Search Deals onEstero Island Vacation Packages
Estero Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Ft Myers
Save 100% on your flight
Price was $834, price is now $421 per person
$421
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Barbara B Mann Hall and Bell Tower Shops are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort
Price was $1,918, price is now $844 per person
$844
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4.5-star 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 Perry Hotel Naples
Save 100% on your flight
Price was $978, price is now $485 per person
$485
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

Inn on Fifth
Save 100% on your flight
Price was $1,214, price is now $647 per person
$647
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star 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 Pier are located nearby.

Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $1,560, price is now $874 per person
$874
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 4-star eco-certified 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.

Edison Beach House
Save 100% on your flight
Price was $1,278, price is now $724 per person
$724
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3.5-star 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.

Hyatt Place Fort Myers/at The Forum
Save 100% on your flight
Price was $847, price is now $496 per person
$496
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Calusa Nature Center and Planetarium and Topgolf are located nearby.

Embassy Suites by Hilton Fort Myers Estero
Save 100% on your flight
Price was $885, price is now $573 per person
$573
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3.5-star business-friendly hotel in Estero. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Hertz Arena and Coconut Point Mall are located nearby.
Estero Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Estero Island Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Tue, Jan 13 - Wed, Jan 21
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$110 Roundtrip, found 16 hours ago
$110
Roundtrip
found 16 hours ago

Wed, Jan 21 - Wed, Jan 28
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$112 Roundtrip, found 4 days ago
$112
Roundtrip
found 4 days ago

Tue, Nov 11 - Tue, Nov 18
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$127 Roundtrip, found 10 hours ago
$127
Roundtrip
found 10 hours ago

Wed, Oct 29 - Wed, Nov 12
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$140 Roundtrip, found 11 hours ago
$140
Roundtrip
found 11 hours ago
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