
Cottage vacation rentals in Tampa Bay
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Top-rated cottage rentals in Tampa Bay
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Popular amenities for Tampa Bay cottage rentals
Cottage rentals with a hot tub

Charming Home w/ Hot Tub, 20 min to Beach + Garden
Great home and location with all the amenities that we needed. We walked and rode our bikes all over, and enjoyed the local restaurants.

Harbor Oasis - Hot Tub - Private
Very responsive, helpful hosts and a wonderful location with lots to offer.

Sunny - Key West Vibe Cottage - Pool - Walkable
Really enjoyed our stay at the Captain’s Cottage! Nicely kept, with thoughtful amenities. Hope to be back someday to explore more of Dunedin.

Beachy Keen Cottage A only steps to the Beach
We absolutely loved it here. It was very clean and had everything we needed. Hot tub was a great amenity. The shed full of beach needs was amazing! Definitely would stay here again!

Are You Here Yet?
My boyfriend and I picked this place to visit his parents who live in Settlers Rest. This was a very clean and renovated place. Very easy to find and we arrived around 11pm as we drove from PA. Our packet with the key was easy to find and we did not have any issues. There were documents to fill out which I did not know about until I received a call from the office and they were understanding. We also brought our two dog's along and were asked for the vaccine records. I had these with me because my boyfriends parents told me to bring them otherwise I would not have had them. Otherwise everything was great and Kimberly responded quickly to all questions and everyone at the office was very nice. We would stay here again!

Hot tub, 2 floors riverfront, Bush Gardens, kajaks
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.

Close to the Beach+ Private heated pool and spa!
This is our third stay on AMI at this exact property, and - I don’t know how Craig does it - but every trip to Kiwi Cottage gets even better! The house, pool and grounds are beautiful. We are a family of 4 and brought two friends of our daughters’ this year, and even with more people, the house and pool felt spacious and comfortable. The girls and their friends absolutely loved the location, and paired ice cream with beach sunsets every night this past week. We also rented their golf cart, which was super convenient for dinners (Harry’s on Father’s Day was a favorite) and exploring the island (especially bc it fits 6 people)! Always an amazing week on AMI at Kiwi Cottage! We’re already talking about next time. Craig is a great host and extremely friendly and responsive! He’s always available for questions and recommendations - we feel so lucky that we found this listing years ago, and can’t wait to come back again.

Corner Cottage Sleeps 5, Steps to Beach, Pets OK.
Capt Al and his crew were friends and attentive to all our needs! Great location with a great vibe that has easy access to the beach!
Pet-friendly cottage rentals

River adjacent, Quiet neighborhood, King bed
We loved our stay at Hew’s place. The location was perfect and Hew was super helpful and responsive to all questions asked. So happy we found this place for our stay!

Serene Island Cottage Waterfront Haven
Gloria is a wonderful host. Easy to communicate with and had the place stocked with amenities. We loved the location on the water and used the available kayaks to access the water to fish and have some fun in the sun. 10/10 recommend. Thank you Gloria!

Modern Cottage
Everything about our stay was as near to perfection as possible.The cottage interior is decorated in a modern minimalistic way to make the small cottage feel more spacious. Everything was clean, and we thought Lisa had thought of everything detail. She quickly responded to our two questions. When I need a place in St. Pete again, hers will be the first choice. Yhanks for making it a very relaxing place to be.

2/2 Charming Riverfront Cottage w Deck & Kayaks
We stayed at this home for 2 weeks and the nature watching was fascinating. Alligators, turtles, birds and fish jumping out of the water. The home was comfortable and included everything one would need. The Wi-Fi was solid for zoom calls and remote work. The kitchen had every dish, pot, utensil for cooking. The AC worked great and the beds were super comfy. The host replied quickly to every question. I would stay here again. 5 stars. ⭐️ ⭐️⭐️⭐️⭐️

Adorable Dog-Friendly Cottage in Quaint Dunedin
We absolutely love staying at this property! It is our third time booking. The cottage is always impeccably clean and in a very safe area. It is stocked with everything you need. We love Coral Cottage! And Barbara is very friendly and so responsive. Dunedin is an amazing, quaint little town with so many wonderful food choices. Cafe' Alfresco is our personal favorite. Barbara's cottage is just a couple blocks from downtown Dunedin and only a 15 minute drive to Honeymoon Island State Park or Clearwater beach. I always pick up a piece of jewelry as a memento when we go on a trip. Just kitty-corner from the Airbnb is a charming jewelry store filled with beautiful, unique pieces that are reasonably priced. Romantique Jewelers. Just ask for Kimber, she's a doll! Don't hesitate to book this property for your next trip!!!

Cozy up in a French Country nest NEAR EVERYTHING
Such a vibe! The location is perfect. Close enough to walk to downtown, but far enough to feel like you've got privacy.

Beachy Paradise
Beautiful little house, only a 1 block walk to the beach. Many restaurants, bars, shopping areas all within walking distance. The sound of the pickle ball players and laughter in the park while sitting on the back patio was a very nice touch! Overall fantastic experience, we will be back!!

ALL NEW! Coral Sands II ~Coastal Modern 2/2 IRB
Everything was more than the description! Beatiful cozy place on the outside, inside everything was almost new, a big surprise. Loved the location!
Private cottage rentals

The Magical Mermaid Cottage
We are making frequent visits to Bradenton and this has become our home away from home. It's in a great location, comfortable and cute to boot. Sandra's extra touches really do make it an enjoyable stay every time.

Tranquil Guesthouse Hideaway (Near MacDill AFB)
Place was exactly as described and perfect location if your visiting a military member. We will definitely rent again.

"Sweet Harbor Cottage" Walk to Downtown
The most coziest, CLEAN, beautiful place to stay. It’s a small space, but the amazing skylights on the ceiling and the windows that give natural lighting make the space feel so much bigger. The neighborhood is quiet & peaceful. Really enjoyed how everything was walking distance. Loved going out & coming back feeling like I was right at home. Would definitely love to come back & stay here again.

Key Lime Cottage-Beach1 block
Location was perfect the beach was a block away, John’s Pass was just 5 minutes away aswell as the opposite way multiple shops about 10 minutes away. Lynne had nearly everything provided what you’d need for a beach getaway. Ice chest, sunscreen, chairs, snacks, umbrella, paddle ball game and more. There was even some cooking condiments in the fridge already aswell as chips. Only one thing we were suprised with is sharing the backyard area along with the host. Other than that it was a phenomenal stay and our host was very attentive.

Beach Cottage- Pass a Grille- Steps to beach
Very responsive, went above and beyond!

Central Quiet Bright Cottage, near Skyway Bridge.
This was our second year of spending a month at Aileen's place. Again, it was so perfect for my husband and I. We did have guests stay for a couple of nights and the air mattress is REALLY nice! Everything about the space is so wonderful. Clean, cute, everything you would need for a month. It is also close to so many beaches (Fort Desoto Park ( our favorite), St. Pete's beach, and Anna Maria Island beaches. It's close to all that Bradenton, St. Petersburg and Sarasota have to offer. We felt right at home the day we arrived and it was hard to say good-bye. We definitely hope to visit again!

Shady Nook Beachfront Cottage
Such a lovely cottage with an unbeatable oceanfront location. The beach is the backyard! We loved the Old Florida feel of the cottage, but it was also very clean and well-appointed. We also loved that there was plenty of beach gear, toys, and games available for the Scruggs Harbor guests to borrow. Morgan is a wonderful host — quick to respond and around if you need her. We most certainly would love to stay here again!

Seaside Retreat Cottages #1
We absolutely love our stay. We had a wonderful weekend getaway and the location was within 5-10 minutes to some great restaurants and the beach. We also love the fact that beach towels, chairs, wagon, and umbrella was included for us to use. Walking up and being able to take 5 steps outside the door and into the courtroom pool was wonderful. I will say the hot tub was more of a spa as never got hot but I may have misread how it was listed. Honestly, though it didn’t matter because the atmosphere was so quiet and relaxing. We are already looking for the next date where we can come back with friends.
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