Skip to main content
Naples Florida Vacation Homes
Rentals
Collections
Locations
Neighborhoods
Select by Name
About
Support
Contact
Sign up for our newsletter
Naples Florida Vacation Homes
Neighborhoods
Select by Name
Our Properties

Local Insights

Location
Our Regions
All Cities
No items found.
Dates
Guests
Age 13 and above
-
+
Age 2-12
-
+
Bringing a pet?
Filters

-
+
-
+
Types of Place


Features & Amenities

How to Plan an Awesome, Last-Minute Vacation to Naples, Florida

Ready to visit Naples, Florida? For some travelers, the best beach vacations are in Naples, Florida. One of the most beloved destinations on the Gulf Coast. Whether its winter break or summer vacation the sunshine state has a lot of amazing things to do, and many of them are free.

Pulling off a last-minute vacation is more feasible than you might think.


Before buying airline tickets to Florida decide what part of the state you want to explore: There’s so much to do in Florida, it’s hard to know where to begin. Below we discuss peak season and offseason. Sure, you could opt for a cruise or ski trip in the mountains-but why spend a lot of money on a touristy hotspot when you can come to Florida for a weekend getaway?
Book a Florida trip to the gulf side to see Naples, Marco Island and the Everglades – year-round destination spots with resorts, condos, golf courses and enough sand and sun to keep anyone happy.

Pick a Place that Speaks to You

Love the water? Spend your weekend basking on the beach, kayaking down a river, or watching the sunset into the Gulf of Mexico. Maybe you enjoy a round of golf or excited by exploring the great outdoors. The ideal Florida getaway does not always mean an amusement park but following your interests will let you enjoy yourself wherever you are.

Consider Renting a Vacation Home

It has all the comforts of home but provides the excitement of something new. Plus, if you’re looking for some of the cheapest vacation ideas, this one is for you. Renting a house for a weekend getaway gives you plenty of freedom—cook, watch movies, take naps on the couch, play board games…the possibilities are endless. Most rentals are available on a nightly basis and come fully stocked with kitchen equipment, bedding, towels, and more—it’s all up to the individual owners, so make sure you check what’s included before booking.

Extend Your Weekend

Three-day weekends are a great time to plan a getaway, but you don’t have to wait for one to have fun. If you’re able, take off early on Friday so you can enjoy your weekend adventure with your friend or partner to the fullest. Also, you might be able to find cheaper flights and accommodations if you leave and depart during the week.

Getting a Cheap Flight

Looking for cheap flights to Naples, Florida from your destination? Flights to Florida are easy to find, and savvy travelers will find cheap flights to Florida during the off-season (usually the summer months).
Peak Season:
October through April is the peak tourist season for flights to southern Florida. Orlando’s theme parks are busy year-round, with the highest peaks coinciding with school vacations, including spring and summer breaks. Summer is the busy season in northern Florida. Florida remains a popular destination for spring-break vacations, and those weeks are busy as are long holiday weekends.
Off Season:
Winter is the off-season in northern Florida. If you don’t mind the hot and humid weather, cheap flights to Florida’s southern region are easily found in the summer.

Affordable Places to Stay in Naples, FL

Florida has a lot of amazing beach towns and cities to see. But below are some of our favorite destinations.

  • Vanderbilt Beach: A popular North Naples beach that has gorgeous powdery white sand and is close to area hotels, restaurants and shopping. View properties.
  • Lely Resort: Home to 54 holes of spectacular golf designed by three of golf’s most legendary names. View properties.
  • Olde Naples: What makes Old Naples / 5th Ave such an iconic place to stay is that it’s a destination unto its own. View properties.
  • East Naples: Find unique homes and condos to stay with private bedrooms, pools, kitchens & access to top beaches and golf courses. View properties.

Find the Perfect Vacation Rental

If you’re planning a trip to the Paradise Coast to check out these free things to do in Naples, FL, don’t forget to book your stay in a Naples Florida Vacation Home. Overflowing with amenities and ideally located for access to all of the great beaches and waterways, restaurants, and outdoor activities in town, our beautiful homes offer an air of luxury while remaining affordable. With all the money you’ll save on activities, you may even be able to extend your stay! Contact us today! We’ll be happy to help you plan a beach vacation that your whole family will love!


Related Posts

Area Information

A Visitor’s Guide to Vanderbilt Beach in Naples, FL

February 10, 2026
Bright sunshine, sparkling Gulf waters, and miles of soft, white sand set the stage at Vanderbilt Beach, one of Naples, Florida’s happiest places to unwind. From barefoot morning…
Local Activity Guide

Where to Play Mini Golf in & Around Naples, FL

January 6, 2026
If you’re visiting Naples and looking for something fun to do on the weekend, try a miniature golf course. Challenging yet relaxed, mini-golf offers excitement for all ages. It’s…
Local Activity Guide

8 Walking & Hiking Trails in Naples, FL

December 14, 2025
Whether you live in Naples, Florida, or are visiting from out of town, the area offers an abundance of beautiful hiking trails and boardwalks to explore. From lush swamps to s…
Seasonal + Events

How to Celebrate New Year’s Eve in Naples, FL (2025)

December 2, 2025
Itching to escape the mid-western cold this holiday season? We get it. That’s why we’re proud to call Naples, Florida, and the Paradise Coast home. Spending Christmas in Naples a…
Seasonal + Events

Celebrating Christmas in Naples, FL (2025)

November 12, 2025
There’s no doubt about it, Naples is best known for its white sandy beaches. But did you know that it’s also a dreamy place to spend the holiday season? From the fresh winter…
Seasonal + Events

A Visitor’s Guide to Winter in Naples, FL (2025/2026)

October 23, 2025
Nearly one million sunseekers spend their winter getaway in Naples, Florida each year! Visiting Naples in the winter is like finding a sun-soaked sanctuary while the rest of the…