
Deals on vacations and trips to Vineyards
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Vineyards flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $737, price is now $433 per person
$433
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.

Matanzas Inn Bayside Resort and Marina
Price was $1,210, price is now $691 per person
$691
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip non-stop 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.

Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $975, price is now $594 per person
$594
per person
Apr 11 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
3 outdoor pools, a lazy river, and a gym are all featured at this smoke-free hotel. 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.

The Perry Hotel Naples
Save 100% on your flight
Price was $1,058, price is now $672 per person
$672
per person
Mar 8 - Mar 11
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.

South Seas Resort
Price was $1,671, price is now $1,062 per person
$1,062
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
This smoke-free resort features a private beach, a golf course, and a water park. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the children's pool, waterslide, and kid-friendly dining.
Top Vineyards hotels deals

The Perry Hotel Naples
12155 Tamiami Trail N Naples FL
Free Cancellation
Reserve now, pay when you stay
$312 nightly
The price is $347 total per night
$347 total
Feb 1 - Feb 2
Total with taxes and fees
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.
Pool
Pet friendly

Naples Grande Beach Resort
475 Seagate Drive Naples FL
Free Cancellation
Reserve now, pay when you stay
$534 nightly
The price is $593 total per night
$593 total
Jan 30 - Jan 31
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. Enjoy the 15 outdoor tennis courts and free perks like WiFi in public areas and a beach shuttle.
Pool
Hot Tub

La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S Naples FL
Free Cancellation
Reserve now, pay when you stay
$168 nightly
The price is $186 total per night
$186 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included

Bayfront Inn Fifth Avenue
1221 5th Ave S Naples FL
$269 nightly
The price is $299 total per night
$299 total
Feb 1 - Feb 2
Total with taxes and fees
A marina and an outdoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.
Pool
Hot Tub

Fairways Inn of Naples
103 Palm River Blvd Naples FL
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $160 total per night
$160 total
Feb 1 - Feb 2
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

Compass by Margaritaville Hotel Naples
4805 Tamiami Trl N Naples FL
Free Cancellation
Reserve now, pay when you stay
$266 nightly
The price is $295 total per night
$295 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
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
4.5/5(313 reviews)
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
4.5/5(45 reviews)
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
4.5/5(1,407 reviews)
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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