Holiday rentals with a kayak in Gulfport

Excellent spot for fishing, going out into the bay, and enjoying the water. We brought our boat and jet skis. A close-by ramp. Place was very clean and updated. Soothing views at night from the dock. Wayne is a fantastic host and super friendly, responsive and great at offering local suggestions. He’s the one that gave us the recommendation for the closest ramp. Overall, a fantastic stay.

My family and I stayed here about a week and had an amazing time! Eva was always quick to respond, the house was nice and clean and the neighborhood was quiet. We hope to return in the future!

Loved the house! Pool! and Location on the bay! The pictures were very accurate and Jilla contacted us to make sure everything was going well and to see if we had any questions the first evening. It is a very thoughtful setup, such as, speakers throughout the house and an app to control them as well as lighting throughout the house and outdoors. It was a short drive to St. Petersburg (restaurants/breweries) or Tampa (ball game), however not much in walking distance but we knew and wanted that. Everything was great! We wish we could have e stayed longer. - thanks for everything.

Hannah was a wonderful host very helpful, kind, and quickly answered any question we had! Her husband was very nice and offered tons of recommendations of good places to eat. We were able to walk across the street to the beach within minutes and there’s lot of restaurants nearby. Also really enjoyed the back porch and beach supplies provided. The kitchen was well equipped with everything we needed to make a meal & inside is exactly like the pictures and offers an especially cozy home-y vibe. Would highly recommend if your considering staying at here :)

Our stay was more than we could’ve hoped for! When we arrived the space was unbelievably clean and also had just about everything we needed for the whole week. Nicole is also an amazing host, and her response time to any questions we had during our stay was almost immediate. She is definitely the best host i’ve ever had, and she made our week so easy with her help and a beautiful place to stay.

This house was perfect in every way!!!! I have two handicapped parents and was able to bring them thanks to the elevator. The pool was great for the kids but the game room was the real winner here. There was something for everyone in this house. It was spacious so we didn’t feel as if we were on top of each other. Would gladly stay here again and highly recommend this house for a family getaway.

I can't recommend this house enough! My wife and I stayed here for honeymoon, and it was comfortable, felt very cozy, and had a great view of the West Coast Intercostal. The deck chairs and hot tub were great to relax in. The location is also nice - minutes away from the beach, restaurants, and boat rentals, and about a half hour drive from Tampa and St. Pete. Deanna was very helpful and communicated well.

Our stay at 488 Harbor Dr was nothing short of unforgettable. The property is even more stunning in person than in the photos. Waking up to panoramic water views, lounging by the crystal-clear pool, and ending the day by the fire pit with a breathtaking sunset over the bay—it was pure magic. The home is incredibly pet-friendly, which made it easy to enjoy our time without leaving our pup behind. He loved exploring the yard (especially in his shark vest!) while we relaxed poolside or fished right off the private dock. Our family made lasting memories—from the kids running around with hibiscus flowers in hand to peaceful mornings casting lines into the water. The layout of the home is perfect for both quiet mornings and family fun throughout the day. The location is ideal: peaceful, private, and still close to local attractions, shopping, and restaurants. The host was responsive, thoughtful, and made sure we had everything we needed to feel at home.

Great place right on Pass-A-Grille. Far enough from the restaurants to be quiet, but close enough to walk/stumble to. Beach access is very close. Parking as easy as possible. Rental was Clean and Plenty of Amenities. Would stay again.

Great old school beach cottage. Perfect for my Son and me. The Capt. and especially the First mate made it 5 stars!

Had a great stay ! Fishing was fun and right across the street Would stay again for sure !

Cozy, comfortable, yet two stories with plenty space to stretch out, scenic view with a hot tub, nice balcony view for coffee in the morning. Can’t go wrong.

Dave and Lindsay gave us our space, but were quick to respond when I had questions. My kids enjoyed giving the horses carrots. I would def stay here again. Highly recommend.

This super cute cottage is very clean with up-to-date appliances and beautifully decorated with well-thought-out use of space! We stayed for 10 weeks and slept soundly every night due to the comfortable mattress, peaceful & quiet safe neighborhood. The newer fixtures and large washer/dryer were so convenient. Communication with Mary Jane was fantastic. She’s very responsive to questions and even though she lives next door, never intrusive. She’s so gracious we’d be back in a heartbeat! 💗 Truly one of the best experiences we’ve had in the nearly decade of staying in Airbnbs. Location is a bonus as is very walkable to Bay/Beach or bicycle to the Pinellas Trail. This area has so much to offer with beaches, trails, restaurants, fairs, etc

Just as the pictures show this is a super cute cottage as close to a beautiful stretch of beach as you can get. Cottage was squeaky clean and appointed with everything you need for feeling right at home. The back patio is wonderful with shade, ocean breezes and the wonderful sound of breaking waves. The little path to the beach is right off the patio. Would stay again in a heartbeat!

Truly immaculate place. If you are in the crystal beach/ palm harbor area this is the place. Period. It was BEAUTIFUL. One of the cleanest Airbnbs I've ever stayed in, comfy bed, private and secluded which was ideal for a couple. LOVED it. The hammock swings were a plus for me. Just felt nice to have an atypical lounging space. Very close walk to peaceful sunsets. Susan and Mark were helpful and fully responsive. Thank for the beautiful memories I'll have from being here!