
Cottage vacation rentals in Sarasota County
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Top-rated cottage rentals in Sarasota County
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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
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!

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

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.

Charming Coastal Oasis 2 Bed/2 Bath Cottage
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

Pink Pineapple Cottage
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!

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
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.

Cheerful 2 bedroom art studio bungalow with dock
Wonderful home, great energy with beautiful artwork. Nadja was a wonderful host.

Cozy Florida Cottage
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!

Charming Bungalow | Close to Beach | 2 Beds
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.

Cozy Cottage by the Bay
Loved our stay! The neighborhood was quiet & peaceful and the home was very clean and cozy. It felt very comfortable.

Cozy Cottage near Siesta Key Beach
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.
Private cottage rentals

Surf Shack- Walk to Village/Boat Dock Included
He has everything . 3 umbrellas, 2 beach chairs, full kitchen comfortable bed plus more. Close to siesta Beach and Siesta Key village!

The "Sun Cottage" - your relaxing interlude!
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.

Cottage on Siesta Key Beach
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!

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

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!

Mattie’s Cottage by the Bay
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.

Sand dollar cottage of Pinecraft
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!

MK Farm - Cottage by the Beach
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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- Crescent Beach
- John's Pass
- Cortez Beach
- Bean Point Beach
- Lido Key Beach
- North Beach
- Vinoy Park
- Coquina Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Myakka River State Park
- Tropicana Field
- Van Wezel Performing Arts Hall
- Lakewood National Golf Club
- Jannus Live
- Sunken Gardens
- Englewood Beach
- River Strand Golf and Country Club
- Alafia River State Park
- Tara Golf & Country Club
- North Beach At Fort DeSoto Park
- Marie Selby Botanical Gardens
- Del Tura Golf & Country Club
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