
Exclusive Fifth Avenue South Vacation Deals

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

The Perry Hotel Naples
Price was $1,586, price is now $976 per person
$976
per person
Feb 6 - Feb 10
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.

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was $5,176, price is now $3,200 per person
$3,200
per person
Jan 17 - Jan 23
found 1 day ago
Roundtrip non-stop 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 Suites at Fishermen’s Village
Punta Gorda Isles
Price was $1,830, price is now $1,166 per person
$1,166
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

GullWing Beach Resort
South Island
Price was $1,808, price is now $1,153 per person
$1,153
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This aparthotel features an outdoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, laundry facilities, and concierge services are also on offer.

Manasota Key Resort
Price was $1,739, price is now $1,127 per person
$1,127
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This smoke-free hotel's private beach and marina are among the highlights. Enjoy the outdoor pool and perks like free self parking and free WiFi. A terrace, a picnic area, and laundry facilities are also on offer.

Windward Passage Resort
Price was $1,826, price is now $1,217 per person
$1,217
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities are provided for your convenience.
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
$197 nightly
The price is $219 total per night
$219 total
Nov 15 - Nov 16
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
$161 nightly
The price is $178 total per night
$178 total
Nov 16 - Nov 17
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
$425 nightly
The price is $472 total per night
$472 total
Nov 16 - Nov 17
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.