Cottage vacation rentals in Clearwater Beach

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Popular amenities for Clearwater Beach 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 Beach
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 Indian Rocks Beach
4.97 out of 5 average rating, 37 reviews

Beachy Keen Cottage A only steps to the Beach

Natthakarn (Emma)Rating, 5 stars6 days ago
Beautiful home, nice & spacious kitchen, and all beach amenities provided. Our family really enjoy our stay, perfect location with really short walk to the beach. Paula was a great host and quick to response. Thank you for our wonderful stay and we will be 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 Safety Harbor
4.9 out of 5 average rating, 80 reviews

Downtown Luxe Comfort Cottage with Hot Tub!

ElonRating, 5 stars2 weeks ago
The cottage was perfectly located in Safety Harbor, close to everything and had all the amenities to enjoy every experience the area has to offer.
Guest favorite
Cottage in Crystal Beach
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
4.98 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!
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

Guest favorite
Cottage in Bayshore Beautiful
4.76 out of 5 average rating, 156 reviews

Good Vibes Cozy Cottage on Million $ Row

JessicaRating, 5 stars3 weeks ago
Place and location were great! And host was super communicative. It is small but that is expected based on the listing information. Would definitely go back!
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 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!
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.
Guest favorite
Cottage in Indian Rocks Beach
4.91 out of 5 average rating, 122 reviews

ALL NEW! Coral Sands II ~Coastal Modern 2/2 IRB

JessRating, 5 stars3 months ago
We really enjoyed our stay at the Indian Shores Beach Cottage! Property was exactly as the photos describe, easy check-in, cute minimal decor which is always helpful traveling with children (less to babyproof), host was friendly and responsive, and best of all.. Location is just one block walk to the beach! A quiet, relaxing, tropical stay for our annual FL getaway! :)
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!!!

Private cottage rentals

Top guest favorite
Cottage in Dunedin
4.98 out of 5 average rating, 90 reviews

Private and Romantic I The Highland Hideaway

JudithRating, 5 stars1 day ago
We really enjoyed our stay at Erin's place. First off, it was spotless! The location is great and within easy walking distance to Dunedin's delightful Main St. We found the space to be comfortable and quiet. Erin was very responsive and pleasure to deal with. We will stay here again when we return to Dunedin.
Guest favorite
Cottage in Sunset Beach
4.86 out of 5 average rating, 51 reviews

Sunset Beach Cabana 100 steps to Sunset Beach

JackRating, 5 stars13 months ago
The place was beautiful when we first arrived and was very clean. I’m completely satisfied with the clear communication the host provided. Very short walk to the beach and excellent location. We will hopefully be staying here again in the future! Thanks D!
Guest favorite
Cottage in Indian Shores
5 out of 5 average rating, 54 reviews

Private beach access, Dog-friendly home

DanyaRating, 5 stars7 months ago
I went with two girlfriends for a girls weekend and this was the perfect spot. Across the street from a quiet beach and lots of things to use like bikes, stand up paddle boards, and beach chairs. The place itself is super cute and comfortable, although I think three people would be the most I’d try to fit in there. Andi was very friendly and responsive and made sure that we had everything we needed. There’s a cool bar that is literally right outside of the place, but unfortunately it was closed during our stay. Maybe it’s for the best though, because it’s open until 2am!
Top guest favorite
Cottage in Madeira Beach
4.79 out of 5 average rating, 107 reviews

Water Front Super Chic 2BD/ 1 bath - Cottage Wi-Fi

RyanRating, 5 stars2 months ago
We had to get another rental after our first fell through and Petie was so helpful in getting us set up quickly. Her hosting was attentive the entire time. And the place was so clean, well located and apportioned. The back patio was a great place to have breakfast and watch the boats and birds. It was a good space but ultimately the attentive hosting and being good with a last minute booking were what really pushed this over the top.
Superhost
Cottage in Pass-a-Grille Beach
4.93 out of 5 average rating, 15 reviews

Beach Cottage- Pass a Grille- Steps to beach

JohnRating, 5 stars3 months ago
Very responsive, went above and beyond!
Guest favorite
Cottage in Largo
4.93 out of 5 average rating, 42 reviews

🏡Cottage near Clearwater & Belleair Beaches🏖🌴☀️

NanciRating, 5 starstoday
Your cottage truly felt like a home away from home. I was charmed by its character & history – the beautiful wooden floors, the cozy fireplace – it all created such a welcoming atmosphere. Your place was the perfect base for our stay to visit with family. I had prepared all of our meals in advance, but, of course, forgot some basics like foil and storage bags. I was delighted to find your wonderfully stocked kitchen had everything we needed and more. We enjoyed every meal in the spacious dining room, with the fireplace adding a lovely touch of comfort. Every room in the cottage was big, and thoughtfully decorated. And the bathroom – with that incredible soaking tub – was the cherry on top. I treated myself to a long, relaxing soak on our second morning. Though we didn’t use the second bathroom, the large step in shower was a great option to have. The neighborhood felt very safe, which added to our sense of ease. Thank you for creating such a thoughtful, comfortable space.
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!
Superhost
Cottage in Crystal Beach
4.88 out of 5 average rating, 33 reviews

Elegant Crystal Beach cottage within sea glimpse

BernitaRating, 5 stars1 month ago
This super cute cottage is very clean with up-to-date appliances and beautifully decorated with well-thought-out use of space! We stayed for 10 weeks and slept soundly every night due to the comfortable mattress, peaceful & quiet safe neighborhood. The newer fixtures and large washer/dryer were so convenient. Communication with Mary Jane was fantastic. She’s very responsive to questions and even though she lives next door, never intrusive. She’s so gracious we’d be back in a heartbeat! 💗 Truly one of the best experiences we’ve had in the nearly decade of staying in Airbnbs. Location is a bonus as is very walkable to Bay/Beach or bicycle to the Pinellas Trail. This area has so much to offer with beaches, trails, restaurants, fairs, etc

Quick stats about cottage rentals in Clearwater Beach

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ661 before taxes and fees

  • Total number of reviews

    1.3K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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