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.
Courtyard by Marriott Fort Myers Cape Coral
Save 100% on your flight
Price was $1,138, price is now $609 per person
$609
per person
Mar 17 - Mar 25
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 and the clean rooms in our reviews. Popular attractions Edison Mall and Fort Myers Country Club are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $4,625, price is now $2,683 per person
$2,683
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $1,066, price is now $655 per person
$655
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
The Perry Hotel Naples
Save 100% on your flight
Price was $2,683, price is now $1,710 per person
$1,710
per person
Mar 16 - Mar 21
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
Caloosahatchee
Save 100% on your flight
Price was $1,155, price is now $784 per person
$784
per person
Mar 17 - Mar 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Cape Coral. 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 Dolphin Marina are located nearby.
Wyvern Hotel, an Ascend Collection Hotel
Downtown Punta Gorda
Save 100% on your flight
Price was $1,568, price is now $1,075 per person
$1,075
per person
Mar 17 - Mar 25
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Top Hotel Deals
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 ...
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 ...
Bayfront Inn Fifth Avenue
1221 5th Ave S Naples FL
9.88 km from city center
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
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 ...
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 ...
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 ...
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 ...
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. ...
The Lighthouse Resort Inn & Suites
1051 5th St Fort Myers Beach FL
29.34 km from city center
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. ...
Echo Suites Extended Stay By Wyndham Naples
3670 Income Lane Naples FL
5.3 km from city center
Stay at this hotel in Naples. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Naples Zoo at Caribbean Gardens and Vanderbilt Beach ...
Pointe Estero Beach Resort
6640 Estero Blvd Fort Myers Beach FL
23.43 km from city center
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free parking, a beach locale, and a garden. Popular attractions Key West Express and Bonita Springs ...
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 ...
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, May 2 - Sat, May 16
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$87 Roundtrip, found 6 days ago
$87
Roundtrip
found 6 days ago
Sun, Mar 1 - Wed, Mar 4
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$101 Roundtrip, found 4 days ago
$101
Roundtrip
found 4 days ago
Mon, Apr 27 - Wed, May 13
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$167 Roundtrip, found 23 hours ago
$167
Roundtrip
found 23 hours ago
Mon, Apr 27 - Wed, May 13
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$167 Roundtrip, found 23 hours ago
$167
Roundtrip
found 23 hours ago
Sat, May 2 - Sat, May 9
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago