 37 reviews

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

King / Child Friendly / Near DT / Plunge Pool

StephanieRating, 5 stars2 weeks ago

We loved our stay at Alison’s place! It was myself, my husband and our 2 year old. We loved that there was a mini crib among many other kid amenities that make traveling with a children much easier/lighter! Our trip was mostly to visit beaches and we were blown away with the many beautiful ones in the area! It was also very nice to have beach chairs, toys, etc. all available in the Airbnb as well. The kitchen is fully stocked which was lovely as we typically cook some meals when we’re away. Alison was very responsive if we had any questions and the place was VERY clean. Highly recommend this Airbnb, I have only positive things to say!

5 out of 5 average rating, 134 reviews

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

Villa Key West "Villas by Christine"

JaniceRating, 5 stars2 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.

A private hot tub area is illuminated with soft blue LED lights, creating a calming ambiance. The space features a sleek, covered hot tub, surrounded by wooden decking and lush greenery, ensuring a tranquil retreat.

5 out of 5 average rating, 186 reviews

Multi-Award Winning & Top 5% Rated on Airbnb

AnnaRating, 5 stars1 week 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.

The image depicts a serene lakeside scene featuring private docks leading to calm waters. Lush green grass frames the area, complemented by tall reeds and trees. A kayak is visible on the dock, and soft clouds drift across a bright blue sky.

4.93 out of 5 average rating, 59 reviews

Waterfront Pool Home & Nature Lover's Paradise

DavidRating, 5 stars4 months ago

Place was great for what we needed. Easy access to the casino and only 10 to 15 minutes to Busch Gardens. Eric was great and helped with any questions we had. The home had everything we needed to enjoy our stay. Thanks for having us!

5 out of 5 average rating, 12 reviews

Home in Riverview

Tampa Paradise For All Occasions

KathrynRating, 5 stars1 month ago

House was plenty big enough our family enjoyed the pool also one thing was the washer smelled so we were not able to do laundry . I know if I would have contacted Dana about it she would have come over and fixed it but we just didn’t have time. Thank you for letting us stay in your home. We will definitely stay here again!

4.93 out of 5 average rating, 121 reviews

Home in Pinellas Park

Vacation destination 4 bedroom house with hot tub

TrangRating, 5 stars2 weeks ago

Tatyana was wonderful. We asked for help with door open instructions and Wi-Fi Pw, and she responded in less than 5 min. Since we accessed the door multiple times, the key pad battery was low, she came right over within 10 min. We enjoyed our vacation so much. And we will definitely book this place again.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Harbour Island vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Harbour Island

4.91 out of 5 average rating, 32 reviews

A clear blue heated pool is surrounded by a spacious patio with stone pavers. Large glass doors provide a view of the lush greenery beyond, while the exterior walls are painted in a soft gray hue, complemented by natural light filtering through.

Home in Oldsmar

Exquisite Fun Getaway with Private Pool!

KellyRating, 5 stars2 weeks ago

This place is amazing! even better than the pictures. we’re definitely gonna book it again

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 day 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!

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.

5 out of 5 average rating, 17 reviews

Poolside Paradise with Basketball Court

MalloryRating, 5 stars2 days ago

The house was wonderful, well kept, secure, and had what we needed. The host was responsive and gave well written instructions. Thank you for hosting us, hope to be back.

4.91 out of 5 average rating, 137 reviews

Loft in Tampa

Escape Vacacional 1

ImannyRating, 5 stars1 week ago

Very much about they guests had a wonderful stay!💕

4.89 out of 5 average rating, 18 reviews

A modern kitchen features sleek white cabinetry and a spacious island with seating for four. Stainless steel appliances, including a refrigerator and oven, are visible. Natural light floods the space through large windows, enhancing the open layout that connects to a dining area.

Home in Apollo Beach

Waterfront Retreat

MitchelRating, 5 stars2 days ago

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

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.

4.9 out of 5 average rating, 79 reviews

Disfruta cada momento

EvanRating, 5 stars1 week ago

The place was just like the pictures. Very new and clean. The pool area was great. Would recommend.

4.9 out of 5 average rating, 10 reviews

Bring your family and friends to our luxury airbnb

AprilRating, 5 stars2 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.