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Old Naples Vacation Packages

Old Naples Flight + Hotel packages

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 $1,021, price is now $673 per person
$673
per person
Apr 30 - May 4
found 1 day ago
Roundtrip 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.
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 $1,020, price is now $696 per person
$696
per person
May 3 - May 7
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
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 our reviews. Popular attractions Winterberry Beach and South Marco Beach are located nearby.
Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $2,430, price is now $1,680 per person
$1,680
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Lynn Hall Memorial Park are located nearby.
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
South Island
Save 100% on your flight
Price was $1,706, price is now $1,216 per person
$1,216
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 Bonita Springs Public Beach are located nearby.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $1,082, price is now $778 per person
$778
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Ostego Bay Marine Science Center are located nearby.
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Save 100% on your flight
Price was $1,358, price is now $1,001 per person
$1,001
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Fort Myers (RSW)
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Gulfside City Park are located nearby.
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Price was $1,132, price is now $841 per person
$841
per person
May 6 - May 10
found 23 hours ago
Roundtrip flight included
New York (JFK) 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.

3-4 Night Vacations in Old Naples

Price found within the past 48 hours. Click for updated prices.
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 $1,020, price is now $696 per person
$696
per person
May 3 - May 7
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $2,430, price is now $1,680 per person
$1,680
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Fort Myers (RSW)
GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
South Island
Save 100% on your flight
Price was $1,706, price is now $1,216 per person
$1,216
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $1,082, price is now $778 per person
$778
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Fort Myers (RSW)

5-7 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
Save 100% on your flight
Price was $624, price is now $423 per person
$423
per person
May 6 - May 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 $1,059, price is now $676 per person
$676
per person
May 3 - May 8
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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 $1,338, price is now $892 per person
$892
per person
Apr 27 - May 2
found 6 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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
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
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
4805 Tamiami Trl N Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Opens in a new windowCompass by Margaritaville Hotel 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.

Frontier Airlines
Sun, Apr 19 - Thu, Apr 30
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$108 Roundtrip, found 1 hour ago
$108
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Apr 19 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Apr 30, priced at $108 found 1 hour ago
Frontier Airlines
Mon, Mar 23 - Fri, Mar 27
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$137 Roundtrip, found 1 hour ago
$137
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Mar 23 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Fri, Mar 27, priced at $137 found 1 hour ago
Spirit Airlines
Sat, Apr 11 - Tue, Apr 14
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$140 Roundtrip, found 1 hour ago
$140
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Apr 11 from Logan Intl. to Southwest Florida Intl., returning Tue, Apr 14, priced at $140 found 1 hour ago
Frontier Airlines
Mon, May 11 - Wed, May 27
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$152 Roundtrip, found 23 hours ago
$152
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Mon, May 11 from Hopkins Intl. to Southwest Florida Intl., returning Wed, May 27, priced at $152 found 23 hours ago