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Pine Ridge Vacation Packages

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Pine Ridge Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Save 100% on your flight
Price was $670, price is now $471 per person
$471
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
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 $1,912, price is now $1,090 per person
$1,090
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,272, price is now $805 per person
$805
per person
May 29 - Jun 5
found 11 hours 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.
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Save 100% on your flight
Price was $1,288, price is now $836 per person
$836
per person
Jun 13 - Jun 20
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this aparthotel in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fishermen's Village and Military Heritage Museum are located nearby.
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $2,160, price is now $1,486 per person
$1,486
per person
Jun 13 - Jun 20
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach hotel in Englewood. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Englewood Beach and Stump Pass Beach State Park 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 $1,602, price is now $1,132 per person
$1,132
per person
Jun 13 - Jun 20
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this hotel in Punta Gorda. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

3 out of 5
Save 100% on your flight
Price was $6,561, price is now $4,665 per person
$4,665
per person
Jul 6 - Jul 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Stay at this cottage in Marco Island. Enjoy free parking, private pools, and patios. Popular attractions South Marco Beach and Mackle Park are located nearby.
THE Palmview AND Sandpiper Inns

THE Palmview AND Sandpiper Inns

3.5 out of 5
Save 100% on your flight
Price was $759, price is now $545 per person
$545
per person
May 31 - Jun 4
found 1 day ago
Roundtrip 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.

Pine Ridge Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

3 out of 5
Save 100% on your flight
Price was $670, price is now $471 per person
$471
per person
May 31 - Jun 4
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 $1,794, price is now $1,075 per person
$1,075
per person
Jun 14 - Jun 18
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
Price was $730, price is now $491 per person
$491
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $869, price is now $611 per person
$611
per person
Jun 11 - Jun 15
found 4 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)

Pine Ridge Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Save 100% on your flight
Price was $1,232, price is now $766 per person
$766
per person
Jun 13 - Jun 20
found 9 hours 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 $1,912, price is now $1,090 per person
$1,090
per person
Jul 5 - Jul 11
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 $1,272, price is now $805 per person
$805
per person
May 29 - Jun 5
found 11 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Save 100% on your flight
Price was $1,288, price is now $836 per person
$836
per person
Jun 13 - Jun 20
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.

Frontier Airlines
Mon, May 4 - Fri, May 22
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, May 4 from Hopkins Intl. to Southwest Florida Intl., returning Fri, May 22, priced at $108 found 3 days ago
Frontier Airlines
Tue, Jun 23 - Thu, Jul 9
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$140 Roundtrip, just found
$140
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Jun 23 from Philadelphia Intl. to Southwest Florida Intl., returning Thu, Jul 9, priced at $140 just found
Frontier Airlines
Sun, May 3 - Sat, May 9
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$171 Roundtrip, found 15 hours ago
$171
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sun, May 3 from O'Hare Intl. to Southwest Florida Intl., returning Sat, May 9, priced at $171 found 15 hours ago
United
Fri, May 15 - Wed, May 20
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$202 Roundtrip, found 10 hours ago
$202
Roundtrip
found 10 hours ago
Select United flight, departing Fri, May 15 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Wed, May 20, priced at $202 found 10 hours ago