Three Oaks Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Three Oaks Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Lazy Cuckoo Inn
per person
Jun 9 - Jun 13
found 7 hours ago
Roundtrip non-stop flight included
Weyers Cave (SHD) to Fort Myers (RSW)
Stay at this aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Key West Express and Smugglers Cove Adventure Golf are located nearby.
Lani Kai Beachfront Resort
per person
Jun 9 - Jun 13
found 7 hours ago
Roundtrip non-stop flight included
Weyers Cave (SHD) to Fort Myers (RSW)
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 Times Square are located nearby.
GullWing Beach Resort
South Island
per person
Jun 9 - Jun 13
found 7 hours ago
Roundtrip non-stop flight included
Weyers Cave (SHD) to Fort Myers (RSW)
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Bonita Springs Public Beach are located nearby.
Casa Playa Beach Resort
per person
Jun 9 - Jun 13
found 7 hours ago
Roundtrip non-stop flight included
Weyers Cave (SHD) to Fort Myers (RSW)
Book a stay at this beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Lynn Hall Memorial Park are located nearby.
Matanzas Inn Bayside Resort and Marina
per person
Jun 9 - Jun 13
found 7 hours ago
Roundtrip non-stop flight included
Weyers Cave (SHD) 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.
Lovers Key Resort
per person
Jun 9 - Jun 13
found 7 hours ago
Roundtrip non-stop flight included
Weyers Cave (SHD) to Fort Myers (RSW)
Stay at this 3-star beach aparthotel in Fort Myers Beach. Enjoy breakfast (surcharge), a fitness center, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Key West Express and Bonita Springs Public Beach are located nearby.
Top Hotel Deals
Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
28.84 km from Three Oaks
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
16.06 km from Three Oaks
Stay at this 4-star beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
1538 Cape Coral Pkwy E, Cape Coral, FL
18.18 km from Three Oaks
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 ...
Sanibel Island Beach Resort
1231 Middle Gulf Dr, Sanibel, FL
25.46 km from Three Oaks
Stay at this 3-star beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
Hilton Naples
5111 Tamiami Trl N, Naples, FL
28.96 km from Three Oaks
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
29.45 km from Three Oaks
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 ...
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr, Fort Myers, FL
21.74 km from Three Oaks
Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property ...
Lani Kai Beachfront Resort
1400 Estero Blvd, Fort Myers Beach, FL
15.85 km from Three Oaks
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 Times Square ...
Pink Shell Beach Resort and Marina
275 Estero Blvd, Fort Myers Beach, FL
17.01 km from Three Oaks
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 ...
The Ritz-Carlton, Naples
280 Vanderbilt Beach Rd, Naples, FL
24.41 km from Three Oaks
Stay at this 5-star 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
21.03 km from Three Oaks
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 ...
Hilton Garden Inn Ft Myers
12600 University Dr, Fort Myers, FL
13.31 km from Three Oaks
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 ...
Fairways Inn of Naples
103 Palm River Blvd, Naples, FL
21.96 km from Three Oaks
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 ...
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.
Thu, Jun 5 - Sun, Jun 8
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$114 Roundtrip, found 2 hours ago
$114
Roundtrip
found 2 hours ago
Wed, Aug 6 - Thu, Aug 7
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Thu, May 29 - Mon, Jun 2
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Mon, Aug 11 - Tue, Aug 19
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Best points of interest in Fort Myers
- Key West Express Vacations
- JetBlue Park at Fenway South Vacations
- Florida Gulf Coast University Vacations
- Vanderbilt Beach Vacations
- Hertz Arena Vacations
- Coconut Point Mall Vacations
- Barefoot Beach Vacations
- Bonita Springs Public Beach Vacations
- Edison Mall Vacations
- Gulf Coast Town Center Vacations
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