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Keewaydin Island Vacation Packages

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Keewaydin 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
Price was $804, price is now $525 per person
$525
per person
Aug 9 - Aug 13
found 1 day ago
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 Vanderbilt Beach and Barefoot Beach 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 $2,249, price is now $1,343 per person
$1,343
per person
Jun 22 - Jun 28
found 22 hours ago
Roundtrip flight included
Columbus (CMH) 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 Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,284, price is now $875 per person
$875
per person
Jul 26 - Aug 2
just found
Roundtrip non-stop flight included
Columbus (CMH) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
Save 100% on your flight
Price was $1,611, price is now $1,129 per person
$1,129
per person
Jul 26 - Aug 2
just found
Roundtrip non-stop flight included
Columbus (CMH) to Fort Myers (RSW)
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Winterberry Beach and South Marco Beach are located nearby.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $1,245, price is now $886 per person
$886
per person
Jul 20 - Jul 27
found 2 hours ago
Roundtrip 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 Estero Boulevard Beach are located nearby.
Villa Marco Island

Villa Marco Island

3.5 out of 5
Price was $1,618, price is now $1,166 per person
$1,166
per person
Jun 18 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach villa in Marco Island. Enjoy free WiFi, free parking, and private pools. Popular attractions City of Marco Island Racquet Center and Marco Island Historical Museum are located nearby.
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 $1,584, price is now $1,150 per person
$1,150
per person
Jul 26 - Aug 2
just found
Roundtrip non-stop flight included
Columbus (CMH) to Fort Myers (RSW)
Stay at this hotel in Punta Gorda. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Price was $1,305, price is now $949 per person
$949
per person
Jul 20 - Jul 27
found 2 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

Keewaydin 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
Price was $804, price is now $525 per person
$525
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $1,174, price is now $767 per person
$767
per person
Aug 9 - Aug 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Price was $968, price is now $734 per person
$734
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
South Island
Price was $789, price is now $598 per person
$598
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Providence (PVD) to Fort Myers (RSW)

Keewaydin Island Vacation Packages 5-7 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 $1,130, price is now $711 per person
$711
per person
Jul 12 - Jul 18
found 1 hour ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $2,249, price is now $1,343 per person
$1,343
per person
Jun 22 - Jun 28
found 22 hours ago
Roundtrip flight included
Columbus (CMH) 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 $1,733, price is now $1,115 per person
$1,115
per person
Jul 26 - Aug 2
just found
Roundtrip non-stop flight included
Columbus (CMH) to Fort Myers (RSW)
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,284, price is now $875 per person
$875
per person
Jul 26 - Aug 2
just found
Roundtrip non-stop flight included
Columbus (CMH) 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
Thu, Aug 27 - Thu, Sep 3
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$92 Roundtrip, found 4 days ago
$92
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Aug 27 from Hopkins Intl. to Southwest Florida Intl., returning Thu, Sep 3, priced at $92 found 4 days ago
United
Sun, May 24 - Tue, Jun 9
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$187 Roundtrip, found 6 days ago
$187
Roundtrip
found 6 days ago
Select United flight, departing Sun, May 24 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Tue, Jun 9, priced at $187 found 6 days ago
Sun Country Airlines
Sun, Nov 1 - Sat, Nov 7
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$207 Roundtrip, found 6 days ago
$207
Roundtrip
found 6 days ago
Select Sun Country Airlines flight, departing Sun, Nov 1 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Sat, Nov 7, priced at $207 found 6 days ago
Delta
Fri, Jun 5 - Tue, Jun 16
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$222 Roundtrip, found 2 days ago
$222
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Jun 5 from Logan Intl. to Southwest Florida Intl., returning Tue, Jun 16, priced at $222 found 2 days ago