Island Walk Vacations from $366

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Your Island Walk Vacation

Embark on your next great adventure with one of our Island Walk vacation packages. Spend your days getting to know this neighborhood's many delights, such as its walking. Wondering what to see and do during your trip to Island Walk? Nearby attractions such as North Collier Regional Park, Sun N Fun Lagoon and Golisano Childrens Museum of Naples are excellent places to start. Expedia will help put your plans into action. Book your dream Island Walk vacation now.

The Latest Island Walk Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Save 100% on your flight
Price was $599, price is now $366 per person
$366
per person
Mar 22 - Mar 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.2/10 Very Good! (997 reviews)
Great service, would stay again

Reviewed on Jan 10, 2026

Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
Price was $659, price is now $370 per person
$370
per person
Mar 22 - Mar 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Good staff. Quality location

Reviewed on Jan 12, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,222, price is now $706 per person
$706
per person
Mar 11 - Mar 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Beautiful property with everything one could possibly need for a get-away.

Reviewed on Jan 6, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $2,434, price is now $1,444 per person
$1,444
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
Everything was great

Reviewed on Jan 12, 2026

Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Save 100% on your flight
Price was $610, price is now $366 per person
$366
per person
Mar 22 - Mar 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.2/10 Very Good! (1,004 reviews)
Great hotel Great people and service. Very good breakfast

Reviewed on Jan 2, 2026

Where to stay in Island Walk

Find the best Island Walk areas and neighborhoods for the activities you enjoy most. Learn more about Island Walk
Six beautiful cultivated gardens, 2.5 miles of hiking trails and a restored nature preserve

East Naples

4/5(171 area reviews)

Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Fifth Avenue South or Naples Botanical Garden while you're exploring the area.

Find hotels in East Naples

Island Walk Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
Fully refundableReserve now, pay when you stay
$494 nightly
The price is $549 total per night from Feb 1 to Feb 2
$549 total
Feb 1 - Feb 2
Total with taxes and fees
8.8/10 Excellent! (2,010 reviews)
staff courteous amenities extensive

Reviewed on Jan 11, 2026

Naples Grande Beach Resort
Fairways Inn of Naples

Fairways Inn of Naples

3 out of 5
103 Palm River Blvd Naples FL
$130 nightly
The price is $144 total per night from Jan 15 to Jan 16
$144 total
Jan 15 - Jan 16
Total with taxes and fees
9.4/10 Exceptional! (1,166 reviews)
Clean room and staff was very friendly.

Reviewed on Jan 13, 2026

Fairways Inn of Naples
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
$716 nightly
The price is $795 total per night from Jan 19 to Jan 20
$795 total
Jan 19 - Jan 20
Total with taxes and fees
9.2/10 Wonderful! (1,013 reviews)
This is a delightful place that is right in the center of everything. You can walk to numerous restaurants and lots of shops right outside the door. The beds are super comfy and the bathrooms are large with lots of counter space. There is a shuttle that goes to the beach, which takes less than one ...

Reviewed on Jan 11, 2026

Inn on Fifth
See all 9,900 properties in Island Walk
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Island Walk

Vanderbilt beach in Naples, Florida

Vanderbilt Beach

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.

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

Fifth Avenue South

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

Fifth Avenue South
Pristine and idyllic beach at sunset in a bright day, Naples, Florida, USA

Naples Beach

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.

Naples Beach

Things to do

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
Naples Sunset Cruise - Complimentary Charcuterie and wine
Wild Dolphin Boat Tour

Best of Marco Dolphin Tour

$100
per adult
Best of Marco Dolphin Tour
Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour

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

$127
per adult
Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour
See all activities in Naples
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.