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Old Naples Vacation Packages

Old Naples Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was $457, price is now $347 per person
$347
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Edison Mall and Eagle Harbor Golf Club are located nearby.
Shell Island Beach Club

Shell Island Beach Club

4 out of 5
East End
Price was $2,284, price is now $1,697 per person
$1,697
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Landing Apartments Downtown Port Charlotte 

Landing Apartments Downtown Port Charlotte 

3 out of 5
Price was $792, price is now $604 per person
$604
per person
May 2 - May 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this apartment in Port Charlotte. Enjoy free parking, a fitness center, and a conference center. Popular attractions Cultural Center of Charlotte County and Lake Betty Park are located nearby.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,137, price is now $751 per person
$751
per person
May 27 - May 31
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Save 100% on your flight
Price was $1,009, price is now $686 per person
$686
per person
May 15 - May 19
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
Stay at this condo in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fishermen's Village and Military Heritage Museum are located nearby.
Lighthouse Resort and Club

Lighthouse Resort and Club

2 out of 5
East End
Save 100% on your flight
Price was $2,324, price is now $1,678 per person
$1,678
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Fort Myers (RSW)
Stay at this resort in Sanibel. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
South Island
Save 100% on your flight
Price was $886, price is now $647 per person
$647
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $1,015, price is now $752 per person
$752
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.

3-4 Night Vacations in Old Naples

Price found within the past 48 hours. Click for updated prices.
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Save 100% on your flight
Price was $1,009, price is now $686 per person
$686
per person
May 15 - May 19
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $1,002, price is now $704 per person
$704
per person
May 8 - May 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $1,015, price is now $752 per person
$752
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Price was $939, price is now $704 per person
$704
per person
May 2 - May 5
found 2 hours ago
Roundtrip flight included
Columbus (CMH) to Fort Myers (RSW)

5-7 Night Vacations in Old Naples

Price found within the past 48 hours. Click for updated prices.
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
South Island
Save 100% on your flight
Price was $1,129, price is now $809 per person
$809
per person
May 9 - May 14
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Shell Island Beach Club

Shell Island Beach Club

4 out of 5
East End
Price was $2,284, price is now $1,697 per person
$1,697
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
South End
Save 100% on your flight
Price was $1,534, price is now $1,001 per person
$1,001
per person
May 21 - May 26
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Lighthouse Resort and Club

Lighthouse Resort and Club

2 out of 5
East End
Save 100% on your flight
Price was $2,324, price is now $1,678 per person
$1,678
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Fort Myers (RSW)

Cheap Hotel Deals in Old Naples

Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S Naples FL
Book a stay at this spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Opens in a new windowInn on Fifth
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. ...
Opens in a new windowHyatt House Naples/5th Avenue
Bellasera Resort

Bellasera Resort

4 out of 5
221 9th St S Naples FL
Book a stay at this business-friendly aparthotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar ...
Opens in a new windowBellasera Resort
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Cove Inn on Naples Bay

Cove Inn on Naples Bay

3 out of 5
900 Broad Avenue South Naples FL
Stay at this hotel in Naples. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue ...
Opens in a new windowCove Inn on Naples Bay
The Capri Inn

The Capri Inn

3.5 out of 5
955 7th Ave South Naples FL
Stay at this hotel in Naples. Enjoy breakfast (surcharge), free bicycles on site, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowThe Capri Inn
Naples Park Central Hotel

Naples Park Central Hotel

2.5 out of 5
Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean ...
Opens in a new windowNaples Park Central Hotel
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
Opens in a new windowHilton Marco Island Beach Resort and Spa
Great Wolf Lodge Naples

Great Wolf Lodge Naples

2.5 out of 5
3900 City Gate Blvd N. Naples FL
Book a stay at this family-friendly hotel in Naples. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Popular attractions Paradise Coast Sports Compex and ...
Opens in a new windowGreat Wolf Lodge 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.

Top Flight Deals

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

Spirit Airlines
Sun, Apr 19 - Thu, Apr 30
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$93 Roundtrip, found 11 hours ago
$93
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Sun, Apr 19 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Apr 30, priced at $93 found 11 hours ago
Frontier Airlines
Fri, Apr 10 - Sat, Apr 11
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$113 Roundtrip, found 6 hours ago
$113
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Fri, Apr 10 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Sat, Apr 11, priced at $113 found 6 hours ago
Frontier Airlines
Mon, May 4 - Fri, May 22
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$116 Roundtrip, found 3 hours ago
$116
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Mon, May 4 from Hopkins Intl. to Southwest Florida Intl., returning Fri, May 22, priced at $116 found 3 hours ago
Spirit Airlines
Tue, Apr 28 - Tue, May 5
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$192 Roundtrip, found 3 hours ago
$192
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Apr 28 from Logan Intl. to Southwest Florida Intl., returning Tue, May 5, priced at $192 found 3 hours ago