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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.
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

2 out of 5
Price was $643, price is now $446 per person
$446
per person
Dec 4 - Dec 11
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions The Ranch Concert Hall & Saloon and Edison Mall are located nearby.
I had to change my room because the A/C was not working correctly! And I didn't have water for three hours. Because the hotel had a problem with the water. Then when the water fix the hot water was brown. That took a while to change color. Bad experience with the hotel!!!😡😡 I would like a full refund!!!

Reviewed on Sep 21, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $2,167, price is now $1,379 per person
$1,379
per person
Nov 16 - Nov 22
just found
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Delnor-Wiggins Pass State Park and Vanderbilt Beach are located nearby.
Shutter never works, rooftop bar staff is horrible

Reviewed on Sep 24, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,730, price is now $1,102 per person
$1,102
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.

Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
Save 100% on your flight
Price was $1,606, price is now $1,037 per person
$1,037
per person
Dec 4 - Dec 11
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach condo 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.
Very nice place, our 2nd time here and we still love it

Reviewed on Sep 7, 2026

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,418, price is now $971 per person
$971
per person
Dec 4 - Dec 11
found 9 hours ago
Roundtrip flight included
Hartford (BDL) 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 Estero Boulevard Beach are located nearby.

GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,391, price is now $966 per person
$966
per person
Dec 4 - Dec 11
found 9 hours ago
Roundtrip flight included
Hartford (BDL) 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.
Everything was great. the location is perfect

Reviewed on Sep 18, 2026

Landing Apartments Fort Myers - River District

Landing Apartments Fort Myers - River District

4 out of 5
Save 100% on your flight
Price was $1,185, price is now $834 per person
$834
per person
Dec 4 - Dec 11
found 9 hours ago
Roundtrip flight included
Hartford (BDL) 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.

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Price was $814, price is now $574 per person
$574
per person
Dec 5 - Dec 9
found 8 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this spa hotel in Punta Gorda. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
This property was amazing! The staff was great! We enjoyed the adults only pool, and had excellent service there! We had drinks and a burgers at the sports bar and it was great! What a fabulous place for a weekend getaway less than an hour from where we live!

Reviewed on Sep 21, 2026

North Naples Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Olde Marco Island Inn and Suites

Olde Marco Island Inn and Suites

3 out of 5
Olde Marco
Price was $647, price is now $462 per person
$462
per person
Dec 7 - Dec 10
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 $1,096, price is now $686 per person
$686
per person
Nov 1 - Nov 5
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
Price was $814, price is now $574 per person
$574
per person
Dec 5 - Dec 9
found 8 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Spinnaker Inn of Naples

Spinnaker Inn of Naples

2 out of 5
Price was $697, price is now $499 per person
$499
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

North Naples Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Olde Marco Island Inn and Suites

Olde Marco Island Inn and Suites

3 out of 5
Olde Marco
Save 100% on your flight
Price was $1,206, price is now $754 per person
$754
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $2,041, price is now $1,136 per person
$1,136
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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 $1,730, price is now $1,102 per person
$1,102
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
South Island
Save 100% on your flight
Price was $1,606, price is now $1,037 per person
$1,037
per person
Dec 4 - Dec 11
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)

Top Flight Deals

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

Breeze Airways
Sat, Jan 23 - Sat, Feb 6
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$152 Roundtrip, found 3 days ago
$152
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Jan 23 from Portsmouth Intl. to Southwest Florida Intl., returning Sat, Feb 6, priced at $152 found 3 days ago
Frontier Airlines
Sun, Nov 15 - Sat, Dec 5
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$163 Roundtrip, found 13 hours ago
$163
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sun, Nov 15 from Hopkins Intl. to Southwest Florida Intl., returning Sat, Dec 5, priced at $163 found 13 hours ago
Frontier Airlines
Mon, Feb 8 - Sat, Feb 13
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$177 Roundtrip, found 7 hours ago
$177
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Mon, Feb 8 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Sat, Feb 13, priced at $177 found 7 hours ago
Delta
Wed, Oct 28 - Sat, Oct 31
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$189 Roundtrip, found 13 hours ago
$189
Roundtrip
found 13 hours ago
Select Delta flight, departing Wed, Oct 28 from Logan Intl. to Southwest Florida Intl., returning Sat, Oct 31, priced at $189 found 13 hours ago