Guesthouse holiday rentals in Tampa Bay

It fit our needs perfectly. Sonya and Chris were both warm and welcoming and strived to make sure our needs were met. There was one glitch with washer/dryer but they made sure we still had the ability to use theirs. Very much appreciated. The bed was comfortable and the pillows as well. A pillow is often too big, these were just right. Having a granddaughter nearby, we hope it is available for future visits. A great two weeks.

The guesthouse was perfect for my trip, I was traveling alone and in town to help a family member move in to their new home. I was busy during the day and it was nice to come back to the guesthouse in the evenings. The neighborhood is beautiful and quiet. There are a few restaurants and shops within short walking distance. Everything was very clean and the space is minimally furnished with just the bare necessities for a short stay.

A very cozy and peaceful experience.Everything that you need to go to,from restaurants to retails,are very close by.James is a very friendly host.

Great place to stay. Clean and convenient to Hyde. Would def stay there again.

Ryan’s place was great! The bed was so comfortable and we enjoyed the muffins, orange juice, and beer that were provided upon arrival. Perfect location, being only about 15 mins from everything we wanted to do! We were able to go down to Clearwater and St. Pete Beach as well and it was only about 40 mins away! The pool and kayaks were also a plus and Ryan helped us get the kayaks out and ready for us to use!

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+

What a blessing! We really loved this cute beachy nest. It was so nice how the beach, as well as, a cute little market/restaurant was within walking distance! Their communication was super fast! They came over to help me with a stove issue almost instantly! We also had a friend show up at the last minute who needed a place to stay and they were so welcoming. We will definitely be back! God bless you, Michael & April

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.

Super cute place. Great location in a quiet neighborhood. Very clean and greatly appreciated the fact that the place was non toxic and had all non toxic products in it. Loved the private patio. Very responsive and accommodating hosts. Would definitely recommend and will definitely book again when in the area again.

Beautiful home! So accommodating. We put that we we’re bringing our baby and she set out a packnplay for us! SO sweet! Sent the link to this Airbnb to many friends that were interested as well. 10/10 stay

Although, my schedule changed last minute, my adopted nephew was able to utilize the stay and was happy to have a place to relax and rest after training all day.

It was beautiful and clean felt right at home was able to get settled in immediately. It was peaceful and relaxing. The bed was soft. The floor was beautifully matching the decor. The pool was amazing. They had different depths and it was heated to a really good temperature. There was a fridge and a microwave with other utensils we didn’t think we needed and it was honestly just perfect.

This cabana had everything we needed for our short stay. It was located so close to everything, very convenient. It was very clean and the bed was super comfy! Pam was very responsive to all communication with us.

Went for the weekend to see Metallica and Justin’s place was the perfect spot to lay low and enjoy the weekend! It was close to everything and just a short Uber ride to the show! Would definitely stay again!

We truly enjoyed our 8 night stay at Jordan’s Cozy Bungalow! Perfect location for us and definitely well priced. It had everything we needed, was spacious for two, private, convenient, very well kept, and easy to find. Parking was on the street, but she offered driveway parking when away for a few days….which we very much appreciated! Jordan was such a gracious and attentive host!! We will definitely stay with her again!!

We've stayed at Bonnie's place multiple times. It is our absolute favorite Airbnb in the Riverside Heights area. We love the little extras that are provided that show how much she is thinking of her guests. Her communication is topnotch. We enjoy being able to use the bicycles. It is a short ride to the riverwalk and restaurants. Bonnie prints up a list of things going on in the area during your stay too! The Airbnb is nice and cozy and we will definitely book with Bonnie again and again. Thanks for a great stay every time.

Absolutely loved staying at Turtle Cottage!!! The listing was exactly how it was described/pictured and the pool and hot tub were out of this world. Jessica was so helpful to us throughout our stay and offered many recommendations for the best food or experiences! Anything we needed she was just one message away and super responsive. 10/10 would stay again.

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 property was perfectly located, close to downtown Tampa and situated within the quiet, leafy neighborhood of Hyde Park. The apartment was tastefully decorated and contained every amenity you could wish for, right down to the basket of goodies in the kitchen. Fully equipped kitchen and bathroom. Excellent air conditioning and temperature control. Bedroom beautifully furnished and king size bed super comfortable. Lisa communicated very well both before and during our stay. She gave us great recommendations for beaches and restaurants, and her guidance related to ordering an uber made that super easy also. We’d highly recommend staying here!

We had a great stay at Sunsets I. The unit was very clean and smelled amazing as you walk in and had everything you need for your beach stay. Perfect location and walking distance to many restaurants and shops in the area. Our favorite was BeachHouse right across the unit that had delicious food and great views. We will definitely be back soon! Thank you for your hospitality!

My stay wonderful. The location is private and quiet. It's also conveniently located near restaurants and grocery stores. The home is spotless and has all the amenities and supplies you need for your stay. And for those that work remotely like me the wifi is fast and the router/modem is easily accessible for hard-wiring. If I come back into town this would be my go-to place.

We had a great stay in the tiki house. It’s a beautiful property, incredibly peaceful. You can tell the hosts take a lot of pride in what they do. Our kids loved the spiral staircase and feeding the turtles and fish in the pond. We especially loved our encounters with the hosts’ Berniedoodle named Grover. The house was incredibly clean with comfortable beds. Plenty of provisions in the kitchen for cooking however, you should bring your own spices and foil/wraps…

Nima was a great host and the place was a cute little spot! Close by downtown!

I enjoyed visiting Tampa and that I could bring my cat, Piper. The tiny house is pretty much a straight shot to a trolly stop & the trolly is frequent free which is great. Plenty of snacks and breakfast items were provided, which I really appreciated. The host even brought me a container of milk.