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North Naples Vacation Packages

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North Naples Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Lehigh Resort Club

Lehigh Resort Club

3.5 out of 5
Save 100% on your flight
Price was $794, price is now $495 per person
$495
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this golf aparthotel in Lehigh Acres. Enjoy free WiFi, free parking, and a golf course. Popular attractions Veterans Park and Cypress Pines Country Club are located nearby.
I like the hotel however needs upgrade they have bicycles and stuff but most they were flat or not working

Reviewed on Aug 20, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,825, price is now $1,096 per person
$1,096
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Bowman's Beach and Captiva Beach are located nearby.

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $933, price is now $584 per person
$584
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Delnor-Wiggins Pass State Park are located nearby.

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $1,272, price is now $808 per person
$808
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Bowman's Beach are located nearby.
Beautiful clean place room clean beds comfy everything just as described. No complaints will definitely visit again and stay there.

Reviewed on Aug 29, 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Save 100% on your flight
Price was $1,083, price is now $720 per person
$720
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this aparthotel 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.
Very, very clean and updated, bathroom, kitchen clean looks brand new, ac works and very cold, excellent and great price, shopping and restaurants on first floor all rooms on 2nd floor, highly recommended.

Reviewed on Aug 28, 2026

Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

Blue Sunset by Avantstay Pool + Spa + Fire Table Near Beaches + Naples

3 out of 5
Save 100% on your flight
Price was $2,807, price is now $1,901 per person
$1,901
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this cottage in Bonita Springs. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Barefoot Beach and Bonita Springs Public Beach are located nearby.

Landing Furnished Apartments - Naples, FL

Landing Furnished Apartments - Naples, FL

4 out of 5
Save 100% on your flight
Price was $1,419, price is now $963 per person
$963
per person
Nov 7 - Nov 14
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly apartment in Naples. Enjoy free WiFi, a rooftop terrace, and a fitness center. Popular attractions Fifth Avenue South and Naples Beach are located nearby.

Windward Passage Resort

Windward Passage Resort

2 out of 5
Price was $1,019, price is now $695 per person
$695
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Estero Boulevard Beach are located nearby.

North Naples Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Price was $690, price is now $494 per person
$494
per person
Oct 15 - Oct 19
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,959, price is now $1,235 per person
$1,235
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Save 100% on your flight
Price was $809, price is now $562 per person
$562
per person
Oct 15 - Oct 19
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $770, price is now $545 per person
$545
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)

North Naples Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Lehigh Resort Club

Lehigh Resort Club

3.5 out of 5
Joel
Save 100% on your flight
Price was $794, price is now $495 per person
$495
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $2,587, price is now $1,498 per person
$1,498
per person
Nov 3 - Nov 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,825, price is now $1,096 per person
$1,096
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Save 100% on your flight
Price was $1,272, price is now $808 per person
$808
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

Top Flight Deals

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

Frontier Airlines
Fri, Sep 25 - Fri, Oct 9
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$125 Roundtrip, found 1 day ago
$125
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Sep 25 from Hopkins Intl. to Southwest Florida Intl., returning Fri, Oct 9, priced at $125 found 1 day ago
Frontier Airlines
Mon, Nov 23 - Thu, Dec 3
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Nov 23 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Dec 3, priced at $163 found 1 day ago
Frontier Airlines
Fri, Sep 11 - Sun, Sep 13
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$187 Roundtrip, found 13 hours ago
$187
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Fri, Sep 11 from Philadelphia Intl. to Southwest Florida Intl., returning Sun, Sep 13, priced at $187 found 13 hours ago
Delta
Sat, Oct 24 - Sat, Nov 7
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$189 Roundtrip, found 15 hours ago
$189
Roundtrip
found 15 hours ago
Select Delta flight, departing Sat, Oct 24 from Logan Intl. to Southwest Florida Intl., returning Sat, Nov 7, priced at $189 found 15 hours ago