Name: Inn on Fifth
Price range: $795 total
Rating: 9.2

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The Latest Keewaydin Island vacation packages

Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Ft Myers

Villas

Save 100% on your flight

$356

per person

Mar 14 - Mar 17

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,002 reviews)

The staff at the counter are not friendly at all, the room was just clean.

Reviewed on Jan 6, 2026

Matanzas Inn Bayside Resort and Marina

Save 100% on your flight

$532

per person

Mar 22 - Mar 26

found 14 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.2/10 Wonderful! (1,001 reviews)

Erica was wonderful, she was very pleasant and very accommodating.

Reviewed on Jan 2, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Save 100% on your flight

$1,130

per person

Mar 19 - Mar 22

found 12 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.2/10 Wonderful! (704 reviews)

Everything was great

Reviewed on Dec 28, 2025

The Perry Hotel Naples

Save 100% on your flight

$1,130

per person

Apr 1 - Apr 5

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (477 reviews)

Room was clean. Staff was very friendly. Location was convenient.

Reviewed on Jan 3, 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites

Punta Gorda Isles

Save 100% on your flight

$625

per person

Feb 22 - Feb 26

found 4 hours ago

Roundtrip flight included

Minneapolis (MSP) to Fort Myers (RSW)

9.8/10 Exceptional! (1,027 reviews)

Only disappointment was a few of the shops listed as open were still under construction. Lodging 5 STAR for sure! Clean and exactly as advertised. Will absolutely return. Holiday decorations were simply beautiful!

Reviewed on Jan 3, 2026

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Discover the most popular places to visit in Keewaydin Island

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.

5th Avenue Shopping District which includes markets, street scenes and a city

Fifth Avenue South

4.5/5(45 reviews)

Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.

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.

What to do in Keewaydin Island

Sunset Tour in Naples Bay on a New Godfrey- All included

Naples Sunset Cruise - Complimentary Charcuterie and wine

$110

per adult

100% of travellers recommend

Best of Marco Dolphin Tour

$100

per adult

Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour

$127

per adult

See all activities in Keewaydin Island

Keewaydin Island Hotel Deals

Naples Grande Beach Resort

475 Seagate Drive Naples FL

$512 nightly

$569 total

Jan 19 - Jan 20

Total with taxes and fees

8.8/10 Excellent! (2,003 reviews)

The Signature King Suite was wonderful! Spacious with an amazing view, 2 mini fridges, and a super comfy bed. Beach, pool, and service were excellent. Would definitely recommend this property!!

Reviewed on Jan 6, 2026

Fairways Inn of Naples

103 Palm River Blvd Naples FL

$148 nightly

$164 total

Jan 11 - Jan 12

Total with taxes and fees

9.4/10 Exceptional! (1,155 reviews)

Quiet place with a lovely backyard.

Reviewed on Jan 6, 2026

Inn on Fifth

699 5th Ave S Naples FL

Fully refundableReserve now, pay when you stay

$716 nightly

$795 total

Jan 19 - Jan 20

Total with taxes and fees

9.2/10 Wonderful! (1,006 reviews)

Restaurants and shopping all within walking distance!

Reviewed on Jan 5, 2026

See all 10,822 properties in Keewaydin Island

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.