Holiday rentals in Harbour Island

4.92 out of 5 average rating, 38 reviews

Home in St. Petersburg

King / Child Friendly / Near DT / Plunge Pool

HeidiRating, 5 stars1 week 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!

4.95 out of 5 average rating, 64 reviews

5 Beds/3 Beautiful Bedrooms /2 Bath/Pool Paradise!

StephenieRating, 5 stars7 months ago

Marueen is a 11/10 host! Working with us with Helene's passage near Florida and even after. she was extremely responsive during the process and continued to check in even after. the pool was wonderful way to relax, and the couch was the perfect place to decompress after all the stress. I would recommend this listing to everyone and anyone looking for the perfect, peaceful getaway!

4.88 out of 5 average rating, 119 reviews

Apartment in Tampa

Waterview Private Balcony FirePlace Pool Airport

ErinRating, 5 stars2 weeks ago

Scott was exceptionally accommodating during our stay! My daughter and I enjoyed touring the University of Tampa, and Scott, whose son also attended the University, shared invaluable insights and suggestions. The pristine and peaceful Airbnb offered breathtaking sunsets from the private balcony! We are already looking forward to our next visit. A heartfelt thank you to Scott for making our trip memorable!

5 out of 5 average rating, 19 reviews

5BR Villa w/ Pool + BBQ | SoHo & Downtown Tampa

JustineRating, 5 stars3 weeks ago

Absolteuly loved our time at Nish & Ash's. It is clean, spacious, unreal outdoor area! Our favorite part of staying here was breakfast and dinner in the patio area! Nish & Ash do everything to make your stay comfortable! The location is perfect-close to everything! Would come back here in a flash!

5 out of 5 average rating, 134 reviews

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.

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.

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!

4.95 out of 5 average rating, 41 reviews

Villa in Thonotosassa

Lakeside Villa

AviRating, 5 stars3 weeks ago

This was not only an incredible house, but Kyle was also an amazing host. He was extremely responsive and genuinely cared about our stay. We can’t stop raving about how lovely this place was—gorgeous views, cozy cabin vibes, peaceful, and private. We’d definitely come back.

Holiday rentals for every style

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Popular amenities for Harbour Island holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Harbour Island

4.91 out of 5 average rating, 32 reviews

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

Home in Riverview

4.9 out of 5 average rating, 73 reviews

2 Story comfort beautiful home with all amenities

JasmineRating, 5 stars2 days 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!

5 out of 5 average rating, 17 reviews

Poolside Paradise with Basketball Court

MalloryRating, 5 stars3 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

Vacation Getaway 1

ImannyRating, 5 stars1 week ago

Very much about they guests had a wonderful stay!💕

4.89 out of 5 average rating, 18 reviews

Home in Apollo Beach

Waterfront Retreat

MitchelRating, 5 stars3 days ago

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

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.