Waterfront holiday rentals in Little Gasparilla Island

Beautiful and quiet location. The property management company made it extremely easy to check in and out. They had our schedule and met us at the ferry dock to take luggage and tour the island before showing us to the house. Will be staying again

As advertised… clean, updated and exactly what we needed. Enjoyed our stay. Will stay again!

Perfect location for a gateway with family. Great place to stay, would use it again in my future vacation. 10/10 place

Thank you for being such a wonderful host, I will definitely book again being I be out here a lot! I felt so peaceful and at home! Thank you again!

Small, but gorgeous property, amazing views, good part of town. Love the easy checkout, which was simply "lock the doors, we will take care of the rest". Highly recommended property!

Loved this lakefront view! Enjoyed our rest, a cute spot for morning coffee and were on our way again. Grateful for the clean, quiet accommodations.

Had a great time at Michael’s little bungalow… Small, but definitely enough for my wife and I. Beach is a 2 minute walk down a tiny road directly across the street, perfect! I met Mike just after checking in because we had a little snag with the room… He came right by and remedied the issue. Great guy, great area, and nice quiet place to stay… Do not hesitate, a great Airbnb’r!

Great place to stay with a great view! Very nice restaurant within walking distance too.

Our stay at Ryan’s place was perfect. It felt private even though it’s in a neighborhood. The location was great for our beach and shopping trips. There are several amazing local restaurants within a few miles. We’ll definitely be back!

What a great house. My family and I had an amazing time. The house was super clean. The pool and back dock area were a great feature of the house. Lots to do in the house. Great location. Tonya was an amazing host. Great communication, always responded quickly and was super nice. Would definitely recommend this house to anyone. We would definitely stay here again.

Our stay at this Airbnb was absolutely fantastic! The house itself was beautiful, clean, and perfectly located – we truly felt right at home from the moment we arrived. The house has everything you need. The host was super friendly and super communicative. We would happily stay here again in a heartbeat!

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.

Mindy was amazing and extremely helpful- quick to respond to messages and she provided her phone number so that we could call about anything. We had a wonderful visit at this beautiful home sitting on the canal. This home is close to all of the beaches that we wanted to explore - within a 25 to 30 minute drive - which wasn’t bad for us. The pool was so magical overlooking the canal with spectacular sunsets! Early morning coffee on the dock was just what the doctor ordered for a peaceful start to each day. Bikes were such an extra perk. I was able to ride down to the country club every evening (it is open to the public) and enjoy evening concerts outside when they had them. Perfect for little tots. Very accommodating regarding high chairs and crib. Overall our family had a magnificent time and made memories to last a lifetime! Thank you ‘Mindy! 😊

Great house and great host! Home was super-clean, had very comfortable beds, and had plenty of space to relax. We loved the enclosed backyard area (grill/kitchen/bar area, pool, and hot tub). We would definitely come back next time we are in the area. Property was just as described.

We would definitely stay again! Everything we needed was available. The house was nicely stocked with necessities. Super responsive host. Well thought out space inside and out. Peaceful and designed for relaxation. Thank you Jayme!

Our stay at Linda's was fantastic. The house is very spacious. The bedrooms and large and the beds are super comfortable. Everything was clean and fully stocked with all the necessities from extra towels, beach chairs and beach accessories. The view is unforgettable. Everything you need is there. Groceries and restaurants are an easy drive. Linda was responsive and lovely to speak with. My favorite Manasota key rental yet!

We loved our stay at Edmund’s place. The perfect place to stay for beach access right out your front door.. it was so nice to be able to have a bathroom and food/snacks such a short walk from the beach!

We rented this place to celebrate birthdays and it was perfect . We had everything we needed and just enough space for a family of four. This location is a short distance from a beach , shops , and restaurants. It is also a short drive to other beautiful beaches ! We spent lots of time in the pool that was the perfect temperature. Remote to TV in living room didn't work too well but we didn't spend much time inside as we were only there a few days so it wasn't a problem. Host was responsive and tried to get it fixed immediately. I would highly recommend this place to anyone .

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!

e had a fantastic stay at this condo on Midnight Pass! The location was absolutely perfect for kayaking, morning paddleboarding, and fishing—it doesn’t get better than this for outdoor lovers. The condo itself was spotless, peaceful, and had a relaxing vibe throughout. The neighbors were all friendly, and Suzanne was an incredible host—super responsive, kind, and helpful with any questions we had. Highly recommend staying here if you’re looking for a quiet, beachy getaway with easy access to the water!

Everything was exactly as described — just a short walk to the beach. The place was clean, cozy, and had everything I needed for a relaxing stay. The host was incredibly friendly and helpful, making the experience even better. I couldn’t be happier with my stay and will definitely be coming back next year. Highly recommend!

Steps from ocean with the most incredible view I’ve ever seen!

Had a great stay and beautiful peaceful private beach! I will say make sure you bring your own beach chair and umbrella. It’s stated they have some but I think other guested used them all.

Rachel’s place was conveniently located. The beach and restaurants were a short walk away. The place was newly renovated and comfortable.