Title: Oakes Estates Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $368 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://images.trvl-media.com/place/553248635976480645/ef0ef239-57fa-4848-8e50-4ffcf9523d2a.jpg?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. ![Courtyard by Marriott Fort Myers Cape Coral](https://images.trvl-media.com/lodging/1000000/30000/22400/22386/d60a7543_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Courtyard by Marriott Fort Myers Cape Coral CA $368 per person May 12 - May 18 found 14 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 8.2/10 Very Good! (997 reviews) Everything was fine Reviewed on Feb 25, 2026 ![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 $902 per person May 12 - May 18 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Fort Myers (RSW) 9.2/10 Wonderful! (1,001 reviews) The staff were very friendly and helpful. Our room was clean. It is the perfect location in Fort Myers Beach! Definitely recommend Reviewed on Feb 25, 2026 ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs CA $797 per person May 12 - May 18 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) Amazing pool area, quiet and safe property, and beautiful private beach Reviewed on Feb 21, 2026 ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $1,146 per person May 12 - May 18 found 14 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Great room, lovely teaort Reviewed on Feb 25, 2026 ![South Seas Resort](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/aa4dca69_edited_4cce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### South Seas Resort CA $2,308 per person Apr 13 - Apr 20 found 3 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 8.4/10 Very Good! (1,001 reviews) Room was good. Housekeeping did not exist. Reviewed on Feb 23, 2026 ## 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) ![Six beautiful cultivated gardens, 2.5 miles of hiking trails and a restored nature preserve](https://images.trvl-media.com/place/6177501/5f861be1-5382-48a5-99ea-10946f7b2f07.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) ![paddle boarding at Baker park in Naples Florida south west Florida public park ](https://images.trvl-media.com/place/553248635975749203/2ad7f7a2-06e4-4c5f-b637-209e07bf70ab.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) ![old city dock in tropical Naples Florida; Shutterstock ID 155142134](https://images.trvl-media.com/place/6337317/773e6b3f-e6bb-40d2-8271-236a37a0dcaa.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 Historical Society's Historic Palm Cottage 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) ![Naples Pier and beach in florida USA sunny day; Shutterstock ID 446686663; purchase_order: SP-1269 HA 2018 Batch 1; Order: ; client: ; other:](https://images.trvl-media.com/place/6177550/152a5c2a-26db-4722-a5ab-87f5c84d4dac.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) ![Delnor-Wiggins Pass State Park showing a river or creek](https://images.trvl-media.com/place/6065875/2d1b283b-31ba-4ddc-adeb-36fe90f32f9d.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Vanderbilt Beach 1 out of top 10 points of interest in this area 4.5/5(4 area reviews) While visiting Vanderbilt Beach, you might make a stop by sights like Vanderbilt Beach and Delnor-Wiggins Pass State Park. [Find hotel + flight trips in Vanderbilt Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Vanderbilt%20Beach&DestID=553248635977184221&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Oakes Estates Hotel Deals ![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 $590 CA $726 total Mar 1 - Mar 2 includes taxes & fees 9/10 Wonderful! (1,902 reviews) We had a fabulous stay! So many great amenities, restaurants, pool and beach area. The staff is so friendly and helpful. We’ll definitely return! Reviewed on Feb 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=95126992&PinnedHotelID=95126992&HadPinnedHotel=true®ionId=553248635976480645) ![La Quinta Inn & Suites by Wyndham Naples Downtown](https://images.trvl-media.com/lodging/1000000/30000/24700/24612/1d33d843_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Naples Downtown 1555 5th Ave S Naples FL Fully refundableReserve now, pay when you stay CA $230 CA $255 total Mar 22 - Mar 23 includes taxes & fees 8.2/10 Very Good! (1,846 reviews) The hotel needs to be updated. Reviewed on Feb 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=24612&PinnedHotelID=24612&HadPinnedHotel=true®ionId=553248635976480645) ![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 refundableReserve now, pay when you stay CA $531 CA $657 total Mar 3 - Mar 4 includes taxes & fees 9/10 Wonderful! (2,026 reviews) Hotel rooms could use some updating. The lost a package and found it finally the last day of my stay. They were helpful in finding it but it was a frustrating experience. Reviewed on Feb 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=03%2F03%2F2026&endDate=04%2F03%2F2026&selected=15898&PinnedHotelID=15898&HadPinnedHotel=true®ionId=553248635976480645) [See all 10,729 properties in Oakes Estates](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F02%2F2026&endDate=28%2F02%2F2026®ionId=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 in Naples, Florida](https://images.trvl-media.com/place/553248621532652404/2e032eea-d142-4ae9-80c9-a10de88f17a7.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://images.trvl-media.com/place/6337227/652d7a23-0ecb-418a-b7cc-95f00eef6cc8.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) ![Pristine and idyllic beach at sunset in a bright day, Naples, Florida, USA](https://images.trvl-media.com/place/553248621565061337/c3e350a9-2166-42a1-bc09-fe8d70fa80a9.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 ![SEAS The Day with Pure Florida](https://mediaim.expedia.com/localexpert/1343716/f21f40c9-c549-4450-bd62-ddee3f6b0cb6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Naples Sightseeing Boat Tour CA $90 per adult **98%** of travellers recommend [](https://expedia.ca/things-to-do/naples-sightseeing-boat-tour.a1343716.activity-details) ![Gulf of Mexico Sunset Cruise from Naples](https://mediaim.expedia.com/localexpert/1344546/aa34e981-022c-4ba8-903b-b596812d1864.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Gulf of Mexico Sunset Cruise from Naples CA $100 per adult **88%** of travellers recommend [](https://expedia.ca/things-to-do/gulf-of-mexico-sunset-cruise-from-naples.a1344546.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 $150 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/naples-sunset-cruise-complimentary-charcuterie-and-wine.a47475252.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.