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Third Street South Vacations

Pack those stellar shades. We have Third Street South vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Third Street South – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Third Street South vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Third Street South

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Third Street South vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Third Street South well.

Top Hotel Deals

See all 1,182 Properties in Third Street South
3rd South House 1650 by RedAwning

3rd South House 1650 by RedAwning

1650 3rd St S, Naples
    3.5 out of 5.0
     
     

    Situated in Naples, this vacation home is within a 15-minute walk of Third Street South and Naples Pier. Naples Beach and Naples Historical Society's Historic ...

    JW Marriott Marco Island Beach Resort

    JW Marriott Marco Island Beach Resort

    400 S Collier Blvd, Marco Island
      4.0 out of 5.0
       
       

      With the Gulf of Mexico at its door, this 11-story white-sand beachfront resort sits on the southwest tip of the island within 20 miles of Naples and 40 miles ...

      JW Marriott Marco Island Beach Resort$314

      JW Marriott Marco Island Beach Resort$314
      Inn of Naples

      Inn of Naples

      4055 Tamiami Trl N, Naples
        3.0 out of 5.0
         
         

        Located in Park Shore, this hotel is 0.7 mi (1.1 km) from Holocaust Museum of Southwest Florida and 2.3 mi (3.7 km) from Naples Zoo at Caribbean Gardens. Village ...

        Inn of Naples$89

        Inn of Naples$89
        Naples Garden Inn

        Naples Garden Inn

        2630 Tamiami Trail North, Naples
          2.5 out of 5.0
           
           

          This Florida hotel is 0.5 mile from the Naples Zoo, 2 miles from the Gulf of Mexico, and 3 miles from historic downtown Naples.

          Naples Garden Inn$79

          Naples Garden Inn$79
          Marco Beach Ocean Resort

          Marco Beach Ocean Resort

          480 S Collier Blvd, Marco Island
            4.0 out of 5.0
             
             

            Located on a barrier island in southwest Florida, this resort overlooks the white-sand beach of the Gulf of Mexico, and sits at the "Gateway to the ...

            Marco Beach Ocean Resort$229

            Marco Beach Ocean Resort$229
            Naples Grande Beach Resort

            Naples Grande Beach Resort

            475 Seagate Drive, Naples
              4.5 out of 5.0
               
               

              Set on 23 lush, tropical acres alongside the Gulf of Mexico, Naples Grande Beach Resort offers spacious accommodations with stunning views, luxurious spa, 3 ...

              Hyatt Regency Coconut Point Resort & Spa

              Hyatt Regency Coconut Point Resort & Spa

              5001 Coconut Rd, Bonita Springs
                4.5 out of 5.0
                 
                 

                This luxurious golf resort borders Estero Bay and is centrally located within a 40-minute drive of Fort Myers and Naples. Shopping malls, dining venues, and ...

                Naples Beach Hotel and Golf Club

                Naples Beach Hotel and Golf Club

                851 Gulf Shore Blvd N, Naples
                  4.0 out of 5.0
                   
                   

                  Newly renovated, Naples Beach Hotel and Golf Club features its own 18-hole golf course, designed by Jack Nicklaus and John Sanford, and is located in Old Naples, ...

                  Naples Beach Hotel and Golf Club$280

                  Naples Beach Hotel and Golf Club$280
                  LaPlaya Beach & Golf Resort - A Noble House Resort

                  LaPlaya Beach & Golf Resort - A Noble House Resort

                  9891 Gulf Shore Dr, Naples
                    4.5 out of 5.0
                     
                     

                    Located on a stretch of Florida's Platinum Coast, this resort is 3 miles from its own Robert Cupp–designed golf course and 5 miles from Naples Museum of Art ...

                    LaPlaya Beach & Golf Resort - A Noble House Resort$231

                    LaPlaya Beach & Golf Resort - A Noble House Resort$231
                    Days Inn & Suites by Wyndham Bonita Springs North Naples

                    Days Inn & Suites by Wyndham Bonita Springs North Naples

                    27991 Oakland Drive, Bonita Springs
                      2.5 out of 5.0
                       
                       

                      Situated near the beach, this hotel is 0.3 mi (0.5 km) from Flamingo Island Flea Market and within 3 mi (5 km) of Naples-Fort Myers Greyhound Track and Riverside ...

                      Days Inn & Suites by Wyndham Bonita Springs North Naples$64

                      Days Inn & Suites by Wyndham Bonita Springs North Naples$64

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.