Holiday rentals with a pool in Old Naples

We had a lovely holiday at this accommodation. The property was exactly as described, clean, comfortable, and equipped with all the home comforts. It’s set in a beautiful location, which made our stay even more enjoyable. We did experience a minor issue with some water coming into the property due to unforeseen circumstances. However, the host, Marc, was outstanding. As soon as we reported the issue and sent a video, he responded immediately. A maintenance professional arrived within the hour, and the problem was quickly resolved with minimal disruption. Marc’s professionalism, efficiency, and excellent customer service truly stood out. Despite the small hiccup, everything was handled so well that it didn’t take away from our overall experience. I would definitely recommend this property and would happily stay again!

We live in Estero, but our children & grandchildren were visiting & I needed a larger place with a pool to accommodate everyone. It was exactly as we needed. Quiet, peaceful, private & enjoyable. We brought our cornhole board & large jinga blocks, so it was perfect combo with what he already offered for our family.

First time going through Airbnb and it did not disappoint. Michele made everything go as smooth as possible with check-in, recommendations for places to eat/beaches to visit, and being very responsive. House was exactly as described from the amenities to the pictures provided. We would definitely rent this house from Michele again if we are in the Naples area. Thanks Michele for providing my family and I a great place to stay and enjoy while we were in Naples.

We had a great stay! The host is very accommodating and great communication. The home was beautiful.

First time in Naples and 10/10 would stay here again. Everything was very clean and looked how it was in pictures. Inside and outside was beautiful, backyard was amazing pool was very clean and all amenities were a nice addition. Samuel was also very responsive and gave very clear instructions on everything as well as many recommendations for the area!

We have stayed with Karrie and Todd before and have loved their beautiful home. We have had the privilege of staying at her other space as well and loved the quality of decor, cleanliness, and friendliness of our hosts!! Will stay and recommend both places in the future

Jesse’s home was clean and had an easy check in process. Everything listed n description as far as amenities was accurate. The area was quiet and was a quick 8 minute drive to Naples downtown area. Check out was easy as well with clear instructions given the day before along with what needed to be done before leaving. If we ever stop by Naples again we know where to stay for an affordable and family friendly home.

Excellent stay. Well equipped, responsive hosts, so comfortable. Loved the pool area, kitchen and dining area, master bed and bath - excellent. Would highly recommend!

We had an incredible week at this beautiful Ft. Myers Beach condo! From the moment we booked, Caihlin was warm, responsive, and extremely thoughtful—providing clear check-in instructions, local tips, and even a care package that made us feel right at home. The location was unbeatable. Mornings spent sipping coffee on the deck while watching dolphins glide by felt like a dream. The beach, just steps away, was private and peaceful—a perfect escape from the crowds. We tried several of the recommended restaurants and weren’t disappointed once. It’s clear Caihlin truly knows and loves this area. We left feeling refreshed, grateful, and already plotting our return. Highly recommend this stay to anyone looking for a little slice of paradise!

We had an amazing time. The condo was extremely clean and had everything you could need and more. I am extremely organized and felt like I was right at home. lol. We will definitely stay here on future trips to Naples!

Beautiful place at Naples , blocks away from the beach and the zoo, close to explore what Naples has to offer. The condo was clean well organized, we felt right at home Tamara is a great host and she was very attentive asking how we doing , making sure everything was going well with us. I would come back

Dovile's condominium was perfect for our family of four. It was just like the pictures and was very clean and well stocked. It was also very convenient to Naples, Marco and the Everglades. We loved being able to walk to tennis, pickleball and the pool and we really enjoyed the wonderful golf at Lely! Dovile's responses were always extremely timely, kind and answered any and all of our questions. We loved our stay and would definitely stay there again! Thanks so much, Dovile for being such a great host and for renting us your fantastic condominium! All the best, John and Julie

I have stayed in no fewer than 8 different units at PSR over the years and this was by far the most highly finished, nicest, most-well-outfitted! Will definitely stay again. Lauren has done a fabulous job and has really thought of everything!

Josh’s unit is newly updated and has everything you need for your stay. It’s lovely. Josh is very responsive. Even our building’s elevator is new! The pool area is well maintained . Hog Harry’s restaurant on site was our delightful bonus. Good food and great service. We’ll be back!

I loved this place!! We had a really great family time. The property was very nice and clean which was super important to me because I went with my 5 months old baby. The host was super nice and gave me all the instructions that I needed before the check-in. I would highly recommend this place!!!!!

My husband and myself really enjoy our time there please with spotless easy to get to across the street from the beach restaurants close by people were friendly and I really enjoyed my time. Thank you, Rose.