
Exclusive Fifth Avenue South Vacation Deals

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

The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $749, price is now $492 per person
$492
per person
Jun 5 - Jun 9
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $1,550, price is now $847 per person
$847
per person
Jul 5 - Jul 10
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
Save 100% on your flight
Price was $900, price is now $564 per person
$564
per person
Jul 5 - Jul 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.

Mariners Boathouse by Coolvacay
South Island
Save 100% on your flight
Price was $1,103, price is now $697 per person
$697
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.

Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,259, price is now $811 per person
$811
per person
May 18 - May 23
found 15 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
This smoke-free resort features a private beach, a full-service spa, and a marina. Family-friendly amenities include a children's pool and kid-friendly dining, along with kayaking. Free self parking is free for guests, and you can enjoy a meal in one of the 3 restaurants.

Shell Island Beach Club
East End
Save 100% on your flight
Price was $2,022, price is now $1,311 per person
$1,311
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Fort Myers (RSW)
This aparthotel includes a picnic area and barbecue grills. Take advantage of the free self parking.
Frequently asked questions
Top Fifth Avenue South hotel deals

Inn on Fifth
699 5th Ave S Naples FL
Free Cancellation
Reserve now, pay when you stay
$511 nightly
The price is $567 total per night
$567 total
May 3 - May 4
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.

La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S Naples FL
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $102 total per night
$102 total
May 10 - May 11
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.

Bayfront Inn Fifth Avenue
1221 5th Ave S Naples FL
$99 nightly
The price is $110 total per night
$110 total
May 11 - May 12
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.
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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.