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.
Wyvern Hotel, an Ascend Collection Hotel
Downtown Punta Gorda
Save 100% on your flight
Price was $745, price is now $520 per person
$520
per person
Feb 28 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Fort Myers (RSW)
Book a stay at this luxury hotel 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 A. C. Freeman House and Gilchrist Park are located nearby.
Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $1,054, price is now $579 per person
$579
per person
Mar 17 - Mar 23
found 14 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Fort Myers (RSW)
Book a stay at this 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 Edison Mall and Barbara B Mann Hall are located nearby.
Hyatt Place Fort Myers/at The Forum
The Forum
Save 100% on your flight
Price was $892, price is now $536 per person
$536
per person
Mar 17 - Mar 23
found 14 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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 breakfast and the helpful staff in our reviews. Popular attractions Edison Mall and Calusa Nature Center and Planetarium are located nearby.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,078, price is now $662 per person
$662
per person
Mar 1 - Mar 5
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Captiva Beach and Captiva Chapel By the Sea are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $3,548, price is now $2,444 per person
$2,444
per person
Feb 28 - Mar 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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.
Embassy Suites by Hilton Fort Myers Estero
Save 100% on your flight
Price was $1,264, price is now $871 per person
$871
per person
Mar 17 - Mar 23
found 14 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Fort Myers (RSW)
Book a stay at this 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.
Top Hotel Deals
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
28.94 km from city center
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent ...
Naples Grande Beach Resort
475 Seagate Drive Naples FL
2.64 km from city center
Book a stay at this luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
29.15 km from city center
Book a stay at this 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 ...
Fairways Inn of Naples
103 Palm River Blvd Naples FL
4.89 km from city center
Stay at this hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Inn on Fifth
699 5th Ave S Naples FL
10.05 km from city center
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. ...
Hyatt Vacation Club at Coconut Cove, Bonita Springs
11800 Coconut Cove Drive Bonita Springs FL
20 km from city center
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 ...
The Ritz-Carlton, Naples
280 Vanderbilt Beach Rd Naples FL
3.43 km from city center
Book a stay at this luxury resort in Naples. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Popular attractions Vanderbilt Beach and Barefoot ...
The Perry Hotel Naples
12155 Tamiami Trail N Naples FL
5.53 km from city center
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 ...
DiamondHead Beach Resort
2000 Estero Blvd Fort Myers Beach FL
28.58 km from city center
Book a stay at this 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 ...
Hilton Naples
5111 Tamiami Trl N Naples FL
2.59 km from city center
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Compass by Margaritaville Hotel Naples
4805 Tamiami Trl N Naples FL
3.01 km from city center
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
13.88 km from city center
Book a stay at this family-friendly hotel in Naples. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Popular attractions Paradise Coast Sports Compex and ...
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
10.11 km from city center
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool 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.
Sun, Feb 15 - Sat, Feb 21
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$69 Roundtrip, found 1 day ago
$69
Roundtrip
found 1 day ago
Tue, Feb 24 - Wed, Feb 25
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$71 Roundtrip, found 9 hours ago
$71
Roundtrip
found 9 hours ago
Mon, Mar 9 - Thu, Mar 26
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$128 Roundtrip, found 3 days ago
$128
Roundtrip
found 3 days ago
Sat, Feb 28 - Thu, Mar 5
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$147 Roundtrip, found 20 hours ago
$147
Roundtrip
found 20 hours ago
Sat, Feb 7 - Sun, Feb 15
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$151 Roundtrip, found 5 days ago
$151
Roundtrip
found 5 days ago