Cottage vacation rentals in Siesta Key

Literally, it was only 2 minutes to the beach! The beach is private and deep! Our villa was festive and comfortable. Plenty of room for 4 or 5 people. Didn’t need a car at all: trolley goes up & down the key, from turtle beach to siesta beach and the village every 20 minutes. Ubers/Lyfts were plentiful and fairly priced. $25 to/from SRQ. We prefer off season, so the area was not crowded. Support locals at the village shops, or Instacart/Amazon supplies and groceries. Quarter operated laundry on site. Incredibly friendly and helpful staff. Casa Blanca vacation rentals- we’ll be back!

Excellent stay Excellent hosts Thank you for hosting us

I had the most beautiful time❤️The accommodations were perfect and Kristen is a very gracious host. The settings ideal with a resident horse and cow . There is a grill and a pool and a washer/dryer. The setting is very private and the space is well appointed. Kristen goes out of her way to ensure that a fun, relaxing and memorable time is had. I truly appreciated how pet friendly the property was also. It was beyond perfect😊🌸💕🐴

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.

A week of absolute relaxation. Literally 20 steps to the beach. Wonderful sunsets. The community was great extremely friendly people. Will be back again soon.

The Cottage made the perfect home base while seeing friends and exploring nearby attractions. The house was neat and clean, the bed comfortable, and everything looked just as described in the photos. The pool was an added bonus - a great start to every day! The quiet neighborhood was a short drive away from restaurants and nearby cities and beaches. It was a short walk through the neighborhood to the waterfront, a perfect place for watching sunsets. I’d highly recommend staying at Stephen’s Cottage!

This was our 3rd year staying at Kelly's cottage. We always have a wonderful time seeing our family. This cottage is the perfect size, big, roomy, and always squeaky clean !! It has everything you need for your stay. Looking forward to coming back next year !!

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!

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!

Great home and location with all the amenities that we needed. We walked and rode our bikes all over, and enjoyed the local restaurants.

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!

House is very nice and comfortable in great location on the island. Location was outstanding few steps from the beach less than five minutes walk beach furniture are not enough for the number of people so plan ahead how you’re gonna get beach furniture from Goodwill or people who are already leaving. It’s very convenient to be close from anywhere on the island And there are restaurants and gift shops five minutes walking from there. Kitchen was great and very well equipped the pool and the hot tub was amazing. Furniture overall was very comfortable but if you use special pillows bring it with you. The isolated room is a great plus but two rooms have no privacy at all and one of the bathrooms doesn’t even lock They take the number of people in the house very seriously so if u have friends with u in the trip but not staying in the same house don’t invite them over. Cheryl was a good communicator even after check out. Love Anna Maria and will be back soon

Sun was incredibly responsive and accommodating!

We had the best time - it was everything we could've wanted in a rental! This was our first time staying in Holmes Beach and we loved it. The house is close to everything in town. We used and enjoyed all the wonderful amenities that Craig provides - the golf cart (a must!), beach cruisers, beach wagon, umbrella and chairs. The pool, hot tub and hammock were also a highlight for us. We can't wait to come back!

All New inside all linens, furniture, floors, impeccable, and perfectly decorated for this island-feel. Great location-3 min walk to the beach entrance, and a couple blocks from golf cart/bike rentals, liquor, store, Café and the causeway. The property management was easily accessible.

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.

My son and I had a wonderful stay at this cute little cottage. Everything was clean and well-decorated, and we had everything we needed in the kitchen. We loved having the golf cart to run around in! The host also provided beach chairs and a kayak to use, which was very handy. The area is pleasant, situated in a quiet neighborhood with public tennis and basketball courts across the street. Anna Maria is a happy little island, with a lot of good food and entertainment, and a number of beach areas to choose from. Lynda was very responsive to any questions we had, and provided a lot of easy -to-follow instructions for the house, as well as lots of helpful tips about the area. We will definitely be back!

Gloria's place was perfect for our needs! It accommodated us and our 2 dogs well with peaceful outdoor areas and easy access to water activities. Wish we could have spent more time enjoying the area!

Lovely and spacious. Bathrooms and kitchen appear to be brand new. A charming comfortable space.

Had a great stay ! Fishing was fun and right across the street Would stay again for sure !

If you're looking for a peaceful retreat, you'll find it here. We had an amazing experience at the Lazy Gator ! Cottage is equipped with everything you could need, including alligators that swim by and bass jumping out of the water. We would definitely return. Thanks Josh!

the place was beautiful felt like home super clean close to beautiful beaches easy check in would recommend it 100%

This was our second summer in a row staying at the cottages. We always have a blast.

Enjoyed the stay. Will definitely come back. Great location, perfect vacation vibe, so close to everything. Fun and relaxing.