Cottage holiday 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 favourite
Cottage in Sarasota
4.84 out of 5 average rating, 45 reviews

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

TerriRating, 5 stars2 weeks ago
Marc and Dave were incredible. They were responsive and proactive! I will definitely be back. We had a family of 7 and even though it was small, we were comfortable. The bikes were an added bonus and amazing to use for our trips to the Daiquiri Deck! Although the weather didn’t cooperate we still had an amazing time and would 10000% recommend this place. Traveling with 5 kids can be stressful and they made accommodations seamless!
Cottage in Sarasota

Family cottage with rare to find private backyard!

KristaRating, 5 stars20 months ago
This place was wonderful! And so are the hosts! So beautiful, very clean, well stocked & well appointed home. I SOOO VERY MUCH LOVED staying here. You can be sure that you will be well tended to AND have your own private space. Plenty of room. Dishes, dishwasher, pots, pans, towels, washer/dryer…everything you need! I can’t say enough about how accommodating & kind the owners are from afar & just how great this place is. Thank you, Andrea and Jennifer!
Cottage in Sarasota

Sun Outdoors Sarasota-1 Bedroom Cottage w/Loft

JulieRating, 5 stars12 months ago
Sun was incredibly responsive and accommodating!
Guest favourite
Cottage in Sarasota
4.85 out of 5 average rating, 40 reviews

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

HeatherRating, 5 stars2 weeks ago
We had a great trip and loved our stay at the cottage! There was plenty of room for our family of 4 and our dog. The cottage was well stocked with everything you may need. We also liked that there were no stairs. The courtyard was very pretty and had games set up. It was a short, pleasant walk to Crescent Beach, our favorite beach in the area. It’s beautiful, less crowded than Siesta Beach, and a great spot for shelling. During low tide we were able to get to Point of Rocks and that area is so beautiful! Highly recommend!
Cottage in Venice
4.4 out of 5 average rating, 10 reviews

Cottage near Venice Beach

PeggyRating, 5 stars3 months 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 favourite
Cottage in Siesta Key
4.92 out of 5 average rating, 63 reviews

Cozy Cottage 1 block from Beach

DaltonRating, 5 stars1 month ago
Small but cozy place. Perfect location to walk to the beach or to get something to eat.
Cottage in Sarasota
4.67 out of 5 average rating, 3 reviews

Cozy Cottage at Sun Outdoors Sarasota

NathanRating, 5 stars32 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.
Cottage in Port Charlotte
5 out of 5 average rating, 3 reviews

Cute Port Charlotte Home w/ Resort Amenities!

MarceRating, 5 stars32 months ago
Great place to stay very clean and comfortable.

Pet-friendly cottage rentals

Top Guest favourite
Cottage in Nokomis
4.99 out of 5 average rating, 80 reviews

Pink Pineapple Cottage

ErinRating, 5 stars2 weeks ago
We had a wonderful time at the Pink Pineapple! The space was very private, well equipped, and gave the perfect beach ambiance. I am from this area and this AirBnb embodied Nokomis and made me feel right at home. The hosts are very kind and always willing to answer questions and help! Highly recommend staying here. Definitely will be staying again!
Cottage in Sarasota
4.78 out of 5 average rating, 72 reviews

Lovely ❤ Cottage - Very Close to Siesta Key & More

KathyRating, 5 stars11 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 favourite
Cottage in Siesta Key
5 out of 5 average rating, 9 reviews

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

CarrieRating, 5 stars2 weeks ago
Amazing location, we were in walking distance of the downtown & the beach. The house was perfect for our family. Very clean and had everything we needed. Chairs, a cooler and a beach wagon was provided for our beach trips as well. The sunsets on Seista Key Beach were beautiful. We had some wonderful meals at the local spots, it’s a great place to relax and unwind, very laidback. The host Mark was very friendly and helpful. We will definitely be back in the future.
Cottage in Venice
4.72 out of 5 average rating, 136 reviews

Cozy Florida Cottage

SarahRating, 5 stars2 weeks ago
Loved this place! Will be returning, home was clean and stocked, perfect location. Very close drive to beaches and restaurants. It is a 35 minute walk to the beach and the internet connection was spotty but still a great place to stay!
Cottage in Sarasota
4.81 out of 5 average rating, 248 reviews

Cozy Cottage by the Bay

PamelaRating, 5 stars6 days ago
cottage was comfortable and easy access to everywhere we needed to go
Superhost
Cottage in Sarasota
4.91 out of 5 average rating, 11 reviews

Walkable to Downtown and Parks Brand New Furniture

OlyaRating, 5 stars3 weeks ago
Enjoyed the stay. Will definitely come back. Great location, perfect vacation vibe, so close to everything. Fun and relaxing.
Superhost
Cottage in Bradenton
4.89 out of 5 average rating, 9 reviews

Studio competely remodeled

TracyRating, 5 stars6 days ago
The unit was located in a beautiful, quiet neighborhood. Parking was right in front. Lots of pretty trees. Interior was nicely decorated with everything you could need including a hair dryer & coffee maker. Bed & couch were comfy. We really enjoyed our stay here.
Guest favourite
Cottage in Siesta Key
4.9 out of 5 average rating, 166 reviews

Siesta Key Cozy Cottage across from the beach!

SusanRating, 5 stars1 week ago
Great place. Clean and quiet and perfect for what I needed. Had a back patio and grill, and spacious living room. It was a bit difficult to find the exact cottage. Location was perfect. Barb is responsive and kind. Bring quarters for the laundry in case you need to do laundry in the on-site laundry room, as the app didn't work. I would definitely stay again.

Private cottage rentals

Top Guest favourite
Cottage in Siesta Key
4.95 out of 5 average rating, 80 reviews

Surf Shack- Walk to Village/Boat Dock Included

TeddyRating, 5 stars1 month ago
Jim's surf shack is the perfect siesta key get away. The walk up to it through the courtyard was so inviting every time. Inside was spotless, had everything I could ask for including complementary k cups. His dock across the street is the perfect place for a morning coffee or nightcap. Jim was also an extremely pleasant host. Although not always guaranteed, he offered me early check-in that was quite earlier than normal. Due to timing, I could not take advantage of it but it just shows how gracious of a host he is. 5* through and through and I cannot wait to come back to the shack!
Guest favourite
Cottage in Nokomis
4.92 out of 5 average rating, 93 reviews

The "Turtle Cottage" - a charming beachy retreat.

CarolynRating, 5 stars3 weeks ago
Great place located within walking distance of Nokomis beach and beach bars/restaurants. Few minutes drive to Venice for numerous other food options, along with fast food on the main road nearby. Very peaceful location.
Guest favourite
Cottage in Siesta Key
4.88 out of 5 average rating, 316 reviews

Cottage on Siesta Key Beach

CherylRating, 5 stars1 week ago
This whimsical beach cottage was exactly what we needed after Hurricane Milton. The house was stocked with everything we needed to feel at home. The beds were comfortable and the location was perfect. It was unfortunate to see the devastation from the hurricane around the property, but thankfully Andrew’s place was seemingly untouched. We’re very happy for you! Thank you for providing a great place to enjoy the bay and the beach!
Top Guest favourite
Cottage in Englewood
4.98 out of 5 average rating, 54 reviews

Magnolia Cottage

ChristinaRating, 5 stars1 month ago
We had a great stay at Magnolia cottage. Easy drive to the beach. Very clean, felt safe. It was nice that Karmen reached out to me to make sure we got checked in without any problem.
Guest favourite
Cottage in Sarasota
5 out of 5 average rating, 106 reviews

Chic Sarasota Cottage: Near Beaches & Downtown!

KarenRating, 5 stars1 week ago
Our third time staying at this wonderful cottage, we love it. It is spacious, quiet, nicely decorated, and has very comfortable furnishings. With a fully stocked kitchen and washer & dryer it is like a home away from home.
Top Guest favourite
Cottage in Englewood
4.98 out of 5 average rating, 58 reviews

Waterfront! Sunset Views Nightly!

NormaRating, 5 stars10 months ago
House was very cozy comfortable and relaxing , Choose from many beaches around area , would stay there again.
Guest favourite
Cottage in Sarasota
5 out of 5 average rating, 31 reviews

Mossy Oaks-beaches nearby-ice-cream and coffee

AndreRating, 5 stars2 months ago
Loved staying at Carolyn’s place - only wish we could have stayed longer! The place is super accessible to different parts of town - in a peaceful neighborhood, and very comfortable accommodations. Carolyn was super friendly and responsive - highly recommend!
Guest favourite
Cottage in Sarasota
4.85 out of 5 average rating, 68 reviews

Cozy Cottage close to everything w/ grill on patio

EricRating, 5 stars2 months ago
Enjoyed a nice get away for two at a great location that offered relaxed and warming vibes. thank you!

Destinations to explore