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.
Matanzas Inn Bayside Resort and Marina
$698
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Fort Myers (RSW)
Stay at this 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 Estero Boulevard Beach are located nearby.
The Lighthouse Resort Inn & Suites
$778
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.
We had a great time at the Lighthouse. The room we were in was a little worn, flooring in living room area needs to be replaced as well as the counter tops. However, these things did not affect our stay and we did enjoy ourselves.
Reviewed on Aug 14, 2026
Windward Passage Resort
$833
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Great location, very clean
Reviewed on Aug 6, 2026
Mariners Boathouse by Coolvacay
South Island
$1,054
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Fort Myers (RSW)
Book a stay at this beach condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Pleasant stay. Staff friendly and attentive. Very relaxing stay. The view of the beach is a plus.
Reviewed on Aug 5, 2026
Sunset Slip by Avantstay Private Pool + Dock + Bay Views Walk to Beach + Times Square
$1,707
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Fort Myers (RSW)
Stay at this cottage in Fort Myers Beach. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
The Bay Inn at Lani Kai
$755
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and 6 bars/lounges. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
My wife and I stayed at the Bay At Lani Kai, and were very pleased with the location, the pool access, the restaurant (great breakfast) and the staff. The only reason I’m taking off a star is due to the television in the room. All we could watch were 6 local stations as everything else was not available. All in all, it was a lovely stay but next time I will bring an HDMI cable.
Reviewed on Aug 14, 2026
Top Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
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 ...
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
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. ...
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and a beach locale. Popular attractions Key West Express and Estero Boulevard ...
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
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 ...
La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S Naples FL
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 ...
The Perry Hotel Naples
12155 Tamiami Trail N Naples FL
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Delnor-Wiggins Pass ...
Naples Bay Resort & Marina
1500 Fifth Ave S Naples FL
Book a stay at this spa hotel in Naples. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Compass by Margaritaville Hotel Naples
4805 Tamiami Trl N Naples FL
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 ...
The Lighthouse Resort Inn & Suites
1051 5th St Fort Myers Beach FL
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. ...
Pink Shell Beach Resort and Marina
275 Estero Blvd Fort Myers Beach FL
Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the ...
Hilton Naples
5111 Tamiami Trl N Naples FL
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 ...
Hyatt Vacation Club at Coconut Cove, Bonita Springs
11800 Coconut Cove Drive Bonita Springs FL
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita Springs ...
Inn on Fifth
699 5th Ave S Naples FL
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. ...
Bayfront Inn Fifth Avenue
1221 5th Ave S Naples FL
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 ...
DiamondHead Beach Resort
2000 Estero Blvd Fort Myers Beach FL
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 ...
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.
Mon, Oct 26 - Mon, Nov 2
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$98
Roundtrip
found 3 days ago
Sat, Sep 19 - Tue, Sep 22
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$189
Roundtrip
found 1 day ago
Thu, Sep 10 - Sat, Sep 12
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$195
Roundtrip
found 1 day ago
Thu, Sep 10 - Sat, Sep 12
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$195
Roundtrip
found 1 day ago
Thu, Feb 4 - Thu, Feb 11
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$207
Roundtrip
found 1 day ago
Best points of interest in Naples
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