Holiday rentals with a pool in Gasparilla Island

Loved our stay at Joeldys place, beautiful view of the canal in the back and plenty of wildlife, couldn’t have asked for more :)

We loved this house. We’ve stayed in Rotonda West and this was the nicest by far. The house was beautiful. Clean and spacious with comfortable beds! It was perfect for us as a couple, our extended family were in a house nearby. The area was peaceful and well cared for, a good location for beaches and golf. We can’t wait to come back

We enjoyed our stay very much! It was perfect for our whole family to spend some quality time together away from everything. The house was beautiful and immaculate. It was evident that much thought was put into making sure guests have everything they could possibly need. We loved all of the space, and the game room downstairs was amazing! The beach is a short walk and easily accessible. Pamela was a great host and had clear communication with us. We hope to return again soon!

Yadiry was very kind when she welcomed us into her home, gave us instructions, and showed us how everything worked. The house is beautiful, with everything we needed for a worry-free and very comfortable stay. All the amenities work perfectly and make us feel right at home. Thank you for a wonderful weekend, and we hope to return soon.

This "home' was an absolute gem for our family retreat! We stayed for a few days with my mom and my in-laws, and the setup was truly perfect. The modern, clean space was ideal for families, offering a peaceful environment with a beautiful pool and stunning waterfront access. We highly recommend this place for anyone looking for a relaxing and enjoyable family getaway.

We stayed at this beautiful home with our toddler and another family with two small kids, and the experience was AMAZING! The house was spacious, clean, and perfectly set up for a relaxing family vacation. The highlight for all of us was definitely the private pool and back patio area, beautifully maintained & comfortable. The home was thoughtfully stocked with everything we needed, from kitchen essentials to pool toys for the kids. Michelle was also very responsive and helpful anytime we had a question. We can’t recommend this place enough, it’s perfect for families and groups looking for a fun, relaxing getaway. We would absolutely love to stay here again in the future!

Wonderful location and peaceful neighborhood! Our fishing charter picked us up right from the dock as well. Other than getting live bait to fish with, and the occasional trip for groceries, we stayed in, relaxed, and enjoyed just being away. This location is definitely on our short list for next year's trip.

Kellie's place "The Aqua Oasis" was everything we were looking for. It was bright, clean, comfortable, well decorated, spacious, stocked well, and only 10 min or less to the beautiful and tranquil waters of the Gulf. The pool was nice to take a dip in and the fact that she accepts pets is great for us canine owners! Also, Kellie was a very prompt communicator which was appreciated when we needed her. If I'm ever back in the Englewood area, I'll definitely stay again.

absolutely gorgeous condo with walkout to the beach. it was spacious and clean and he was accommodating in allowing us to get in a little earlier than normal check in. high recommend this place I will defiantly be booking here again!

We stayed in this lovely place last year and will keep returning! It a perfect location if you love a quiet beach side stay. The renovations are beautiful and Nicholas was very responsive to communication. We couldn't have asked for a more perfect stay!

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!

This wasn’t our first time at the Sun Bum … it’s the perfect get away spot. As close to the beach as you can get, has everything you need, and the hosts are BEYOND accommodating. We came for our birthday and they had a birthday banner hung on the wall waiting with a bottle of prosecco. They really make you feel special! If you’re looking for a wonderful spot for you and your spouse, this is the place!!

This is our second year staying here. It was wonderfully peaceful this last weekend, just like last year. The beach is less than two minutes walk from the door. The kitchen had everything we needed in it. Plenty of beach items for use in the closet. The bathroom had more than enough towels and TP. We also used the pullout couch for our children, and they were very comfortable. we hope to book again soon, thank you!

Lisa & Chris’s condo on Little Gasparilla Island is such a peaceful vacation. The condo is spotless. The beach is a wonderful place for long uncrowded walks. Sights of Manatees in the surf, fossilized sharks teeth in the sand & fresh turtle nesting tracks heading into the dunes. Bring lots of groceries over on the ferry when you first arrive. Then, It’s an easy ferry ride to the mainland for groceries to replenish your stocks after 3-4 days. The owners are very responsive and go out of their way to make their guests feel welcomed.

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.

Excellent time at Jason’s Condo on Little Gasparilla Island! The location was great, very close to the ferry dock & pool. A very short walk to the beach! The ferry ride to LGI was great! The luggage carts were plentiful and we had no issues loading them up, parking & then boarding the ferry. The condo was clean and comfortable for our family of 6! My girls loves the left upstairs; they has their own space where they could hang out and relax after the beach. This condo is so well stocked! Plenty of towels (beach & bath). The kitchen had everything we needed! Plenty of pots/pans/bowls/cooking sheets/grill utensils. The charcoal & propane grills are a great bonus! We love grilling so this was fantastic. The patio was a nice quiet space with a nice outdoor couch. Our girls spent a lot of time playing on the patio. Communication with the host, Bryce was easy & quick. We had a minor snafu with the golf cart and Bryce was quick to find a solution for us. The golf cart was great for our family of 6 - we really appreciated being able to use it for trips to the beach or the boat. The walk is short but with 4 kids …….. We were sad to leave and are already planning our next trip back! We would definitely stay here again.