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Cottage vacation rentals in Hillsborough County
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Hillsborough County
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Hillsborough County cottage rentals
Cottage rentals with a hot tub
![](https://a0.muscache.com/im/pictures/airflow/Hosting-33635745/original/589409de-948b-4c95-95fa-4452ea81fde1.jpg?im_w=720)
Cottage in Safety Harbor
4.96 out of 5 average rating, 162 reviewsHarbor Oasis with Hot Tub
![](https://a0.muscache.com/im/pictures/miso/Hosting-34228315/original/ab6576c5-991b-4037-92b3-d059df6ed012.jpeg?im_w=720)
Cottage in Tampa
5 out of 5 average rating, 5 reviewsTraveler's Sanctuary
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1007295221335616543/original/70a5064e-56e4-4de9-bbaf-e6cac1981ee1.jpeg?im_w=720)
Cottage in Odessa
5 out of 5 average rating, 18 reviewsBreathtaking Lakefront Glass Cottage
![](https://a0.muscache.com/im/pictures/miso/Hosting-686983750236840665/original/157f60bf-bac9-413d-aa66-71b38214e6a9.jpeg?im_w=720)
Cottage in Largo
4.95 out of 5 average rating, 63 reviewsHidden Oasis #1, just a few minutes to the beaches
![](https://a0.muscache.com/im/pictures/hosting/Hosting-989385579015709281/original/41119bff-4c56-477e-8083-feda533805ce.jpeg?im_w=720)
Cottage in Palm Harbor
4.82 out of 5 average rating, 66 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
![](https://a0.muscache.com/im/pictures/1949f07e-e921-4121-8694-e8961fe1467a.jpg?im_w=720)
Cottage in Tampa
4.94 out of 5 average rating, 83 reviewsHot tub, riverfront, Bush Gardens, kajaks, 2floors
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6OTkzMzQwNDQ5NzMyOTI1NDY1/original/11a8e58f-a6b5-4f82-a645-d994491d4412.jpeg?im_w=720)
Cottage in Largo
5 out of 5 average rating, 24 reviewsFamily FUN~Pool, GameRoom+Bikes, Near Beach/Trail
![](https://a0.muscache.com/im/pictures/miso/Hosting-53367188/original/38837d9c-7c5f-4cfa-9329-8c9c3edeabed.jpeg?im_w=720)
Cottage in Treasure Island
5 out of 5 average rating, 31 reviewsCasa Sunset by Agua Salá
Pet-friendly cottage rentals
![](https://a0.muscache.com/im/pictures/81d42eec-e983-497e-9e6c-d9cff7e76f1d.jpg?im_w=720)
Cottage in Tampa
4.74 out of 5 average rating, 129 reviewsEclectic cottage nestled in million $ street
![](https://a0.muscache.com/im/pictures/miso/Hosting-32990052/original/286dc469-b8b2-4d3e-9c28-82d711e3ad34.jpeg?im_w=720)
Cottage in Dunedin
4.97 out of 5 average rating, 319 reviewsWalk to Downtown & Waterfront - Barefoot Parrot 1
![](https://a0.muscache.com/im/pictures/b17329f5-125d-44d9-b226-0c98798e7772.jpg?im_w=720)
Cottage in Saint Pete Beach
4.87 out of 5 average rating, 158 reviewsSunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes
![](https://a0.muscache.com/im/pictures/a4ec8537-bfcb-4aaa-bfcf-bcc488e58644.jpg?im_w=720)
Cottage in Clearwater
4.84 out of 5 average rating, 119 reviewsBeach Guest Cottage. Gulf Semi Private Area.
![](https://a0.muscache.com/im/pictures/a67f824a-16d7-4981-9423-457b790b914b.jpg?im_w=720)
Cottage in Dunedin
4.84 out of 5 average rating, 320 reviewsCozy up in a French Country nest NEAR EVERYTHING
![](https://a0.muscache.com/im/pictures/miso/Hosting-43236759/original/66033814-38aa-44d6-a80e-74f3cb3221b3.jpeg?im_w=720)
Cottage in Ruskin
4.92 out of 5 average rating, 95 reviewsLittle Manatee River Cottage
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6OTAwMDIwMzU5Njc3MDM3NTAw/original/e4359b68-a2bc-4e1f-9922-3464455a07a1.jpeg?im_w=720)
Cottage in Tampa
4.93 out of 5 average rating, 28 reviewsCarriage House 1893
![](https://a0.muscache.com/im/pictures/ec0e075c-a24f-49ff-bb37-f1c0d6dda9f6.jpg?im_w=720)
Cottage in Safety Harbor
4.94 out of 5 average rating, 18 reviews2B Newly Renovated Casita at Coastal Cottages!
Private cottage rentals
![](https://a0.muscache.com/im/pictures/16b910d9-b535-4047-9e76-2741f411d081.jpg?im_w=720)
Cottage in Dunedin
5 out of 5 average rating, 235 reviewsDowntown Dunedin Historic Orange Blossom Cottage 1
![](https://a0.muscache.com/im/pictures/30c77187-0e5d-479d-8aec-7926f24a6288.jpg?im_w=720)
Cottage in Treasure Island
4.96 out of 5 average rating, 158 reviewsPeacock Beach Cabana beach in 100 steps
![](https://a0.muscache.com/im/pictures/99296498/101346e3_original.jpg?im_w=720)
Cottage in Madeira Beach
4.96 out of 5 average rating, 139 reviewsBEACHFRONT FAIRWINDS Cottage Lower
![](https://a0.muscache.com/im/pictures/miso/Hosting-34784106/original/2cd7e6c9-e9e4-464d-b806-1d2770b5ed39.jpeg?im_w=720)
Cottage in Dunedin
4.93 out of 5 average rating, 174 reviewsDowntown Keylime Cottages 3
![](https://a0.muscache.com/im/pictures/8ad0f7f9-206f-4400-a037-071f98eb274f.jpg?im_w=720)
Cottage in Madeira Beach
4.78 out of 5 average rating, 170 reviewsQuaint Madeira Beach Cottage with Heated Pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-54323808/original/dd3b8b64-bc91-46b9-aec8-ab5f22705a19.jpeg?im_w=720)
Cottage in Treasure Island
4.9 out of 5 average rating, 128 reviewsHistoric Holly House on Treasure Island
![](https://a0.muscache.com/im/pictures/0272dbce-9114-42c0-836b-579a3136d1a6.jpg?im_w=720)
Cottage in Madeira Beach
4.84 out of 5 average rating, 119 reviewsFamily Friendly Beach Cottage in Madeira Beach, FL
![](https://a0.muscache.com/im/pictures/airflow/Hosting-16865294/original/b5d8948c-b939-4801-9e9a-1c84d0eb4263.jpg?im_w=720)
Cottage in Riverview
4.94 out of 5 average rating, 71 reviewsAlafia River Cottage
Destinations to explore
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