Old Naples Vacation Packages

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Price found within the past 48 hours. Click for updated prices.
  • 2 outdoor pools, cabanas (surcharge), pool umbrellas
    Aug 20 - Aug 24

    The Perry Hotel Naples + Flight

    Naples
    4 nights
    4.5 star property
    9.6/10 - Exceptional (827 reviews)
    "I come back again"
    Reviewed May 26, 2026
    Roundtrip • Toronto (YYZ) - Fort Myers (RSW)
    YYZ - RSW • 1 stop RSW - YYZ • 1 stop
    CA $1,049
    CA $723
    per traveller
    found 1 day ago
    The Perry Hotel Naples
  • View from room
    Jul 18 - Jul 25

    LaPlaya Beach & Golf Resort - A Noble House Resort + Flight

    Vanderbilt Beach
    7 nights
    4.5 star property
    9.0/10 - Wonderful (1,002 reviews)
    "While the hotel benefits from a desirable location and distinctive Florida charm, the property currently shows signs of deferred maintenance and inconsistent operational oversight. Improvements in cleanliness, facility upkeep, responsiveness, and food service quality would greatly enhance the guest experience and better align the property with guest expectations. Summary of main issues: +guest room condition issues included a rusty bathtub, cracked sink, stained lampshades and ceiling stains...."
    Reviewed May 27, 2026
    Roundtrip • Detroit (DTW) - Fort Myers (RSW)
    DTW - RSW • 1 stop RSW - DTW • 1 stop
    CA $3,683
    CA $2,036
    per traveller
    found 1 day ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • 3 outdoor pools, cabanas (surcharge), pool umbrellas
    Aug 12 - Aug 20

    Hyatt Vacation Club at Coconut Cove, Bonita Springs + Flight

    Bonita Springs
    8 nights
    4.0 star property
    9.0/10 - Wonderful (886 reviews)
    "Xx"
    Reviewed May 26, 2026
    Roundtrip • Montreal (YUL) - Miami (MIA)
    YUL - MIA • Nonstop MIA - YUL • Nonstop
    CA $2,058
    CA $1,350
    per traveller
    found 1 day ago
    Hyatt Vacation Club at Coconut Cove, Bonita Springs
  • Exterior
    Jul 18 - Jul 25

    Shell Island Beach Club + Flight

    East End
    7 nights
    4.0 star property
    9.6/10 - Exceptional (23 reviews)
    "Very clean. Excellent location, close to beach, walkable to restaurants."
    Reviewed December 21, 2025
    Roundtrip • Detroit (DTW) - Fort Myers (RSW)
    DTW - RSW • 1 stop RSW - DTW • 1 stop
    CA $2,999
    CA $2,019
    per traveller
    found 1 day ago
    Shell Island Beach Club
  • Marina
    Jul 18 - Jul 25

    Matanzas Inn Bayside Resort and Marina + Flight

    Fort Myers Beach
    7 nights
    3.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    "We rented the cottage and it had everything we needed. The bed was very comfortable. Our teenage daughters slept on the pull out sofa bed with no complaints of bars in backs etc. The beach was about a 5-15 minute walk, depending on where you decide to post up for the day. I personally rent chairs either at the Lani Kai (does not allow coolers) or just to the right of them, (if you want to bring your own cooler). The pool and hot tub were both are the perfect temp for all of our likings. We..."
    Reviewed May 26, 2026
    Roundtrip • Detroit (DTW) - Fort Myers (RSW)
    DTW - RSW • 1 stop RSW - DTW • 1 stop
    CA $1,533
    CA $1,079
    per traveller
    found 1 day ago
    Matanzas Inn Bayside Resort and Marina

Where to stay in Old Naples

Find the best Old Naples areas and neighborhoods for the activities you enjoy most. Learn more about Old Naples
East Naples

East Naples

4/5(11 area reviews)

Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Gulf Shores Marina or Fifth Avenue South while you're exploring the area.

Find hotels in East Naples

Old Naples Hotel Deals

Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from Jun 10 to Jun 11
CA $233
CA $259 total
Jun 10 - Jun 11
includes taxes & fees
9/10 Wonderful! (1,755 reviews)
"good service"

Reviewed on May 27, 2026

Hyatt House Naples/5th Avenue
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $565 per night from Jun 21 to Jun 22
CA $565
CA $696 total
Jun 21 - Jun 22
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
"Rooms were clean, towels extra thick and bright white, silky sheets. Location was perfect."

Reviewed on May 27, 2026

Inn on Fifth
Bellasera Resort

Bellasera Resort

4 out of 5
221 9th St S Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $277 per night from Jun 18 to Jun 19
CA $277
CA $369 total
Jun 18 - Jun 19
includes taxes & fees
9.6/10 Exceptional! (2,275 reviews)
"Very nice property. Room is super cozy and comfortable. The shuttle service is very convenient especially when going to the beach and restaurants nearby. The staff is helpful and kind. We are definitely coming back"

Reviewed on May 25, 2026

Bellasera Resort
See all 11,834 properties in Old Naples
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.
All Inclusive Vacations
All Inclusive Vacations
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Frequently asked questions

How much does an Old Naples vacation package cost?
From just . Yes, you read that correctly. Our Old Naples vacation packages are an easy way to stretch your budget. Combine your preferred hotels, flights and car rentals and explore this wonderful destination.
How do I get a cheap travel package to Old Naples?
Combine your flights and hotels, add on extras such as a rental car or activities, and save with an Old Naples vacation package. You won't just pick up impressive discounts on your adventure — you'll have a world of choice at your fingertips too. When you book through Expedia, you can choose from more than 550 air carriers and 1,000,000 hotels worldwide. Your unforgettable vacation starts right here, right now!
Where should I stay in Old Naples?
Visitors come from far and wide to see Naples Pier and Barefoot Beach in Old Naples. Book a hotel within walking distance of these must-see attractions and visit them whenever you please.
What are the top hotels in Old Naples?
Get your vacation off to a great start by reserving a room at Olde Naples. . . New And Fabulous. It's one of most sought-after properties in Old Naples. Another leading option is Beaches Open 4 Bedroom - 5 Bath Home In Oldenaples.
How far in advance should I book my Old Naples vacation?
Travelers are usually able to compare international fares on Expedia within 12 months of departure. Booking at the last minute? With a stroke of luck, it's still possible to purchase a cheap ticket just weeks before your flight.
What does an Expedia Old Naples travel package include?
Expedia has all you need to arrange your Old Naples getaway, but what your package looks like is your call. Select from a combination of hotels, rental cars and flights. After some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your budget, there's a deal to meet your needs.
What should I know before booking an Old Naples travel package?
Find deals to match your budget with an Expedia package. Hotels, airfares, rental cars — we've got everything you need to plan your getaway. You'll save loads just by bundling your bookings. Whether you're embarking on a ski adventure or relaxing on a sunny beach, your ideal vacation is only a few clicks away.
Can I choose my airline with an Old Naples Expedia vacation package?
You can, and with more than 550 airlines to choose from worldwide, you've got lots of choice. Search the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Old Naples vacation package?
Yes you can, and we'll help you every step of the way. You may be able to cancel or amend your Old Naples vacation package for free if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If your circumstances suddenly change, look up our Customer Service Portal for further information.

Discover the most popular places to visit in Old Naples

Fifth Avenue South

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.

Fifth Avenue South
Naples Pier

Naples Pier

4.5/5(74 reviews)

Visit this beloved Naples destination to experience the simple charms of the beachfront on a dock that has served the city for more than 100 years.

Naples Pier

Ole Marina Docks

Explore the waterfront of Ole Marina Docks and enjoy activities such as golfing in Naples. Stroll along the beautiful beaches or visit the shops in the area.

Ole Marina Docks

Things to do

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $73
per adult
94% of travellers recommend
Naples Sightseeing Boat Tour
Naples Florida: Downtown Electric Trike Tour

Naples Florida: Downtown Electric Trike Tour - Family Fun

CA $96
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Trike Tour - Family Fun
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $100
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
See all activities in Naples

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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.