Vacation rentals in Siesta Key

A beautiful home with a private, relaxed atmosphere and all the amenities you could need.

home was very clean and cozy!! everything was in walking distance and close to the beach, restaurants and shops were walkable distance 😊

Brenda’s place was just as listed. Great location, clean, great space to call home for the week. Within walking or short drive to many restaurants and shopping areas. Walk to the beach was easy especially with all the beach supplies in the condo. Brenda was also very responsive when I reached out with clarifying questions.

We loved our stay and look forward to coming back! The house was perfect and had everything we needed. The beach was such a short walk that we went multiple times a day. Having a pool was key for easy activities with two small kiddos! They didn’t want to leave!

Location was excellent, property was clean and as described. Free trolley service right on the corner made traveling to the Village easy. The view of the beach was beautiful and the shower had ample pressure and hot water for the 5 of us. Only thing it was lacking was enough towels and cleaning supplies to keep kitchen area cleaned up after meals. Will. Definitely return in the future!

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!

Place was gorgeous as pictured and very clean and comfortable. The deck is amazing! We enjoyed sitting out every night. Even though unit is on a busy main road, the traffic was quiet by 11 pm. Could not hear traffic much inside. Could not see sunset from deck during our time of stay. Ad should advise it is visible only certain times of the year. The town is easy to maneuver and find things. Trolleys are numerous and run frequently. Drivers are very entertaining. This was our first rental through Airbnb. You might want to mention the management office at the condo building has nothing to do with this unit and will not help you with anything. Host of our unit was very helpful and responded immediately to any needs! Would definitely rent again!

Jeff was a great host. Everything went smoothly. Would highly recommend

We loved staying here! The house was very clean and we felt right at home! We absolutely LOVED the backyard area with the private pool! The location was very walkable! The owner’s were very responsive and kind!

My wife and I had a great time at this stay. Lots to do at the house along with great beaches and restaurants within a 15-20 minute drive. The house was clean and had everything that you might need. We were able to drive to Disney in just over an hour and a half which provided a different experience to go along with the daily beach/pool trips. Cool AC inside to combat the humid 88 degree weather in June 2025.

Our family enjoyed a wonderful week at Jonathan's house. Excellent, quiet location within walking distance from Crescent Beach and a short drive or shuttle from Siesta Beach and Siesta Village. The house featured a ton of great amenities, we were especially appreciative of the beach chairs and wagon which really came in handy. Plenty of space for our family of 4. Beds were comfortable and the outdoor space was an added bonus. A very comprehensive guest book was also provided that we referenced several times as this was our first time to the area.

We had a great stay. We were there to have a relaxing beach vacation and were so happy to see all of the items we needed to spend time at the beach. The place is super comfy, clean, and quiet. Would definitely stay here again!

Such a beautiful place to stay! Very clean! The kitchen was stocked with all the dishes you will need. The view was amazing!!! The free trolly into the village was so easy. The beach accessories were so nice to use. All we had to do was cross the street and we were on the beach. The pool area was also very nice! Grilling area was nice and clean and a small smoking area so my husband could enjoy a few cigars. Great communication! Thank you! Was a fantastic vacation!

Nice place, convenient location. Great pool for kids

Really enjoyed Lisa’s home! Great location, very peaceful, loved that beach essentials were provided, and the kids loved the bikes! Highly recommend this place :)

Great place for just two. Kitchen was updated and had all you would need. Living room has comfy furniture. Bed was a King and was cozy with extra tv for nighttime wind down. Plenty of Beach towels so a short walk to the pool has you covered. Nice pool area with sun or shade. Beautiful views!!

The home is beautiful and well appointed with everything you need for your stay. The neighborhood is quiet and the pool was enjoyed daily! The location is a quick drive to Siesta Key, Lido, and Saint Armand’s. It took about 10-15m for each of these. I would stay here again when we return to Siesta. It is a beautiful home in a great neighborhood!

We enjoyed our stay! Very clean and has everything you’d need. John is very responsive which we appreciated. Would recommend staying here!!

Marko’s family home was beautiful, charming, and spotlessly clean. The home is perfectly located, walkable to beautiful beaches and great restaurants and shops, including the market. Marko was extremely hospitable, ensured we were all set and gave wonderful recommendations. We loved this place and will be back again next year. Thank you!

Solen was an amazing host—very responsive, friendly, and helpful throughout our stay. She even brought us a brand-new can opener when we needed one! The house was spotless, cozy, and located in a great area. We had a wonderful time and would definitely stay again!

We had a wonderful experience in this home. The pool was a blast, baby safe inside and out of the house, quiet neighborhood and close to many fun things to do.

We thoroughly enjoyed our stay. The house was a private and calm place to come home to after our long beach days. We enjoyed spending our nights out by the pool. The pool lights we a nice touch. Would recommend to those who enjoy being in a quiet area.

Great place to stay !! The house is beautiful, it’s in a great location and I love the pool area, I had so much fun with my friends on this trip and we’re planning to come back !!

Great place to stay. Awesome location, walking distance from attractions, restaurants, and the beach. Very clean and a nice layout inside.