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Naples Vacation Packages

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Naples Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
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 $1,150, price is now $751 per person
$751
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Staff were very polite and helpful other than when promotional items were attempted to be redeemed. Water stations were not available as stated. Very nice accommodations.

Reviewed on Oct 14, 2026

Shell Island Beach Club

Shell Island Beach Club

4 out of 5
Price was $1,947, price is now $1,343 per person
$1,343
per person
Nov 14 - Nov 21
found 20 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
This well-equipped apartment overlooks the grounds and swimming pool with views of the beach just yards away. Fully restored after the devastation from hurricane Ian 4 years ago it’s in great shape and we had a wonderful stay. The staff work tirelessly to keep the place as it should be and nothing was too much trouble. I can’t recommend it highly enough.

Reviewed on Sep 6, 2026

Lighthouse Resort and Club

Lighthouse Resort and Club

4 out of 5
Save 100% on your flight
Price was $1,742, price is now $1,202 per person
$1,202
per person
Dec 1 - Dec 8
found 4 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, a beach locale, and free bicycles on site. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.

Olde Marco Island Inn and Suites

Olde Marco Island Inn and Suites

3 out of 5
Save 100% on your flight
Price was $1,699, price is now $1,190 per person
$1,190
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Stay at this hotel in Marco Island. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Marco Beach and Pelican Pier Marina are located nearby.

Southseas

Southseas

3 out of 5
Save 100% on your flight
Price was $4,149, price is now $2,942 per person
$2,942
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Book a stay at this beach apartment in Marco Island. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Marco Beach and Tigertail Beach are located nearby.

Villa Marco Island

Villa Marco Island

3.5 out of 5
Save 100% on your flight
Price was $2,451, price is now $1,769 per person
$1,769
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this beach villa in Marco Island. Enjoy free WiFi, free parking, and private pools. Popular attractions Marco Beach and City of Marco Island Racquet Center are located nearby.
Very nice, spacious place in a good location on the canal! Lots of room for the 6 of us with room for more. Would definitely stay in this place again!

Reviewed on Apr 8, 2026

A Peaceful Paradise by Avantstay Screened Pool + Outdoor Kitchen + Fire Table 15 Min to 5th Ave

A Peaceful Paradise by Avantstay Screened Pool + Outdoor Kitchen + Fire Table 15 Min to 5th Ave

3 out of 5
Save 100% on your flight
Price was $2,962, price is now $2,139 per person
$2,139
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Stay at this cottage in Naples. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Fifth Avenue South and Paradise Coast Sports Compex are located nearby.

Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $2,423, price is now $1,752 per person
$1,752
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this business-friendly aparthotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
Excellent staff...everyone. Rooms were also great.

Reviewed on Oct 12, 2026

Naples Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was $900, price is now $617 per person
$617
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $1,815, price is now $1,313 per person
$1,313
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Lighthouse Resort and Club

Lighthouse Resort and Club

4 out of 5
East End
Save 100% on your flight
Price was $1,163, price is now $848 per person
$848
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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 $1,027, price is now $761 per person
$761
per person
Dec 27 - Dec 30
found 1 hour ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)

Naples Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
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 $1,150, price is now $751 per person
$751
per person
Nov 19 - Nov 25
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 $2,655, price is now $1,548 per person
$1,548
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop 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 $3,787,806, price is now $2,414,251 per person
$2,414,251
per person
Dec 1 - Dec 8
found 4 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
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 $1,422, price is now $959 per person
$959
per person
Dec 20 - Dec 27
found 22 hours ago
Roundtrip flight included
Minneapolis (MSP) 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
Sun, Dec 13 - Thu, Jan 7
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$104 Roundtrip, found 13 hours ago
$104
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sun, Dec 13 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Thu, Jan 7, priced at $104 found 13 hours ago
Frontier Airlines
Tue, Dec 8 - Tue, Dec 15
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Dec 8 from Hopkins Intl. to Southwest Florida Intl., returning Tue, Dec 15, priced at $118 found 1 day ago
Frontier Airlines
Sun, Dec 6 - Sun, Dec 13
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$123 Roundtrip, found 4 days ago
$123
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Dec 6 from O'Hare Intl. to Southwest Florida Intl., returning Sun, Dec 13, priced at $123 found 4 days ago
Southwest Airlines
Wed, Nov 11 - Wed, Jan 20
DAL
Love Field
RSW
Southwest Florida Intl.
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Nov 11 from Love Field to Southwest Florida Intl., returning Wed, Jan 20, priced at $177 found 3 days ago