Grey Oaks Vacations from $473

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Your Grey Oaks Vacation

Packed with personality and charm, Grey Oaks offers everything from golfing to views. Experience the wonders of this neighborhood the easy way with a customized Grey Oaks vacation package. Start your trip to Grey Oaks by visiting nearby attractions such as Naples Zoo at Caribbean Gardens, Naples Grande Golf Club and Waterside Shops. Whatever your travel plans or the size of your budget, booking your ideal Grey Oaks vacation is simple with Expedia.

The Latest Grey Oaks Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was $1,133, price is now $473 per person
$473
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Clean, loved the fitness center, staff was welcoming, and close to the Arena

Reviewed on Nov 29, 2025

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $1,452, price is now $481 per person
$481
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
The staff-Erika and Penny, were so wonderful and attentive to our requests! The clean room, the beautiful grounds and the restaurant manager, Raymond, so friendly. Just a perfect stay and memories made. Thank you. Catherine & Ernie K

Reviewed on Nov 28, 2025

Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Price was $1,002, price is now $497 per person
$497
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.2/10 Very Good! (1,004 reviews)
Everything was fantastic as usual!

Reviewed on Nov 24, 2025

Innovation Hotel

Innovation Hotel

4 out of 5
Price was $1,484, price is now $784 per person
$784
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (527 reviews)
El personal súper amable y todo muy limpio,la habitación excelente

Reviewed on Nov 24, 2025

Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
Save 100% on your flight
Price was $1,049, price is now $616 per person
$616
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (236 reviews)
Clean and comfortable

Reviewed on Nov 23, 2025

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Where to stay in Grey Oaks

Find the best Grey Oaks areas and neighborhoods for the activities you enjoy most. Learn more about Grey Oaks
Naples Botanical Garden showing a garden and a pond

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

Grey Oaks 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
$377 nightly
The price is $419 total per night from Dec 15 to Dec 16
$419 total
Dec 15 - Dec 16
Total with taxes and fees
8.8/10 Excellent! (1,929 reviews)
THE STAFF AND ROOMS WERE GREAT. THE LOCATION IS CLOSE TO EVERYTHING AND ENJOYED THE FOOD AND DRINKS AT THE BAR EXCELLENT CHOICE OF BOURBONS

Reviewed on Nov 21, 2025

Naples Grande Beach Resort
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S Naples FL
Fully refundable
$272 nightly
The price is $302 total per night from Dec 14 to Dec 15
$302 total
Dec 14 - Dec 15
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
Room was spotless Staff friendly Location fabulous A couple of negative things Balcony only one chair not big enough for 2 people Top pool deck.. the bin wasn’t emptied for 3 days The pool towel bin wasn’t emptied our whole stay and restated. Some of the food on offer like desserts were frozen. Apart ...

Reviewed on Nov 22, 2025

Inn on Fifth
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
11800 Coconut Cove Drive Bonita Springs FL
Fully refundable
$160 nightly
The price is $179 total per night from Dec 15 to Dec 16
$179 total
Dec 15 - Dec 16
Total with taxes and fees
9/10 Wonderful! (712 reviews)
Clean room! Wonderful lazy river! Had such a great vacation there!

Reviewed on Nov 25, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs
See all 12,747 properties in Grey Oaks
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 Grey Oaks

Naples Beach

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
Vanderbilt Beach

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

Things to do

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

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

$110
per adult
100% of travellers recommend
Sunset Tour in Naples Bay on a New Godfrey- All included
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.