Villa vacation rentals in Longboat Key

My group of 9 was well accommodated and had an amazing stay! Highly recommend to any and all.

Great place just seconds from the beach! We arrived late (2 a.m.) from canceled fights and had trouble with the lock code. (User error) Someone answered my call immediately and got us right in. There’s beach supplies such as a wagon, chairs, umbrella and even towels, which were so convenient. I highly reccomend this place! Great stay!

Couldn’t have found a better place to stay for our trip. After full days at the beaches, sightseeing, and exploring it was so nice to get back to our little house to enjoy the quiet and relaxing oasis. Truly a wonderful place to stay.

Perfect space to get away. Victoria’s place was very clean. Had tons of toiletries. Tons of Amenities. Beach toys. Coolers. Pool towels. Matched the description perfectly. We will definitely be back!! 10/10 recommend.

We had a lovely stay at Villa 7! It was clean, comfortable, and had everything we needed (and more!). The kitchen was well stocked, the beach toys were a fabulous treat for the kids, and we loved the fun garage space! Kat was quick to respond to any questions and very friendly. We appreciated the clear instructions, recommendations, and information she shared with us. We walked to the beach and the pool and could easily rinse off using the outdoor shower. We also enjoyed walking to the Daquiri Deck & Captain Curts, and taking the free Breeze Trolley into the village. This location is great and the villa itself is very nice!! Definitely recommend :)

Th host Chad was super nice person and very understanding he responded in a timely matter. The place was nice and looked like the pictures did. I would definitely book with Chad again !

This villa was very quiet and private. The view of the surrounding area from the lanai was especially enjoyable. It is just a short walk to the pool and to the outdoor grills. The circle is a great place to get a walk in anytime, day or night. The neighborhood is quiet and has a very safe and friendly feel. Clara went out of her way to help when called upon.

The home was very nice. Alex is a great host. I def recommend.

This property was fantastic! Located in a great spot near shopping and restaurants, it made exploring Siesta Keys so convenient. The host was incredibly responsive and attentive, which made our stay even more enjoyable. The home was well-equipped with everything we needed, including beach chairs, beach towels, a large cooler with wheels, and a cart with wheels—perfect for days at the beach! We absolutely loved the patio and pool area; it was the perfect place to relax after a day of exploring. I would highly recommend this property to anyone visiting Siesta Keys and would definitely stay here again on our next trip. Truly a wonderful experience!

Amazing lake house, loved it

We had a wonderful stay at Isabella’s home! It was the perfect place for a family getaway. The house is beautiful, clean, and very well maintained. The beds were extremely comfortable, which made for a great night's sleep. The pool area was awesome — a great spot to relax and enjoy the Florida weather. Isabella was a fantastic host, very responsive and welcoming. We would definitely stay here again and highly recommend it to anyone visiting the area!

The house was exactly what we were looking for, especially for our large family vacation. The location was great and offered easy access to plenty of stores and restaurants, and it was close to the beach which made traveling in the area easy. The ice cream shop next door was amazing and we found ourselves visiting it multiple times throughout the week. We would definitely stay again for future vacations!

The condo was comfortable and conveniently located within easy walking distance to beach, local restaurants and coffee shops. We enjoyed evenings watching the moon rise from the upper deck.

Beautiful house! Lots of room for everyone, sparkling clean! Fantastic location. Perfect for our family gathering.

My husband and I, along with our two daughters, son in laws and 17-month-old granddaughter had a wonderful stay at Calico. The house was stocked with everything you could possibly need and was in a great location. We enjoyed the pool, the fun games and were so grateful for the supply and use of all the beach equipment. Celine was a great host, very responsive and quick to answer any questions we had. Thank you Celine for all the helpful tips, the amazing guidebook and sharing your beautiful home with us. It was our first time visiting Anna Maria Island and we can’t wait to come back!

We had a great time at Nix’s place! Great location, enough room for our family to spread out after our beach days. Nix was very responsive and helpful when we needed it.

5 stars! We had a fantastic stay at this home! The house was spotless and very well-equipped with everything we needed—from kitchen supplies to extra towels. The pool and jacuzzi were definitely highlights; perfect for relaxing at the end of the day. It was also great to find a place that’s truly pet-friendly—our dog felt right at home. Everything was just as described, if not better. Highly recommend and would absolutely stay here again!

Our stay was great for a bachelorette weekend ! The host was so responsive and got back to us right away. Enough towels for 14 + people. The amenities of the house were great. We enjoyed the use of the pool and hot tub! Definitely recommend staying here :)

Vildana is a fabulous host. She allowed us to check in an hour early, and responds quickly to any questions or concerns. We had a great time at her place.

Great location and space

Agata's villa was perfect and she was very responsive when we had a question. We appreciated the well equipped kitchen, modern appliances, lanai dining table, the reading lights and comfortable furniture in the living room, the bathtub as well as shower in both bathrooms, the Smart TV (there are three TVs), and the beach and children's equipment in the garage. The complex is lovely, peaceful and private -- a good place to take a walk, swim in the pool, play pickleball with an active group, use the billiards table in the clubhouse, join in on occasional activities such as bingo or trivia. The area is close to grocery shopping, The Legacy Trail for biking, Tamiami Trail and convenient for traveling to area beaches. We plan to go back here again and again. Thank you, Agata!

My family and I enjoyed our stay. The house is large and laid out nicely with a big updated kitchen, large primary suite with an awesome bathroom, and of course the pool was an added bonus. Only suggestion is to have extra blankets and more glasses and coffee mugs. It's a great place and I recommend staying!

Jeff is very responsive and has a great place. The location is great with a quick drive to awesome spots.

I really enjoyed staying in that house, excellent location abeam the golf course and in a quite and secure neighbourhood. Place is very well kept and clean. Wide spaces and well equipped. The pool has a very clean water and being in the direction of the golf course is quite and provide privacy and a good sun exposure. That was my first time in Venice. I really appreciated the time I spent there. Owner is an excellent host.