Guesthouse vacation rentals in Gulfport

We had a wonderful stay here! It was very close to everything we wanted to do and their hospitality was phenomenal. We hope to come back and stay again sometime!

Felt right at home! I loved the location, within a 10 min walking distance to coffee and food! 5 min driving distance to Channelside and Harbour Island. The place itself was perfect for me, was super clean and had waters for me in the fridge. A beautiful spot that I would definitely stay in again!

We loved Isla de Dij! Very peaceful, beautiful surroundings and pool. We would definitely recommend and hope to be back soon.

The place was cozy, comfortable, and a great value overall. Clean and well-equipped, working AC, fresh sheets, clean kitchen and bathroom, and enough supplies for a short stay. I did find a dead roach when we arrived, but being from Florida, that’s not shocking and didn’t bother me. If you're super particular about spotless perfection, you might notice minor things, but nothing that impacted our comfort. The neighborhood is clearly mid-gentrification so you may see some characters around; I came across a homeless person sleeping in the nearby playground one morning while walking my dog. That said, I never felt unsafe (as a 6 foot tall guy) and it seemed like a “keep to yourself and you’re fine” kind of area. I took my daughter to the playground another day without issue. The best part is the location: 5 min drive (or 10 min scooter ride) to Central Ave, for great bars and restaurants and a 10 min or less drive to the waterfront area.

I stayed at Karens place for about a week while working and visiting family. It was beautiful and exceptionally clean. Check in very easy with the button lock box, and located nearby Walsingham park is good for walks and quiet views. Karen was really responsive with communication. Would happily stay here again. A+

Absolutely wonderful, charming decor, very peaceful setting with delightful sounds of the fountain...I would definitely stay there again. The neighborhood is perfect, just a two block walk to Tampa Bay and a great place to watch families and dogs frolicking in the water. My daughter is relocating to St. Pete and now I'm considering it also! Thanks, Leigh Ann!

Bebe's Casa O is at a quiet neighborhood with tranquility all around. Well maintained guest house, clean and cozy with a hospitable host. Looking forward to returning.

I sincerely enjoyed every moment of my stay …I loved the apartment and never felt as though I was wanting for anything. Just as important as my apartment was how lovely the neighborhood and area was ….. it was such a pleasure to go for walks there …. D as o much nature and creativity to be enjoyed ..Im sure I’ll be reflecting on the times I spent at Round Lake every day …. My time in St Petersberg passed far too quickly , and my only regret was that it indeed came to an end and that I had to return to Miami. I believe I felt more at home there than I have anywhere for a long time

Jerry’s Airbnb in St. Pete was the perfect getaway — clean, comfortable, and just minutes from the beach. We loved the thoughtful touches throughout the space and felt right at home from the moment we arrived. It was the ideal spot for a relaxing, fun-filled trip, and we’d absolutely stay here again!

The house was exactly what I needed size and accommodation wise and was well worth the price. In a great location and was well kept and very clean. Had a great trip.

We enjoyed the music playing upon our arrival. Super cute place. Thank you.

Uli’s place was the best equipped Airbnb I’ve stayed in. Despite small size was perfect for two people, cozy, lots of essentials like bug spray, spices, and cookware, as well as anything you could need for the beach. Truly great little weekend stay for us!

Super easy check in, and friendly hosts. Loved the space, it was close by everything I needed.

Google GPS struggled with getting us to the exact house but we were able to figure it out. The check in was easy. The location was great. Everything we wanted to go to was 5-10 min away. We were able to unplug and relax completely for our baby moon because everything was so easy to get to. We enjoyed Madeira beach, John’s pass, studio movie theaters, and restaurants nearby. The place was really cute. Small but perfect for two people. Gwen was helpful. It was a bit humid but we turned down the AC and she had a small dehumidifier we were able to use.

Felt right at home, it was so cozy! And Chris was extremely responsive and helpful and even made my stay extra special by adding a romantic touch to the room. Slightly smaller than expected but honestly didn’t bother me at all. Would book again!

Amazingly beautiful place! Leidy responds so fast with any concerns or questions that I had during the stay! The bathroom is gorgeous and the bed is so big and comfortable and most importantly VERY CLEAN!!

Luxury Under-STATED The moment I stepped into Philippe and Stefani’s Luxe Apartment, I knew I had found a hidden gem. This isn’t flashy luxury—it’s understated elegance that wraps around you like a warm hug. Every detail is intentional: the high-thread count sheets, the plush spa-quality towels, and the makeup-friendly facecloth that made my stay feel both indulgent and thoughtful. Safety Harbor itself is a dream—walkable, charming, and full of soul. I spent hours strolling down streets lined with award-winning homes from the Garden Club, capturing moments on video and soaking in the magic of this picturesque town. The proximity to Bayshore Blvd. and Main Street made every outing effortless, and every step felt like a meditation. Inside, the apartment is a masterclass in calm: light-filled, impeccably clean, and intuitively designed for comfort. If you’re looking for a space to reconnect—with yourself, with stillness, with beauty—this is it. Luxury lives here.

The stay was perfect. Very cute place for my son and I. Everything was clean and well kept. Rob was helpful with any questions I had regarding places to go. He even provided me with some beach things to make our trip to the beach easier. Everything was a short drive. Pool was a nice spot for relaxation.

We absolutely loved our stay at Lisa’s place in St. Petersburg. The location was an easy drive to the beach, the bay, Central Avenue and more! The Carriage House is so cozy and the backyard oasis is a peaceful spot for morning coffee, reading, etc.

This was my third time staying at Raysa''s place. It's such a nice place. Quaint, quiet, and clean. Just as described.

We loved our stay here! The pictures do not do it justice. Our space was perfect for our family of 4 and was much bigger than the pictures showed. There is plenty of storage space for your things and the loft is perfect for the kids to have their own space. The tiki porch was awesome and the pool is right outside the back door. My kids loved feeding the turtles and koi in the pond. It is a short drive to the beach and only a 5-minute drive to downtown Dunedin. We loved coming back and relaxing in the pool after a day out. The property is so peaceful and relaxing. We would definitely stay here again!

This was the perfect place for my getaway! Super clean, comfortable, and great location. Will definitely book when I return

Kate was so accommodating and helpful to us, the space was incredibly comfortable, and the neighborhood was perfect for what we were looking for. I was so excited to see the bike trail directly behind the house and the waterfront just up the road. It made for great access for my running and for walking our pups. There is even a small park playground next to the property, so those with kids can have a safe space nearby to play. The neighborhood is quiet and peaceful, and overall this was a great value. Will definitely book again if we come back to Clearwater.

This place was wonderful. The layout was great and had all the amenities needed for a beach vacation. Loren was a very attentive host and responded to my questions quickly. This is a great place to stay for a family.