Cottage vacation rentals in Tampa Bay

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Popular amenities for Tampa Bay cottage rentals

Cottage rentals with a hot tub

Top guest favorite
Cottage in Safety Harbor
4.96 out of 5 average rating, 179 reviews

Harbor Oasis with Hot Tub

JillianRating, 5 stars1 week ago
I’ve found my new favorite staycation spot and where I will enthusiastically recommend to friends and family visiting the area. The space was thoughtfully designed, clean, and comfortable. I will miss my morning coffee on the patio amongst all the plants and birds, my daily work sessions in the small quiet office, and the evening dips in the hot tub. Thanks for your thoughtfulness in creating this space!
Cottage in Clearwater
4.76 out of 5 average rating, 146 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

LoniRating, 5 stars3 months ago
Our cottage wasn’t ready when we arrived but Captain Al was very responsive and accommodating! He provided us another cottage in a timely manner and generously took care of our dinner tab while we waited. It was very chilly in Florida during our stay and Captain Al brought us an additional space heater to use during our stay. The location is amazing and the cottages are very unique! We’d definitely come back!
Guest favorite
Cottage in Tampa
4.95 out of 5 average rating, 121 reviews

Hot tub, 2 floors riverfront, Bush Gardens, kajaks

Kemp Signs & ServiceRating, 5 stars6 days ago
Hosts was accommodating and quick to respond. Nice, quiet, hidden, place to kick back and relax after a long day!
Guest favorite
Cottage in Holmes Beach
4.93 out of 5 average rating, 54 reviews

Private Heated Pool and Spa+Close to the Beach!

ErnestRating, 5 stars1 week ago
Craig was an amazing host - extremely accommodating, helpful and proactive! As for Kiwi Cottage, it was everything our family could ask for and more. The kids loved the hot tub and pool, while all of the restaurants and beaches were a short distance away (highly recommend renting the golf cart!). Such an amazing vacation. We can’t wait to return!
Superhost
Cottage in Wesley Chapel
4.84 out of 5 average rating, 51 reviews

Gorgeous farmhouse with pool in Tampa Florida

ChristopherRating, 5 stars1 month ago
We enjoyed our stay at Fredy’s house. The house had a great open kitchen, dining and living room and was perfect for a group of four golfers exploring North Tampa golf courses. The house was clean and had comfortable beds. The pool was a fun addition! It’s a very quiet neighborhood and is easy access to surrounding golf and restaurants are a quick 10 min drive away.
Top guest favorite
Cottage in Largo
4.98 out of 5 average rating, 50 reviews

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail

KellaRating, 5 stars1 week ago
Great stay for our family! The home is very clean and decorated with a beachy, fun vibe! Great bathroom, comfy beds and lots of places to hang out! The dryer was very helpful with wet towels and beach gear was great. Our favorite part of the home was the backyard. The plunge pool was so fun and we loved the game room and golf. Private yard and we enjoyed the birds over coffee each morning! Recommend for any family!
Guest favorite
Cottage in Palm Harbor
4.83 out of 5 average rating, 90 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

JasonRating, 5 stars7 months ago
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!
Top guest favorite
Cottage in Largo
4.96 out of 5 average rating, 93 reviews

Hidden Oasis #1, hot tub near the beach

MicheleRating, 5 stars3 weeks ago
Ame is a wonderful host! This is the cutest little house, stocked with everything you might need for a stay in sunny Florida! Clean as a whistle, too. Location was perfect, groceries, the beach, pizza and shopping all close by.

Pet-friendly cottage rentals

Top guest favorite
Cottage in Gulfport
4.96 out of 5 average rating, 153 reviews

The Pelicans Roost / Gulfport

CatherineRating, 5 stars1 day ago
Bob was very accommodating, easy to communicate with and very friendly. Everything went smoothly, from entry to instructions for leaving. Adorable place, all new appliances, nice bedrooms, even great water pressure in the shower! Can’t wait to come back!
Top guest favorite
Cottage in St. Petersburg
4.95 out of 5 average rating, 123 reviews

Artsy guest house; near downtown w/ private patio

PhoebeRating, 5 stars1 week ago
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.
Top guest favorite
Cottage in Indian Rocks Beach
4.99 out of 5 average rating, 169 reviews

Pool | King Bed | Art Mural | Steps to the Beach

Mary AnnRating, 5 stars7 months ago
The cottage was immaculately clean and comfortable. It was stocked with everything you would need such as kitchen necessities, toiletries, extra towels and beach items. The pool was beautiful and even lit up at night. It is a three minute walk to the beach and some of the bars and restaurants. It is a very quiet neighborhood. The host was extremely nice and responsive with everything. We would stay there again. And I loved the free library out front. I left a book in there ☺️If you are thinking about renting this cottage, you definitely should, you won't be disappointed.
Top guest favorite
Cottage in Gulfport
4.99 out of 5 average rating, 265 reviews

Gulfport Art District - One Block From Beach!

ChristinaRating, 5 stars2 days ago
Whenever I visit Gulfport, Uncle Finley’s is the first place I check for availability. The house is well situated with all the right touches to make you feel at home. There have been some recent improvements to the inside and outside of the home that add even more value to the stay.
Top guest favorite
Cottage in Bradenton
4.96 out of 5 average rating, 107 reviews

Waterfront*3bd 2ba*Pool* PingPong Table*relaxing

ElizabethRating, 5 stars2 weeks ago
We had a wonderful time in Bradenton. We love the area because it has great beaches and lots to do. This home was close to the Riverwalk area which we really enjoy. There are great restaurants and just a nice area to walk around. The house itself was very comfortable for us. Becca has lots of things there for people to enjoy doing. We played a lot of ping pong and corn hole. The kitchen was well stocked and there was a grill to use. We would love to stay in this home again.
Guest favorite
Cottage in Bradenton
4.98 out of 5 average rating, 85 reviews

Cortez ~ Grouper Cottage. BRING YOUR BOAT!

CaroleRating, 5 stars1 week ago
Grouper was a great cottage for a relaxing girls mini vaca! Walked over the bridge in the am for exercise, spent the day on the beach, afternoons drinking wine on the covered dock, and strolled to local restaurants for fresh fish dinners!! Perfect!!
Top guest favorite
Cottage in Lutz
4.98 out of 5 average rating, 99 reviews

Serene Waterfront Cottage with Tranquil Setting

KellyRating, 5 stars1 week ago
This was the best Airbnb we have stayed at!!!! We travel alot for basketball and this was a favorite for all 9 of us. The house felt so cozy and decor was amazing. Krista was so generous and flexible with the check in/out times and process. The outside was so relaxing and peaceful, along with so much to do. We will be back!!!
Top guest favorite
Cottage in Tampa
4.98 out of 5 average rating, 114 reviews

Wonderful 2-Br, 2 Bath Cottage near the river.

HowardRating, 5 stars4 days ago
Another 5 star stay at Dougs place The location is close to highway. The house is clean and well maintained and easy to find. Doug is a Great host

Private cottage rentals

Guest favorite
Cottage in Palm Harbor
4.89 out of 5 average rating, 27 reviews

Coral Cottage pool/firepit 2 bedr 2 bth sleeps 6

SoniaRating, 5 stars7 months ago
Everything was LOVELY! The kitchen was fully stocked with everything needed, much appreciated! The home was super clean and peaceful. The pool was warm and clean ... the shower outside was amazing! Our stay was truly amazing and peaceful ... a home away from home.
Top guest favorite
Cottage in Dunedin
5 out of 5 average rating, 16 reviews

Cozy Cottage Near Downtown + Waterfront

ThomasRating, 5 stars1 day ago
Citrus Cottage 2 was the perfect size for my wife and I. The location can't be beat. Dunedin is a walkable town, and the cottage was right in the center of everything. We were a 5-minute walk to numerous restaurants and breweries and to the Pinellas Trail. Michael provided a clean and comfortable home for us to relax in. The shower was amazing and felt so good after a 13+ mile bike ride. We have been to Dunedin several times and this was, by far, the best place we've stayed in. We highly recommend Citrus Cottage 2, and we will definitely look to stay here again the next time we visit Dunedin!
Superhost
Cottage in Terra Ceia
4.71 out of 5 average rating, 100 reviews

Serene Island Cottage Waterfront Haven

DallasRating, 5 stars2 weeks ago
This house is an absolute gem! It had everything that we (and our dogs) needed and more! There are so many wonderful spaces to relax in. We enjoyed the main room, screened in back porch, beautiful front courtyard, and sipped coffee in the back yard each morning by the canal. We also had a blast paddling out to the bay in the canoe! The host is super friendly and quick to respond. She has put a lot of nice touches on the property that we really appreciated. We had the best time here and would love to come back! Highly recommend a stay here!
Superhost
Cottage in Bradenton
4.85 out of 5 average rating, 53 reviews

Cabin 4 - Old World Waterside Double

AnthonyRating, 5 stars3 weeks ago
Great location, beautiful sunrise, great fishing! My daughter cast out and within five minutes, caught a bass!!
Superhost
Cottage in Tarpon Springs
4.87 out of 5 average rating, 31 reviews

Oceanside Cottage

SusanRating, 5 stars1 month ago
This was a perfect place to stay for us. My grandson was able to easily take quiet naps when he came to visit. The Cottage felt open and airy, with lots of windows to view the outside. We were close to Craig Park where we watched kayakers and dolphins, even from our dining room windows! The park was great for walking and watching the manatees, and we even had a picnic. We attended the Fine Arts Festival there as well. There are plenty of activities close by for sure: Sunset Beach, Sponge Docks, Valspar Golf Tournament, First Fridays in towns close by, Tarpon Springs Golf Course right there...These are just a few things we did. We enjoyed the restaurants and breweries as well. We didn't run out of things to do and we enjoyed our quiet time as well!
Guest favorite
Cottage in Bradenton
4.96 out of 5 average rating, 54 reviews

Discover Hidden Cove #2 - Water Views with Privacy

DawnRating, 5 stars1 month ago
Fabulous time at hidden cove - only thing to keep in mind is there are only 2 beach chairs so if you’re with a bunch of beach bound guests that could be a consideration. Loved our stay and would definitely stay again when we want to be in the Bradenton area.
Guest favorite
Cottage in Indian Rocks Beach
4.88 out of 5 average rating, 42 reviews

Backyard Oasis with sand and private pool

Deidre MarieRating, 5 stars7 months ago
This was the first time staying in an Airbnb and I highly recommend this property and the management company, 5 stars ⭐️ . The home was just as advertised but better. Home was sparkling clean and I own a cleaning business in Tampa, so that says a lot! It was walkable to the beach, great restaurants and grocery stores. Everything you need for the first day/night to get you started on your getaway. The pool was clean and we loved the beach sand area of the pool area! The host and his associates were very responsive. We look forward to staying at this house or any of the other 29 properties the host has!
Guest favorite
Cottage in Dunedin
4.94 out of 5 average rating, 53 reviews

The Cook Cottage sleeps 4 in Dunedin

RaquelRating, 5 stars2 months ago
I've stay here a few times and it's very consistent. Perfect walkable location and very clean and comfortable. Thank you.

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