
Exclusive Fifth Avenue South Vacation Deals

Fifth Avenue South vacation package deals
Price found within the past 48 hours. Click for updated prices.

Wiggins Pass Chalet
Price was $984, price is now $690 per person
$690
per person
Jan 21 - Jan 25
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Free parking, a terrace, and a picnic area are also offered.

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was $4,659, price is now $2,951 per person
$2,951
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This luxury resort features a private beach, a full-service spa, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and visit the 2 bars/lounges and beach bar for drinks.

The Perry Hotel Naples
Price was $1,958, price is now $1,260 per person
$1,260
per person
Jan 21 - Jan 25
found 19 hours 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.

Bellasera Resort
Old Naples
Price was $3,286, price is now $2,206 per person
$2,206
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free valet parking and a free beach shuttle. You'll appreciate the hot tub, poolside bar, and concierge services.

Marriott Sanibel Harbour Resort & Spa
Punta Rassa
Price was $1,467, price is now $1,009 per person
$1,009
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this smoke-free resort. Enjoy the 5 outdoor tennis courts and indoor pool, and unwind with a drink at the bar/lounge.

The Suites at Fishermen’s Village
Punta Gorda Isles
Price was $975, price is now $691 per person
$691
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free aparthotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. A coffee shop, a snack bar/deli, and a picnic area are also on offer.
Frequently asked questions
Top Fifth Avenue South hotel deals

Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Free Cancellation
Reserve now, pay when you stay
$206 nightly
The price is $229 total per night
$229 total
Nov 29 - Nov 30
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the outdoor pool and free buffet breakfast each morning.
Pool
Hot Tub

Bayfront Inn Fifth Avenue
1221 5th Ave S Naples FL
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $172 total per night
$172 total
Nov 10 - Nov 11
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

Inn on Fifth
699 5th Ave S Naples FL
Free Cancellation
Reserve now, pay when you stay
$397 nightly
The price is $440 total per night
$440 total
Nov 10 - Nov 11
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
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View all propertiesLowest 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.