South Naples Vacations from $418
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The Latest South Naples vacation packages
Price found within the past 48 hours. Click for updated prices.
Chadwick Cove Resort & Marina
Price was $622, price is now $418 per person
$418
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (19 reviews)
Jim was great, condo was clean and well equipt. We stayed 2 weeks and would return. We found over 1000 sharks teeth at the local beaches! There are 2 clubs across the cove that play live music until 10 p.m.
Reviewed on Jan 31, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was $2,613, price is now $1,739 per person
$1,739
per person
Jun 28 - Jul 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,006 reviews)
We had a great room, ocean view, outstanding, amazing, relaxing, the beach is perfect and the pool is wonderful, very warm and clean, nice service at the beach. The restaurant and the food was fantastic. Everything is first class. We will definitely be back.
Reviewed on May 21, 2026
The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Price was $1,154, price is now $769 per person
$769
per person
Jul 24 - Jul 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (1,202 reviews)
Property location and unit was great . Wonderful views. However. Floors and ceiling fans were not clean.
Reviewed on May 18, 2026
Don't see what you're looking for?
See all available trips from Columbus to South Naples
View all tripsWhere to stay in South Naples
Find the best South Naples areas and neighborhoods for the activities you enjoy most. Learn more about South Naples
Ole
If you're looking for some top things to see and do in Ole and surrounding area, you can visit Flamingo Island Course - Lely Resort and TPC Treviso Bay.
Discover the most popular places to visit in South Naples
Fifth Avenue South
Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.
Naples Beach
Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.
Vanderbilt Beach
If a restful vacation is part of your travel plans, Vanderbilt Beach might be the perfect place to seek out during your trip to North Naples.
What to do in South Naples
Gulf of Mexico Sunset Cruise from Naples
$73
per adult
88% of travellers recommend
Naples Florida Sunset Cruise-Complimentary Charcuterie and wine
$110
per adult
100% of travellers recommend
South Naples Hotel Deals
Staybridge Suites Naples – Marco Island by IHG
9401 Triangle Blvd Naples FL
Fully refundable
$116 nightly
The price is $129 total per night from Jun 14 to Jun 15
$129 total
Jun 14 - Jun 15
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
"Staff were all very polite and helpful! Food was great and our room was spacious and spotless."
Reviewed on May 19, 2026
Conty's Motel
11238 Tamiami Trail East Naples FL
$62 nightly
The price is $69 total per night from May 27 to May 28
$69 total
May 27 - May 28
Total with taxes and fees
7.2/10 Good! (1,000 reviews)
"The staff is welcoming and friendly! The rooms are cleaned with care and a professional touch."
Reviewed on May 18, 2026
Holiday Inn Express Naples South I-75 by IHG
3837 Tollgate Blvd Naples FL
Fully refundable
$88 nightly
The price is $98 total per night from May 31 to Jun 1
$98 total
May 31 - Jun 1
Total with taxes and fees
8.8/10 Excellent! (831 reviews)
"Is good"
Reviewed on May 17, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find the Best South Naples Vacation Packages
South Naples Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Southwest Florida Intl. Airport (RSW) |
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- Riviera Golf Club
- Hibiscus Golf Club
- Mustang Golf Course
- Mustang Course - Lely Resort
- Flamingo Island Course - Lely Resort
- Ocean Hammock Golf Club
- Evergreen Golf and Country Club
- Ironwood Golf Club
- Tpc Treviso Bay
- East Naples Community Park
- Naples Vacations
- Naples Botanical Garden
- Gulf Shores Marina
- Visit East Naples
- Village Plaza Shopping Center
- Rookery Bay Environmental Learning Center
- Coral Cay Adventure Golf
- Southpointe Marina
- Brookside Marina
- Golden Gate Vacations
- Naples Grande Golf Club
- Car rentals near Swamp Buggy Races
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
