Colonial Oaks Vacations from $332

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Colonial Oaks Vacation

Book a Colonial Oaks vacation package and experience the atmosphere and rhythm of this fascinating neighborhood. With all your travel plans taken care of, the only thing you need to concentrate on here is living it up. Some top nearby attractions to see during your trip to Colonial Oaks include Hertz Arena, Coconut Point Mall and Miromar Outlets. Don't just wish for it — take action! Reserve your perfect Colonial Oaks vacation with Expedia and experience travel your way.

The Latest Colonial Oaks Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $620, price is now $332 per person
$332
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
Very nice Staff is excellent.

Reviewed on Nov 24, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,946, price is now $1,039 per person
$1,039
per person
Feb 16 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
The bed was very comfortable. The shower was clean and updated. We enjoyed the fire pits at night.

Reviewed on Nov 27, 2025

Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $1,985, price is now $1,106 per person
$1,106
per person
Feb 16 - Feb 21
found 1 day ago
Roundtrip non-stop 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

Hilton Naples

Hilton Naples

4 out of 5
Central Naples
Save 100% on your flight
Price was $1,659, price is now $982 per person
$982
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,312 reviews)
The room was fine, my issue was customer service. We left a few things in the room by mistake when we checked out at 9am, I called the desk 20 minutes later and told them we'd swing by to pick the items up around 11. When we arrived at 11:30, it took 20 minutes to get the items from housekeeping.

Reviewed on Nov 29, 2025

Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
Save 100% on your flight
Price was $1,586, price is now $991 per person
$991
per person
Feb 16 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (236 reviews)
Clean and comfortable

Reviewed on Nov 23, 2025

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

Where to stay in Colonial Oaks

Find the best Colonial Oaks areas and neighborhoods for the activities you enjoy most. Learn more about Colonial Oaks
Default Image

Stoneybrook

1 out of top 10 points of interest in this area

Though Stoneybrook might not have many top sights, you can venture to the surrounding area to see attractions like Miromar Outlets and Stoneybrook Golf Club.

Find hotels in Stoneybrook

Colonial Oaks Hotel Deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
$214 nightly
The price is $239 total per night from Dec 4 to Dec 5
$239 total
Dec 4 - Dec 5
Total with taxes and fees
8.8/10 Excellent! (1,676 reviews)
Professional Service !

Reviewed on Nov 29, 2025

Margaritaville Beach Resort Fort Myers
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
$333 nightly
The price is $370 total per night from Nov 30 to Dec 1
$370 total
Nov 30 - Dec 1
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
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $182 total per night from Nov 30 to Dec 1
$182 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (1,038 reviews)
Everything was perfect.

Reviewed on Nov 28, 2025

Lani Kai Beachfront Resort
See all 16,771 properties in Colonial 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 Colonial Oaks

Hertz Arena showing landscape views

Hertz Arena

Palm trees may be swaying in the breeze, but inside people are gliding on ice. Select an activity from a roster of things to do at this popular venue.

Hertz Arena

Coconut Point Mall

You can search for that perfect souvenir at Coconut Point Mall during your stay in Estero. Wander the beautiful beaches or discover the area's beautiful sunsets.

Coconut Point Mall

Miromar Outlets

You can search for that perfect souvenir at Miromar Outlets during your stay in Estero. Experience the area's lively festivals and great live music.

Miromar Outlets

Things to do

Fort Myers Beach Sunset Excursion

Fort Myers Beach Sunset Excursion

$65
per adult
100% of travellers recommend
Fort Myers Beach Sunset Excursion
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

$70
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
Dolphin and Sightseeing Tiki Cruise

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

$65
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
See all activities in Estero
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.