Pine Ridge Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Pine Ridge Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Fort Myers Central
Save 100% on your flight
Price was $369, price is now $240 per person
$240
per person
Jan 24 - Jan 28
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Edison Mall and Vietnam War Memorial are located nearby.
Matanzas Inn Bayside Resort and Marina
Price was $936, price is now $464 per person
$464
per person
Jan 24 - Jan 28
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Stay at this 3-star 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.
Hyatt Place Fort Myers/at The Forum
The Forum
Save 100% on your flight
Price was $577, price is now $340 per person
$340
per person
Jan 24 - Jan 28
found 19 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $766, price is now $485 per person
$485
per person
Dec 6 - Dec 12
found 2 days ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.
Hampton Inn & Suites Fort Myers-Estero/FGCU
Save 100% on your flight
Price was $600, price is now $398 per person
$398
per person
Jan 24 - Jan 28
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Estero. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hertz Arena and Coconut Point Mall are located nearby.
South Seas Resort
Save 100% on your flight
Price was $1,542, price is now $1,027 per person
$1,027
per person
Dec 6 - Dec 12
found 2 days ago
Roundtrip non-stop flight included
Baltimore (BWI) to Fort Myers (RSW)
Stay at this 3.5-star beach resort in Captiva. Enjoy 3 outdoor pools, 6 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina are located nearby.
Top Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
29.15 km from city center
Stay at this 4-star beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
Inn on Fifth
699 5th Ave S, Naples, FL
10.05 km from city center
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. ...
Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
2.7 km from city center
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
Lani Kai Beachfront Resort
1400 Estero Blvd, Fort Myers Beach, FL
28.94 km from city center
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent ...
Hyatt Vacation Club at Coconut Cove, Bonita Springs
11800 Coconut Cove Drive, Bonita Springs, FL
19.98 km from city center
Stay at this 4-star golf aparthotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita ...
La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S, Naples, FL
10.42 km from city center
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 ...
Pink Shell Beach Resort and Marina
275 Estero Blvd, Fort Myers Beach, FL
30.56 km from city center
Stay at this 4-star beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...
Compass by Margaritaville Hotel Naples
4805 Tamiami Trl N, Naples, FL
3.01 km from city center
Stay at this 4-star business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Hyatt House Naples/5th Avenue
1345 5th Avenue South, Naples, FL
10.12 km from city center
Stay at this 3.5-star business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. ...
Hilton Naples
5111 Tamiami Trl N, Naples, FL
2.52 km from city center
Stay at this 4-star business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
The Perry Hotel Naples
12155 Tamiami Trail N, Naples, FL
5.53 km from city center
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 ...
DiamondHead Beach Resort
2000 Estero Blvd, Fort Myers Beach, FL
28.58 km from city center
Stay at this 3.5-star beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
LaPlaya Beach & Golf Resort - A Noble House Resort
9891 Gulf Shore Dr, Naples, FL
4.33 km from city center
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. ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Jan 24 - Sat, Jan 31
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$100 Roundtrip, found 8 hours ago
$100
Roundtrip
found 8 hours ago
Sat, Jan 24 - Sat, Jan 31
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$110 Roundtrip, found 8 hours ago
$110
Roundtrip
found 8 hours ago
Sat, Jan 10 - Sat, Jan 17
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$122 Roundtrip, found 21 hours ago
$122
Roundtrip
found 21 hours ago
Wed, Dec 31 - Thu, Jan 8
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$126 Roundtrip, found 6 hours ago
$126
Roundtrip
found 6 hours ago
Wed, Dec 3 - Tue, Dec 16
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago