
About Navigate Naples
If you're coming to Naples for the perfect getaway, you've come to the right place! Navigate Naples was started with one mission: to deliver exceptional hospitality experiences for our guests.
Our team takes pride in providing clean, beautiful, fully-stocked, and comfortable homes away from home for you to enjoy. Each stay includes unlimited access to our concierge service so you can sit back, relax, and leave all the planning to us.
With gratitude,
Dara Whitaker
Owner, Navigate Naples
239-207-8710
What My Clients Say
Discover stories of success and satisfaction

"Dara and her team at Navigate Naples are incredible! We could not be happier with our expe… Read Morerience working with Dara for the property management of our home in Naples. Dara and Navigate Naples ensure the property, homeowners, and guests are all taken care of with exceptional service, they truly excel in all those areas and more. We are extremely impressed with Dara and Navigate Naples’ communication, management, marketing, and guest services. Our home is always in great condition when we visit, it is a profitable rental, and the listing has almost 40 FIVE STAR reviews from guests, almost all mentioning how great it was to work with Dara and team. We couldn’t agree more and highly recommend Dara and Navigate Naples!" Read Less

"AMAZING COMPANY - Navigate Naples is a wonderful, reputable company. We have worked with t… Read Morehem for many years. What truly sets them apart from other vacation rental companies is their commitment to customer service. Dara is always available to answer any questions or resolve any issues, which is especially appreciated when you're on vacation.
We've personally stayed at three different Navigate Naples properties. Our favorite is the LUXE: Lakeside Living w/ Pool & Spa, Firepit, BBQ. It is fully stocked with everything you could need (adjustable king beds, TVs in every room, rice cooker, waffle maker, crockpot, air fryer, juicer, blender, standing mixer, tea kettle, and different kinds of coffee makers).
We also love their private homes located in the Naples Park neighborhood. They are ideally located near Vanderbilt Beach, The Turtle Club, The Ritz Carlton, Mercato, Whole Foods, Trader Joe's, and our new favorite spot, Cafe Gourmand (their lemon crepes are a must-try!).
When visiting Naples or Bonita Springs, Dara and her team can help you plan company events, birthday parties, excursions, dinners, girls' weekends, and even in-home massages. They are truly the best full-service vacation rental company in Southwest Florida." Read Less


"Need to find a place for your family to see one another during the holidays? "Navigate Nap… Read Moreles" with Dara (our very lovely hostess) as your newest family member should be your choice.
The Oaks Family Christmas of 2024 was in Naples this year. I searched for a place for my husband, his 3 adult children, 2 with spouses, and 2 children 6 & 7 and we had enough space for everyone to be very comfortable.
I had a last-minute catastrophe but Dara...Well, she turned into Wonder Woman, and my catastrophe dissolved within seconds.
Ya ever had that cool cousin or fun aunt? The one that when you were little she made you feel special and that you were the only one who mattered? Dara made us feel that way. I can't give her enough kudos.
The home was clean, tv in every bedroom. The 2 bathrooms were very functional for us but a 3rd would have been epic, but only cause there were 3 adult women. I did pay extra for the heated pool, the kids and I were fine, but some wanted bath water.
The neighborhood Christmas lights were great when driving to the house
The day before our Christmas Party I asked if we could have my husband's relatives for pizza, 3 had December Birthdays, and extra visiting time. We made sure we were respectful of the 10 pm quiet time, no one used the pool and left by 9:00 pm.
Some of the neighbors feed the local iguanas. The lil ones and I were really excited to try to get a look at them, but I guess they come when you're asleep.
This was our 1st time booking, but won't be our last.
I know your stay will be awesome.
Say Bella' said Hi if you book, I don't get compensated. I'd just like her to know how much I enjoyed my stay." Read Less

"We had an absolutely wonderful stay at Dara’s place! She is a fantastic host, incredibly a… Read Moreccommodating for families with children. Our three kids especially loved the covered pool and spa – they couldn’t get enough! The location is perfect, with easy access to great restaurants, shopping, and the beach, all just a short drive away. The home was clean, well-maintained, and stocked with everything we needed for a comfortable and relaxing family vacation. Thank you, Dara, for making our trip so memorable. We can’t wait to come back!" Read Less


"In March of 2023 my wife and I began searching for a place to stay in the Naples area for … Read MoreFebruary of 2024. We were lucky enough to connect with Dara at Navigate Naples. The whole process with Dara could not have gone any better. She was a complete joy to work with making sure everything went off without a hitch. No matter when we contacted her, she immediately returned our calls, even on weekends. I highly recommend her and her company for any vacation property needs! 😊" Read Less

"Working with Navigate Naples was easy and very professional with quick response times. Cu… Read Morestomer service was a perfect 10! We rented a vacation home and their first class service made for a very enjoyable stay. As well from a renter's view point if you have a home in Naples and are looking for a good host company to rent it out for you I highly recommend Navigate Naples, they will represent you well." Read Less

"We had a wonderful stay. The pool and hot tub were exceptional!"