Deals on vacations and trips to Pine Ridge
Save when you book Pine Ridge package deals
Pine Ridge flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum
The Forum
Save 100% on your flight
Price was $518, price is now $270 per person
$270
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
The Perry Hotel Naples
Price was $1,298, price is now $589 per person
$589
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a beach shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy the a rooftop terrace.
Matanzas Inn Bayside Resort and Marina
Price was $910, price is now $438 per person
$438
per person
Mar 8 - Mar 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A terrace, a picnic area, and luggage storage are also on offer.
Innovation Hotel
Price was $2,138, price is now $1,146 per person
$1,146
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This smoke-free hotel features 2 restaurants, 2 outdoor tennis courts, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Price was $2,378, price is now $1,321 per person
$1,321
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
3 outdoor pools, a lazy river, and a gym are all featured at this smoke-free aparthotel. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.
Top Pine Ridge hotels deals
Naples Grande Beach Resort
475 Seagate Drive Naples FL
Free Cancellation
$466 nightly
The price is $518 total per night
$518 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this luxury resort. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Family-friendly amenities include a waterslide and kid-friendly dining, along with tennis lessons.
Pool
Hot Tub
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $173 total per night
$173 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
This smoke-free hotel features 3 restaurants, 3 beach bars, and 6 bars/lounges. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the outdoor pool and perks like free WiFi.
Pool
Free WiFi
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
$454 nightly
The price is $507 total per night
$507 total
Dec 30 - Dec 31
Total with taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 4 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, beach bar, and concierge services.
Pool
Spa
Fairways Inn of Naples
103 Palm River Blvd Naples FL
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $169 total per night
$169 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.
Pool
Breakfast included
Inn on Fifth
699 5th Ave S Naples FL
Free Cancellation
$363 nightly
The price is $403 total per night
$403 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and perks like a free beach shuttle. Enjoy the a rooftop terrace and unwind at the bar/lounge and poolside bar.
Pool
Hot Tub
Hyatt Vacation Club at Coconut Cove, Bonita Springs
11800 Coconut Cove Drive Bonita Springs FL
Free Cancellation
$246 nightly
The price is $274 total per night
$274 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
3 outdoor pools, a lazy river, and a gym are all featured at this smoke-free aparthotel. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.
Pool
Hot Tub
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.
Popular places to visit
Vanderbilt Beach
If a restful vacation is part of your travel plans, Vanderbilt Beach might be the perfect place to seek out during your trip to North Naples.
Fifth Avenue South
During your trip to Naples, you can find the perfect gifts to bring home at Fifth Avenue South. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
Naples Beach
Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.
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