
Cottage holiday rentals in Tampa
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Top-rated cottage rentals in Tampa
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Holiday rentals for every style
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Popular amenities for Tampa cottage rentals
Cottage rentals with a hot tub

Pink Gulfside Cottage, Steps to Beach, Pets OK
Great old school beach cottage. Perfect for my Son and me. The Capt. and especially the First mate made it 5 stars!

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!

Downtown Luxe Comfort Cottage - Hot Tub
We had a wonderful time staying here! The location is phenomenal and it was always quiet outside the home, day and night. You can walk to restaurants, bars, shops, and more in less than 2 minutes. Beach access is 15 or so minutes away as well. The home was clean and well appointed for 2 people and the host was always responsive and nice. We were also able to bring our dogs, which we appreciated. We love Safety Harbor and will definitely stay here 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!

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail
The house was cute, cozy and beautifully decorated. Laura was very responsive when communicating. Our family of 4 stayed for 3 nights and enjoyed the outdoor space and game room a lot. Plenty to do and lacked nothing. Just be warned about the mosquitoes if you plan on spending long periods of time in back patio area. Bug repellent was provided, however we were still eaten alive. This however did not ruin our overall experience. I would totally recommend this location to anyone and would definitely like to visit again.

Happy Camper Cottage | Cozy Oasis with Hot Tub
Anna was extremely helpful and accommodating for our last-minute trip with the kids. Her place was super cute and very clean and well kept and we would be happy to recommend it to friends and family or return ourselves. Thank you so much, Anna!
Pet-friendly cottage rentals

The Pelicans Roost / Gulfport
Really cute place! And close to everything in downtown Gulfport Florida. Great small flooring community with a great community vibe!

Artsy guest house; near downtown w/ private patio
We LOVED staying at Christopher’s. The apartment was exactly what we needed. The neighborhood is adorable and so close to downtown. Christopher was an absolute gem of a host who went above and beyond to make sure we had a great stay. So grateful! Would return.

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

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!!!

Vintage Florida Beach Cottage B
Great stay!!! We stayed with our 4 year old here and it was awesome. Easy to walk to places/beach. It was extremely clean. I definitely would recommend this place. Eric was welcoming and helpful

Walk to beach shops food drinks “The Sweet”
You can truly tell that these owners put their all in to what they do. The suite was so clean and nicely decorated and they went the extra mile to include everything you might need. They even included a sweet treat at check in which we enjoyed. We will definitely be back again!

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!!

Gulfport Art District - One Block From Beach!
Absolutely perfect Airbnb in every way! The location could not be better. We laughed because we had dinner reservations at Pia’s Italian restaurant and realized it was right across the street. Talk about convenience! This was hands down the cleanest Airbnb we’ve ever stayed in. Uncle Finley left us a thoughtful welcome package with a bottle of wine, beer, water, orange juice, and more. It’s clear he’s put real care into every detail to make the stay extra comfortable. Phone chargers were exactly where you needed them (no hunting for outlets), there were doggie bowls and doggie bags for our pup, Uncle Finley was super responsive to questions and genuinely committed to taking care of both his guests and this beautiful home. We’d come back in a heartbeat. Don’t hesitate just book it! Tip: In addition to Pia’s homemade pasta with pesto sauce, I’d also highly recommend the restaurant Pearl by Chef Karim for an unforgettable meal! The Pearl is a testament to culinary excellence.
Private cottage rentals

Close to Downtown/Sponge Docks/Beaches/Trails
Couldn’t be happier with our stay. Nick and Anna were wonderful and went above and beyond to make sure we had a perfect experience. The home was clean, conveniently located, and appointed with everything we needed. We’d gladly stay again!

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.

Tropical Coquina Cove Studio #1 5min Walk to Beach
This place was so cute, great location quiet and relaxing vibe. Highly recommend!

Safety Harbor Cottage
The house was perfect! Well stocked, beautiful space and great location.

Mango Cottage, pet friendly, steps to gulf
Very nice and quiet neighborhood. Crystal Beach sunset was beautiful. Well’s Spring park was a nice park for walking the dog. Everyone was friendly that we met while walking. Would book again.

Countryside Escape with Pool Steps from Tampa
If you are coming to Tampa to attend an event at Raymond James Stadium, Busch Gardens or anything else this is the perfect place for you. My entire family loved this house. It is super clean and we'll decorated. The kitchen has all needed tools. The beds are comfortable and the air conditioning was nice and cold. The pool was perfectly clean and my kids loved swimming all day while we sat out under the umbrellas. There is a nice fence around the pool for privacy. We needed for propane for the grill and the host quickly took care of it. We loved playing pool and ping pong. The front yard is massive and fenced in for kids to play. The area is also very safe. Publix and Walmart are just a few miles down the road. I promise that you will love it here. This will be where we will stay whenever we are in the area.

Kamp Komfort Historic Family Beach House
We can't say enough good things about our stay. Morgan was so friendly upon our arrival and made us feel right at home. The cottage was very cozy, and it was literally on the beach. The view from the patio was amazing. We sat out there until after dark every night. We would definitely love to make a return visit.

Carriage House 1893
Rick was such a kind helpful host! Checked on us to see if we needed anything. Had one request and he quickly fixed it! Upon entering, home was ready, music playing and a welcome note! He even had eggs and oatmeal available for breakfast! We would stay again.
Quick stats about cottage rentals in Tampa
Total rentals
30 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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