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Estero Island Vacation Packages

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Estero Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,187, price is now $637 per person
$637
per person
Feb 26 - Mar 1
found 2 hours 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 Barefoot Beach 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 $1,269, price is now $746 per person
$746
per person
Feb 26 - Mar 1
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this golf aparthotel 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.
Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $1,137, price is now $673 per person
$673
per person
Feb 26 - Mar 1
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot 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 $1,223, price is now $778 per person
$778
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Times Square are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $2,586, price is now $1,715 per person
$1,715
per person
Feb 26 - Mar 1
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
Price was $1,376, price is now $917 per person
$917
per person
Feb 10 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this motel in Sanibel. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $1,814, price is now $1,213 per person
$1,213
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.
Inn on Fifth

Inn on Fifth

4 out of 5
Save 100% on your flight
Price was $2,501, price is now $1,721 per person
$1,721
per person
Jan 13 - Jan 18
found 16 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
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. Popular attractions Fifth Avenue South and Naples Beach are located nearby.

Estero Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,187, price is now $637 per person
$637
per person
Feb 26 - Mar 1
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
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 $1,269, price is now $746 per person
$746
per person
Feb 26 - Mar 1
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $1,137, price is now $673 per person
$673
per person
Feb 26 - Mar 1
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) 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 $1,223, price is now $778 per person
$778
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)

Estero Island Vacation Packages 5-7 Night Stays

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 $792, price is now $440 per person
$440
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $2,123, price is now $1,134 per person
$1,134
per person
Feb 10 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $1,192, price is now $661 per person
$661
per person
Feb 10 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
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 $1,606, price is now $939 per person
$939
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)

Top Flight Deals

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

Spirit Airlines
Wed, Jan 14 - Fri, Jan 23
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$57 Roundtrip, found 4 days ago
$57
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Jan 14 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Jan 23, priced at $57 found 4 days ago
Frontier Airlines
Mon, Dec 8 - Thu, Dec 18
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$78 Roundtrip, found 4 days ago
$78
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Dec 8 from Philadelphia Intl. to Southwest Florida Intl., returning Thu, Dec 18, priced at $78 found 4 days ago
Frontier Airlines
Sun, Feb 8 - Sat, Feb 14
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$108 Roundtrip, found 5 days ago
$108
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, Feb 8 from Hopkins Intl. to Southwest Florida Intl., returning Sat, Feb 14, priced at $108 found 5 days ago
Spirit Airlines
Wed, Feb 4 - Mon, Feb 9
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$120 Roundtrip, found 1 hour ago
$120
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Feb 4 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Mon, Feb 9, priced at $120 found 1 hour ago