Cottage vacation rentals in Sarasota County

Find and book unique cottages on Airbnb

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Popular amenities for Sarasota County cottage rentals

Cottage rentals with a hot tub

Guest favorite
Cottage in Sarasota
4.83 out of 5 average rating, 41 reviews

Siesta Key Cottages Crescent 1C Beach/Pool/Hot Tub

AlisonRating, 5 stars2 weeks ago
We had a wonderful vacation at the Siesta Beach Cottages. The property was exactly as described in the listing. The condo very clean and had everything my family of 4 needed for a week’s vacation - beach chairs, beach towels, bikes, grill, washer/dryer, bedsheets, towels, and full kitchen. Neighborhood was quiet and neighbors were friendly. Communication about the property, amenities, and location, and nearby activities made the stay stress-free! Cottages are within short walk to the beautiful beach and restaurants. Thanks for a great vacation, can’t wait to return!
Guest favorite
Cottage in Sarasota
4.84 out of 5 average rating, 38 reviews

Siesta Key Cottages Crescent 1A Beach/Pool/Hot Tub

ElizabethRating, 5 stars3 weeks ago
We came with three other families so we had possession of all four cottages. Check-in was extremely easy and smooth. They went above and beyond to try to get us in early since they knew we were arriving before check-in. It was the perfect space to gather all our family and friends and be able to enjoy family dinners each night together. The location was great for us! Our teenagers walked down every day to where all the hustle and bustle was, but the adults really enjoyed being at the more peaceful end of the beach. I can’t say enough about how amazing this place is. It had all the amenities that you could ask for. Plenty of restaurants to walk to. Would highly recommend this place, especially for multiple families as it was nice to be able to gather, but to also have your own space. We will definitely return! Thanks so much for a wonderful stay.
Cottage in Venice
4.4 out of 5 average rating, 10 reviews

Cottage near Venice Beach

PeggyRating, 5 stars1 month ago
Clean, comfortable unit. Kitchen was well stocked. Bathroom had a generous supply of plush towels. Danil and David were great to work with. I would return again.
Guest favorite
Cottage in Siesta Key
4.92 out of 5 average rating, 61 reviews

Cozy Cottage 1 block from Beach

ScottRating, 5 stars3 weeks ago
Great private stay a block from the beach and two blocks from the village. The area is very walkable for things to do and eat. If you’re looking for a honeymoon, anniversary or getaway spot this is perfect! And the hot tub is a nice touch.
Cottage in Sarasota
4.67 out of 5 average rating, 3 reviews

Cozy Cottage at Sun Outdoors Sarasota

NathanRating, 5 stars30 months ago
A very cute, comfortable, clean and exceptionally appointed cottage. Brian is a wonderful host. We really enjoyed our stay there and look forward to visiting again. The SOS facility is a great place for family stays and is a major plus as well.
Guest favorite
Cottage in Sarasota
4.76 out of 5 average rating, 127 reviews

Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub

KristenRating, 5 stars3 weeks ago
There were 6 of us total as we had some young teachers on spring break and their friends with us. The space worked well for all of us and the location is great. The beach was an easy walk, our cottage had a fenced in area for our pup, there are shops and restaurants within walking distance. We enjoyed the pool and the hottub. Dave who assists in the care of the place was available and very responsive to all needs and questions. We hope to come back and we would recommend it to anyone.
Guest favorite
Cottage in Sarasota
4.97 out of 5 average rating, 33 reviews

Charming Coastal Oasis 2 Bed/2 Bath Cottage

CindyRating, 5 stars3 weeks ago
We loved Lara's place, and she was extremely easy & quick to communicate with. We love the quiet neighborhood and the pool was the cherry on top! We will definitely be reserving her sweet home again!

Pet-friendly cottage rentals

Top guest favorite
Cottage in Nokomis
4.99 out of 5 average rating, 79 reviews

Pink Pineapple Cottage

SamRating, 5 stars9 months ago
Easy check in and check out. Very private space and very secure with the security gate. Felt right at home! My friend and I have stayed here multiple times and it’s great every time!
Cottage in Sarasota
4.78 out of 5 average rating, 72 reviews

Lovely ❤ Cottage - Very Close to Siesta Key & More

KathyRating, 5 stars9 months ago
This house was easy to find & it looked just like the photos. The location was very convenient—only 5 miles from Siesta Key beach. Lots of restaurants nearby.
Top guest favorite
Cottage in Siesta Key
5 out of 5 average rating, 6 reviews

Cottage w/pool 1 block to village, 3blks to beach

AmyRating, 5 stars9 months ago
This place was amazing. The backyard was the largest Ive seen in Siesta Key for sure. Home was extremely well stocked and Mark was super laid back. Didnt want to leave today but we will be back.
Cottage in Venice
4.73 out of 5 average rating, 130 reviews

Cozy Florida Cottage

ClodeenRating, 5 stars2 weeks ago
Perfect location to collect shark teeth at the nearby beach and check out the Warm Mineral Springs not to far away! Benjamin was super responsive to my messages and very helpful. The place was spotless upon arrival. We enjoyed our stay and would happily come again!
Superhost
Cottage in Sarasota
4.65 out of 5 average rating, 17 reviews

Charming Bungalow | Close to Beach | 2 Beds

SusanRating, 5 stars4 months ago
Adorable, spotless duplex on a quiet street. One of the best properties I have ever rented. Hosts are responsive and pleasant. Will rent again when in the area.
Cottage in Sarasota
4.81 out of 5 average rating, 238 reviews

Cozy Cottage by the Bay

AseemRating, 5 stars1 week ago
great little place, very close to the airport and some local attractions. ideal for small families, with a stocked up kitchen and utensils, couldn't have asked more to cook food for the toddlers. Joe also lent us some beach stuff, and coming from Boston, it was great to save some time and effort in hunting for these locally (thank you). will definitely consider for future visits.
Top guest favorite
Cottage in Sarasota
5 out of 5 average rating, 36 reviews

Cozy Cottage near Siesta Key Beach

JoyRating, 5 stars1 month ago
We thoroughly enjoyed our stay at Canopy Cottage. This was our second year staying and loved it even more. Jami is an excellent host. We loved being close to the Legacy Trail to ride bikes and the sort drive to Siesta Key Beach! Would definitely stay again.
Superhost
Cottage in Bradenton
4.88 out of 5 average rating, 8 reviews

Studio competely remodeled

RichRating, 5 stars1 month ago
My wife and I loved it. We spent 2 weeks there and it was a perfect place in a perfect location. Highly recommended and we will plan a re-visit if it’s available on my next trip.

Private cottage rentals

Guest favorite
Cottage in Siesta Key
4.95 out of 5 average rating, 77 reviews

Surf Shack- Walk to Village/Boat Dock Included

BlakeRating, 5 stars2 weeks ago
We had a wonderful stay at Jim’s place! The location is perfect—just a short walk to the beach and close to everything you need. The home itself is beautiful, clean, and comfortable, with everything thoughtfully set up for a relaxing getaway. What made the stay even better was Jim himself—he’s incredibly kind, welcoming, and great to talk to. You can really tell he cares about making sure his guests have a great experience. We’d absolutely stay here again and highly recommend it to anyone visiting the area!
Guest favorite
Cottage in Nokomis
4.83 out of 5 average rating, 48 reviews

The "Sun Cottage" - your relaxing interlude!

KellyRating, 5 stars4 months ago
We love the Sun Cottage. This is our second stay there. A really nice place. Within walking distance or short drive to the beach. Lauren responded to our questions very quickly. We stayed two months so we really appreciated the washer/dryer and the stocked kitchen. We would definitely book again.
Guest favorite
Cottage in Siesta Key
4.87 out of 5 average rating, 310 reviews

Cottage on Siesta Key Beach

AllisonRating, 5 stars1 week ago
Great place. Kitchen was well stocked for staying in. ICW on one side and nice walk to the beach. We will keep this one on our list for future stays in Siesta Key!
Top guest favorite
Cottage in Englewood
4.98 out of 5 average rating, 58 reviews

Waterfront! Sunset Views Nightly!

NormaRating, 5 stars8 months ago
House was very cozy comfortable and relaxing , Choose from many beaches around area , would stay there again.
Guest favorite
Cottage in Sarasota
4.85 out of 5 average rating, 68 reviews

Cozy Cottage close to everything w/ grill on patio

EricRating, 5 stars2 weeks ago
Enjoyed a nice get away for two at a great location that offered relaxed and warming vibes. thank you!
Top guest favorite
Cottage in Osprey
4.96 out of 5 average rating, 51 reviews

Mattie’s Cottage by the Bay

MaryRating, 5 stars3 weeks ago
We absolutely loved our stay at Todd and Marie’s lovely home. We’ve stayed in many Airbnb’s and this one stands out as one we felt completely at home. The bed was extremely comfortable, the linens crisp and clean. The kitchen was perfectly appointed. The sweet front and back porches were great places to hang out morning and evening. The air conditioning units worked beautifully on hot days. But the windows on the front porch worked well letting in cool morning breezes. The walk around the neighborhood and short walk to the water were covered with extraordinary live oak trees. We discovered a fun tiki bar with great music and food just down from the house. However, with that said, it was extremely quiet at the house. The location was perfectly situated off the main route 41 connecting the beach towns and found it easy to get around to get to the beaches on the Gulf. I highly recommend this airbnb.
Guest favorite
Cottage in Sarasota
4.9 out of 5 average rating, 51 reviews

Sand dollar cottage of Pinecraft

KaitlynRating, 5 stars1 week ago
Carolyn’s place was absolutely lovely. The community at this location feels safe and very peaceful. there is a lovely coffee shop a block away, and the house is centrally located about 20 minutes from everything-including Siesta Beach. The house had everything we needed, and it truly felt like we were right at home. We will for sure be booking this place again in the future! Thank you for such a beautiful and peaceful weekend get away!
Guest favorite
Cottage in Englewood
4.93 out of 5 average rating, 15 reviews

MK Farm - Cottage by the Beach

Terri LeeRating, 5 stars1 month ago
Kelly's place was a welcoming retreat. So quiet, beautiful surroundings and lots of creatures to see and hear. The cottage is cozy and well equipped, lots of natural light, a comfortable bed, quality linens and a spacious, well lit, shower. :) We had everything we needed, enjoyed the time we spent there and hope we can return on one of our future trips to Englewood.

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