
Cottage holiday rentals in Sarasota County
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Top-rated cottage rentals in Sarasota County
Guests agree: These cottages are highly rated for location, cleanliness and more.
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Popular amenities for Sarasota County cottage rentals
Cottage rentals with a hot tub

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

Family cottage with rare to find private backyard!
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!

Sun Outdoors Sarasota-1 Bedroom Cottage w/Loft
Sun was incredibly responsive and accommodating!

Siesta Key Cottages Crescent 1A Beach/Pool/Hot Tub
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 near Venice Beach
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.

Cozy Cottage 1 block from Beach
Small but cozy place. Perfect location to walk to the beach or to get something to eat.

Cozy Cottage at Sun Outdoors Sarasota
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.

Cute Port Charlotte Home w/ Resort Amenities!
Great place to stay very clean and comfortable.
Pet-friendly cottage rentals

Pink Pineapple Cottage
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!

Lovely ❤ Cottage - Very Close to Siesta Key & More
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.

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

Cozy Florida Cottage
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!

Cozy Cottage by the Bay
cottage was comfortable and easy access to everywhere we needed to go

Walkable to Downtown and Parks Brand New Furniture
Enjoyed the stay. Will definitely come back. Great location, perfect vacation vibe, so close to everything. Fun and relaxing.

Studio competely remodeled
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.

Siesta Key Cozy Cottage across from the beach!
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

Surf Shack- Walk to Village/Boat Dock Included
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!

The "Turtle Cottage" - a charming beachy retreat.
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.

Cottage on Siesta Key Beach
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!

Magnolia Cottage
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.

Chic Sarasota Cottage: Near Beaches & Downtown!
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.

Waterfront! Sunset Views Nightly!
House was very cozy comfortable and relaxing , Choose from many beaches around area , would stay there again.

Mossy Oaks-beaches nearby-ice-cream and coffee
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!

Cozy Cottage close to everything w/ grill on patio
Enjoyed a nice get away for two at a great location that offered relaxed and warming vibes. thank you!
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- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- North Beach At Fort DeSoto Park
- River Strand Golf and Country Club
- Myakka River State Park
- Alafia River State Park
- North Jetty Beach
- Things to do Sarasota County
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