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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
Save 100% on your flight
Price was $501, price is now $313 per person
$313
per person
May 8 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
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 $944, price is now $598 per person
$598
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $3,010, price is now $1,973 per person
$1,973
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip 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.
Hilton Naples

Hilton Naples

4 out of 5
Park Shore
Save 100% on your flight
Price was $983, price is now $703 per person
$703
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Vanderbilt 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 $1,319, price is now $982 per person
$982
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip 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 Sanibel Island Lighthouse are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $981, price is now $731 per person
$731
per person
May 8 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita Springs Public Beach are located nearby.
Landing Apartments Fort Myers - River District

Landing Apartments Fort Myers - River District

4 out of 5
Fort Myers River District
Save 100% on your flight
Price was $847, price is now $633 per person
$633
per person
May 8 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Stay at this apartment in Fort Myers. Enjoy a rooftop terrace, a fitness center, and parking (surcharge). Popular attractions Edison and Ford Winter Estates and Thomas Edison Congregational Church are located nearby.
The Boat House

The Boat House

2 out of 5
Olde Marco
Save 100% on your flight
Price was $1,163, price is now $870 per person
$870
per person
Apr 19 - Apr 23
found 1 hour ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Stay at this hotel in Marco Island. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions South Marco Beach and Pelican Pier Marina are located nearby.

3-4 Night Vacations in Old Naples

Price found within the past 48 hours. Click for updated prices.
Great Wolf Lodge Naples

Great Wolf Lodge Naples

2.5 out of 5
Rural Estates
Save 100% on your flight
Price was $437, price is now $292 per person
$292
per person
May 3 - May 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $777, price is now $498 per person
$498
per person
May 3 - May 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $691, price is now $479 per person
$479
per person
May 3 - May 6
found 23 hours ago
Roundtrip 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 $1,297, price is now $944 per person
$944
per person
May 10 - May 14
found 1 day ago
Roundtrip 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.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Save 100% on your flight
Price was $501, price is now $313 per person
$313
per person
May 8 - May 14
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 $944, price is now $598 per person
$598
per person
May 9 - May 14
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 $3,010, price is now $1,973 per person
$1,973
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Holiday Inn Fort Myers - Downtown Area by IHG

Holiday Inn Fort Myers - Downtown Area by IHG

3 out of 5
Midtown
Save 100% on your flight
Price was $665, price is now $462 per person
$462
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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
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
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
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, Mar 22 - Wed, Mar 25
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$87 Roundtrip, found 7 hours ago
$87
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Sun, Mar 22 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Wed, Mar 25, priced at $87 found 7 hours ago
Frontier Airlines
Mon, Mar 23 - Fri, Mar 27
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$96 Roundtrip, just found
$96
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Mar 23 from Philadelphia Intl. to Southwest Florida Intl., returning Fri, Mar 27, priced at $96 just found
Frontier Airlines
Sat, Apr 18 - Thu, Apr 30
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$101 Roundtrip, found 4 days ago
$101
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Apr 18 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Apr 30, priced at $101 found 4 days ago
Spirit Airlines
Mon, Apr 13 - Tue, Apr 14
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Apr 13 from Logan Intl. to Southwest Florida Intl., returning Tue, Apr 14, priced at $117 found 1 day ago