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Old Naples Vacation Packages

Old Naples Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Port Charlotte - Punta Gorda

Sleep Inn & Suites Port Charlotte - Punta Gorda

2.5 out of 5
Price was $709, price is now $518 per person
$518
per person
Mar 1 - Mar 7
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Deep Creek Golf Club and Lake Betty Park 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 $2,007, price is now $1,173 per person
$1,173
per person
Mar 5 - Mar 13
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to Fort Myers (RSW)
Stay at this condo in Punta Gorda. Enjoy free WiFi, free parking, and a marina. 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.
South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
Price was $3,442, price is now $2,035 per person
$2,035
per person
Mar 7 - Mar 15
found 1 hour ago
Roundtrip flight included
Charlotte (CLT) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy 3 outdoor pools, 7 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina are located nearby.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,018, price is now $660 per person
$660
per person
Mar 10 - Mar 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Captiva Beach and Captiva Chapel By the Sea are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $3,024, price is now $2,028 per person
$2,028
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Myers (RSW)
Book a stay at this luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Price was $1,723, price is now $1,172 per person
$1,172
per person
Mar 8 - Mar 14
found 6 hours ago
Roundtrip flight included
Charlotte (CLT) to Fort Myers (RSW)
Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
Price was $881, price is now $621 per person
$621
per person
Mar 1 - Mar 7
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Deep Creek Golf Club and Lake Betty Park are located nearby.
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
Mid Island
Save 100% on your flight
Price was $927, price is now $674 per person
$674
per person
Mar 7 - Mar 11
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Stay at this motel in Sanibel. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.

3-4 Night Vacations in Old Naples

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was $680, price is now $400 per person
$400
per person
Mar 9 - Mar 13
found 6 hours ago
Roundtrip flight included
Charlotte (CLT) to Fort Myers (RSW)
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 $1,235, price is now $815 per person
$815
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $3,024, price is now $2,028 per person
$2,028
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was $829, price is now $567 per person
$567
per person
Mar 4 - Mar 7
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)

5-7 Night Vacations in Old Naples

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
Price was $881, price is now $621 per person
$621
per person
Mar 1 - Mar 7
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
South Seas Resort

South Seas Resort

3.5 out of 5
Save 100% on your flight
Price was $2,438, price is now $1,527 per person
$1,527
per person
Mar 6 - Mar 12
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Fort Myers (RSW)
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
Price was $1,466, price is now $962 per person
$962
per person
Mar 21 - Mar 26
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Price was $1,723, price is now $1,172 per person
$1,172
per person
Mar 8 - Mar 14
found 6 hours ago
Roundtrip flight included
Charlotte (CLT) 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 condo in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our ...
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
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
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
480 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowMarco Beach Ocean Suites
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
12155 Tamiami Trail N Naples FL
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 ...
Opens in a new windowThe Perry Hotel Naples
JW Marriott Marco Island Beach Resort

JW Marriott Marco Island Beach Resort

4 out of 5
400 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy 3 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff and the property ...
Opens in a new windowJW Marriott Marco Island Beach Resort
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
Tue, Feb 24 - Sat, Feb 28
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$61 Roundtrip, found 2 days ago
$61
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Feb 24 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Feb 28, priced at $61 found 2 days ago
Frontier Airlines
Sun, Feb 15 - Thu, Feb 26
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$84 Roundtrip, found 3 hours ago
$84
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, Feb 15 from Philadelphia Intl. to Southwest Florida Intl., returning Thu, Feb 26, priced at $84 found 3 hours ago
Spirit Airlines
Tue, Mar 3 - Tue, Mar 10
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$101 Roundtrip, found 3 hours ago
$101
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Mar 3 from Logan Intl. to Southwest Florida Intl., returning Tue, Mar 10, priced at $101 found 3 hours ago
Frontier Airlines
Mon, Feb 23 - Fri, Feb 27
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Feb 23 from Hopkins Intl. to Southwest Florida Intl., returning Fri, Feb 27, priced at $118 found 1 day ago