
Cottage holiday rentals in Clearwater
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Top-rated cottage rentals in Clearwater
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Popular amenities for cottage rentals in Clearwater
Cottage rentals with a hot tub

Harbor Oasis with Hot Tub
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!

Beachy Keen Cottage A only steps to the Beach
This is the best place we’ve stayed so far! Wonderful location, seconds to the beach, coffee shops and restaurants! The home was so charming and comfortable, with every beach item you needed, if you’ve got kids this is the place to stay at!! Would give it 10 stars if I could!! The hot tub was delightful, kitchen packed with supplies, great washer and dryer, comfortable beds, awesome grille and again the location is the best you’ll get!!

Hot tub, 2 floors riverfront, Bush Gardens, kajaks
Everything was perfect! Absolutely beautiful!

Downtown Luxe Comfort Cottage with Hot Tub!
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.

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

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!

Hidden Oasis #1, hot tub near the beach
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.

Castle Keep Guest House
Tim and Jeannie are the best hosts ever! Communication and local recommendations are top notch! If you are like us, you’ll be on the go because Saint Petersburg offers so much with arts, culture and outdoor recreation that most of the time was being out and about. However, when you get back, you’ll feel like you’re at home and everything you need is right there! Sleep in and eat breakfast at the cottage, come back early and watch a movie or hit the hot tub or just do another load of laundry and hit the beach one more time! It’s so convenient and the best location ever! Thank you Tim and Jeannie :)
Pet-friendly cottage rentals

Good Vibes Cozy Cottage on Million $ Row
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!

The Pelicans Roost / Gulfport
Excellent place to stay - had everything promised and was perfect for 3 people. Loved the backyard

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.

BEACH COTTAGE II
The house was very nice, not huge, but very accurate with what the pictures showed, and it was actually a lot brighter inside than I expected based on the pictures. Everything was clean and with 5 people, there was plenty of space. They provided beach chairs and an umbrella which was wonderful. We also used the grill which we enjoyed having access to. The only thing we would recommend is more pots/pans/serving bowls, etc. for use in the kitchen - that was a little lacking. Otherwise, communication with the host was outstanding. We had a couple of minor issues that were resolved immediately. They let us check in early and stay late based on our schedule and the fact that no one was coming in behind us. Finally, the location is awesome - right across the street from the beach with easy beach access. We had a great time and would definitely recommend this house.

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

Beach front renovated cottage #8
Just steps to the beach closer than most places. Room was just as described and very clean our dog felt right at home during our stay. We will consider staying here again when we come back down for vacation!

Gulfport Art District - One Block From Beach!
This is probably our favorite Airbnb to date! The location is fantastic, on a street full of restaurants and bars, about a block from the beach. Yet, it was quiet! The place is very comfortable, with awesome and quirky decor, two bedrooms, and an air-conditioned, screened-in front porch, which was our dog’s favorite part! Great value!

ALL NEW! Coral Sands II ~Coastal Modern 2/2 IRB
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! :)
Private cottage rentals

Private and Romantic I The Highland Hideaway
This was my second time staying at The Cottage and when I walked in it felt like coming home again. Everything about the place is pretty much perfect, there is nothing more I could have asked for.

Private beach access, Dog-friendly home
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!

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

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

🏡Cottage near Clearwater & Belleair Beaches🏖🌴☀️
I recently stayed at this house and had a wonderful experience. It was incredibly clean, with everything spotless and well-maintained. The space had a warm, homey feel that made it easy to relax and feel comfortable right away. It’s clear the hosts put care into making it welcoming. I’d definitely stay here again!

Backyard Oasis with sand and private pool
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!

Elegant Crystal Beach cottage within sea glimpse
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

The Cook Cottage sleeps 4 in Dunedin
I've stay here a few times and it's very consistent. Perfect walkable location and very clean and comfortable. Thank you.
Quick stats about cottage rentals in Clearwater
Total rentals
70 properties
Nightly prices starting at
£38 before taxes and fees
Total number of reviews
6.1K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
20 properties have a pool
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- John's Pass
- Cortez Beach
- Bean Point Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
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- Vinoy Park
- Coquina Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Fort De Soto Park
- ZooTampa at Lowry Park
- Tropicana Field
- Van Wezel Performing Arts Hall
- Clearwater Marine Aquarium
- Lakewood National Golf Club
- Splash Harbour Water Park
- Jannus Live
- Adventure Island
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