Title: Oakes Estates Vacation Packages | Holiday Packages & Trips 2026/2026 from CA $777 Expedia.ca

[Hotels in Oakes Estates](https://expedia.ca/Oakes-Estates-Naples-Hotels.0-n553248635976480645-0.Travel-Guide-Filter-Hotels)[Flights to Naples](https://expedia.ca/Cheap-Flights-To-Naples.d602724.Travel-Guide-Flights)[Things to do in Naples](https://expedia.ca/Things-To-Do-In-Naples.d602724.Travel-Guide-Activities)[Oakes Estates Car Rentals](https://expedia.ca/Car-Rentals-In-Oakes-Estates.d553248635976480645.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Oakes Estates Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 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

## Top Holiday Package Deals in Oakes Estates

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

![Hilton Garden Inn Ft Myers](https://images.trvl-media.com/lodging/1000000/850000/848800/848740/d8bd559a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Garden Inn Ft Myers

Villas

CA $777

per person

Feb 18 - Feb 25

found 16 hours ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

8.6/10 Excellent! (1,002 reviews)

Great amenities, pool and spa, clean room, beautiful lobby and good on site restaurant

Reviewed on Dec 9, 2025

![Matanzas Inn Bayside Resort and Marina](https://images.trvl-media.com/lodging/3000000/2670000/2665100/2665085/fc463bf9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Matanzas Inn Bayside Resort and Marina

CA $983

per person

Feb 18 - Feb 25

found 16 hours ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9.2/10 Wonderful! (1,001 reviews)

Will stay at your place again. Exceeded all of our expectations. Thank you Doug and Christine.

Reviewed on Dec 16, 2025

![Innovation Hotel](https://images.trvl-media.com/lodging/83000000/82990000/82988300/82988281/61b55ef1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Innovation Hotel

CA $1,652

per person

Feb 5 - Feb 11

found 4 hours ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9.8/10 Exceptional! (527 reviews)

We had a great time! Modern design, great service and friendly.

Reviewed on Dec 14, 2025

![Landing Apartments Fort Myers near Olympia Pointe](https://images.trvl-media.com/lodging/119000000/118250000/118241800/118241745/2104d438_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Landing Apartments Fort Myers near Olympia Pointe

CA $1,524

per person

Feb 18 - Feb 25

found 16 hours ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

10/10 Exceptional! (2 reviews)

This property is beautiful! We were thoroughly impressed with how nice our room was and how amazing the facilities were. The pool is incredible and made our stay that much better! We would definitely come back again and recommend to others.

Reviewed on Oct 7, 2025

![Hampton Inn & Suites Fort Myers-Estero/FGCU](https://images.trvl-media.com/lodging/2000000/1600000/1590500/1590452/266b6f2b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hampton Inn & Suites Fort Myers-Estero/FGCU

CA $1,095

per person

Feb 7 - Feb 14

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9.2/10 Wonderful! (1,001 reviews)

The hotel is clean. Great staff. Easy in easy out

Reviewed on Nov 15, 2025

## Where to stay in Oakes Estates

Find the best Oakes Estates areas and neighborhoods for the activities you enjoy most. [Learn more about Oakes Estates](https://expedia.ca/Naples-Oakes-Estates.dx553248635976480645)

![Naples Botanical Garden which includes a pond and a garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/64000/64052-Naples-Botanical-Garden.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### East Naples

4/5(11 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 hotel + flight trips in East Naples](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Naples&DestID=6177511&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Naples Zoo at Caribbean Gardens featuring wild flowers](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/242000/242067-Naples-Zoo-At-Caribbean-Gardens.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Central Naples

1 out of top 10 points of interest in this area

 If you're spending some time in Central Naples, Naples Grande Golf Club and Naples Zoo at Caribbean Gardens are top sights worth seeing. 

[Find hotel + flight trips in Central Naples](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Central%20Naples&DestID=553248635975749203&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![South Florida showing a bay or harbour, a marina and a coastal town](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/196000/196422-South-Florida.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Old Naples

3 out of top 10 points of interest in this area

5/5(25 area reviews)

 The stunning beaches and popular shops are just a few highlights of Old Naples. Make a stop by Fifth Avenue South or Naples Beach while you're exploring the area. 

[Find hotel + flight trips in Old Naples](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Old%20Naples&DestID=6337317&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://mediaim.expedia.com/destination/1/ef59193709d049c8c036a66a0396fdc9.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Naples Park

 Located in North Naples, Naples Park is bounded by U.S. Route 41 and offers easy access to Vanderbilt Lagoon. Enjoy shopping at the nearby outdoor mall, The Mercato, for a delightful experience. 

[Find hotel + flight trips in Naples Park](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Naples%20Park&DestID=6177550&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![The Baker Museum showing modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/64000/64135-Naples-Museum-Of-Art.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Pelican Bay

4.5/5(8 area reviews)

 The beaches and abundant dining options are top of the list for many visitors to Pelican Bay. A stop by Pelican Bay North Beach or Artis-Naples might round out your trip. 

[Find hotel + flight trips in Pelican Bay](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Pelican%20Bay&DestID=6177555&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Oakes Estates Hotel Deals

![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Naples Grande Beach Resort

475 Seagate Drive Naples FL

Fully refundable

CA $610

CA $746 total

Dec 19 - Dec 20

includes taxes & fees

8.8/10 Excellent! (1,968 reviews)

Enjoyed beach, pools, view from balcony.

Reviewed on Dec 11, 2025

[](https://expedia.ca/Hotel-Search?startDate=19%2F12%2F2025&endDate=20%2F12%2F2025&selected=15898&PinnedHotelID=15898&HadPinnedHotel=true&regionId=553248635976480645)

![Margaritaville Beach Resort Fort Myers ](https://images.trvl-media.com/lodging/96000000/95130000/95127000/95126992/w3998h2821x0y0-a77e6574_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Margaritaville Beach Resort Fort Myers 

251 Crescent Street Fort Myers Beach FL

CA $232

CA $328 total

Dec 21 - Dec 22

includes taxes & fees

8.8/10 Excellent! (1,711 reviews)

Staff is wonderful. JWB cannot get enough of, but rooms were not visible from our room. Price was excellent.

Reviewed on Dec 16, 2025

[](https://expedia.ca/Hotel-Search?startDate=21%2F12%2F2025&endDate=22%2F12%2F2025&selected=95126992&PinnedHotelID=95126992&HadPinnedHotel=true&regionId=553248635976480645)

![Fairways Inn of Naples](https://images.trvl-media.com/lodging/1000000/60000/55500/55415/9ba98d99_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Fairways Inn of Naples

103 Palm River Blvd Naples FL

Fully refundableReserve now, pay when you stay

CA $135

CA $150 total

Dec 23 - Dec 24

includes taxes & fees

9.4/10 Exceptional! (1,120 reviews)

The staff here deserves 6 stars! Great people!

Reviewed on Dec 14, 2025

[](https://expedia.ca/Hotel-Search?startDate=23%2F12%2F2025&endDate=24%2F12%2F2025&selected=55415&PinnedHotelID=55415&HadPinnedHotel=true&regionId=553248635976480645)

[See all 10,613 properties in Oakes Estates](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F12%2F2025&endDate=20%2F12%2F2025&regionId=553248635976480645)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does an Oakes Estates vacation package cost?

### How do I get a cheap travel package to Oakes Estates?

### Where should I stay in Oakes Estates?

### What are the top hotels in Oakes Estates?

### How far in advance should I book my Oakes Estates vacation?

### What does an Expedia Oakes Estates travel package include?

### What should I know before booking an Oakes Estates travel package?

### Can I choose my airline with an Oakes Estates Expedia vacation package?

### If I'm not able to travel, can I cancel my Oakes Estates vacation package?

### Discover the most popular places to visit in Oakes Estates

![Vanderbilt Beach](https://mediaim.expedia.com/destination/1/a2cf2e0eea8931e58f333a95758f03a0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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. 

[](https://expedia.ca/Vanderbilt-Beach-Vanderbilt-Beach.d553248621532652404.Vacation-Attraction)

![5th Avenue Shopping District which includes markets, street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63814-5th-Avenue-Shopping-District.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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.

[](https://expedia.ca/Fifth-Avenue-South-Old-Naples.d6337227.Vacation-Attraction)

![Naples Beach](https://mediaim.expedia.com/destination/1/6b7a9cc1903ff9d66022b1c3a4cf0938.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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. 

[](https://expedia.ca/Naples-Beach-West-Naples.d553248621565061337.Vacation-Attraction)

### Things to do

![Naples Florida: Downtown Electric Trike Tour](https://mediaim.expedia.com/localexpert/47891159/6efb2442-2dc7-4d4b-aa54-fffa02778569.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Naples Florida: Downtown Electric Trike Tour - Family Fun

CA $64

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/naples-florida-downtown-electric-trike-tour-family-fun.a47891159.activity-details)

![Sunset Tour in Naples Bay on a New Godfrey- All included](https://mediaim.expedia.com/localexpert/47475252/8b9602e8-5f50-4f61-8c20-a11a2d62171d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Naples Sunset Cruise - Complimentary Charcuterie and wine

CA $152

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/naples-sunset-cruise-complimentary-charcuterie-and-wine.a47475252.activity-details)

![Wild Dolphin Boat Tour](https://mediaim.expedia.com/localexpert/48093797/4cb49939-0fd0-4f3f-a989-1bc6a78b37f8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Best of Marco Dolphin Tour

CA $138

per adult

[](https://expedia.ca/things-to-do/best-of-marco-dolphin-tour.a48093797.activity-details)

[See all activities in Naples](https://expedia.ca/things-to-do/search?rid=553248635976480645)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.