Beach Vacations in Ten Thousand Islands 2026

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Flight and Beach hotel deals in Ten Thousand Islands

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

Landing Furnished Apartments Immokalee Road - Naples

Rural Estates

CA $950

per person

Nov 13 - Nov 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

8.4/10 Very good! (5 reviews)

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

CA $1,162

per person

Oct 25 - Nov 1

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9.4/10 Exceptional! (108 reviews)

The Perry Hotel Naples

CA $1,038

per person

Oct 15 - Oct 19

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.6/10 Exceptional! (1,099 reviews)

The location is unique and has a water taxi to a semi private beach The parking garage is nice and secure The bathroom soaps have a medicinal smell not fond of that

Reviewed on Sep 12, 2026

Landing Apartments Fort Myers - River District

Fort Myers River District

CA $1,139

per person

Dec 3 - Dec 10

found 1 hour ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

7.6/10 Good! (8 reviews)

Inn on Fifth

Old Naples

CA $2,397

per person

Nov 22 - Nov 27

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

9.4/10 Exceptional! (1,002 reviews)

Location is great. Layout of property not so much.

Reviewed on Sep 12, 2026

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5* Beach holidays in Ten Thousand Islands

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

Sundial Beach Resort & Spa

Mid Island

CA $1,563

per person

Nov 19 - Nov 23

found 22 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to Fort Myers (RSW)

8.6/10 Excellent! (2,690 reviews)

We booked with a 3rd party , the web pics showed a balcony. Are room had now balcony. Went to Terry Manager was accommodating although he stated the pics from a 3rd party was on 3rd party web not on the resorts web. Needless to say every was very clean the tiki bar staff very sweet. Be warned iof the sand flees u can not see them and they will eat u alive

Reviewed on Sep 12, 2026

Naples Beach Club, A Four Seasons Resort

Coquina Sands

CA $5,235

per person

Nov 22 - Nov 27

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

9.6/10 Exceptional! (34 reviews)

Outstanding massage

Reviewed on Sep 1, 2026

The Ritz-Carlton Naples, Tiburón

CA $2,278

per person

Oct 27 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

9.2/10 Wonderful! (681 reviews)

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3 Night Beach holidays in Ten Thousand Islands

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

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

CA $710

per person

Nov 3 - Nov 6

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

8.6/10 Excellent! (1,002 reviews)

The Perry Hotel Naples

CA $787

per person

Nov 3 - Nov 6

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.6/10 Exceptional! (1,099 reviews)

The location is unique and has a water taxi to a semi private beach The parking garage is nice and secure The bathroom soaps have a medicinal smell not fond of that

Reviewed on Sep 12, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $749

per person

Nov 3 - Nov 6

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.2/10 Wonderful! (1,012 reviews)

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4 Night Beach holidays in Ten Thousand Islands

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

Latitude 26 Waterfront Resort & Marina

CA $608

per person

Oct 22 - Oct 26

found 15 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

8.6/10 Excellent! (1,001 reviews)

Absolutely loved the house boat stay very cool experience!

Reviewed on Sep 11, 2026

The Perry Hotel Naples

CA $1,038

per person

Oct 15 - Oct 19

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.6/10 Exceptional! (1,099 reviews)

The location is unique and has a water taxi to a semi private beach The parking garage is nice and secure The bathroom soaps have a medicinal smell not fond of that

Reviewed on Sep 12, 2026

Casa Ybel Resort

Mid Island

CA $1,064

per person

Nov 16 - Nov 20

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

8.8/10 Excellent! (417 reviews)

Loved the large, condo-size rooms. Loved our ocean view and wait staff at pool was great. I would definitely stay there again.

Reviewed on Sep 12, 2026

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What are some benefits when booking beach vacations in Ten Thousand Islands?

When you travel to the beach in Ten Thousand Islands, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in Ten Thousand Islands?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Ten Thousand Islands trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Ten Thousand Islands?

There are quite a few things you can do to get cheap beach vacations in Ten Thousand Islands. Prices range from CA $608, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Ten Thousand Islands. These package deals let you save by booking your accommodation and your flight together with savings of up to 25.

Why should I book family beach vacations?

When you're travelling with the family to Ten Thousand Islands, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Ten Thousand Islands?

It's easy to find a beachfront vacation accommodation in Ten Thousand Islands using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Ten Thousand Islands as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Ten Thousand Islands is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Florida. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

Beach Hotels in Ten Thousand Islands

Extraordinary view, unlike any other on Marco Island! Direct access & unique wildlife

Marco Island FL

39 min drive from Everglades City Hall

Stay at this vacation home in Marco Island. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Marco Beach and Otter Mound Preserve ...

9.2/10 Wonderful! (64 reviews)

"Really this is a wonderful house, location and host. The only thing I would add is that the house need some small repairs but overall 5 stars."

Reviewed on Jun 21, 2026

Deep Water Access with a Panoramic View of Chokoloskee Bay

Chokoloskee FL

9 min drive from Everglades City Hall

Book a stay at this beach vacation home in Chokoloskee. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Smallwood Store and Chokoloskee Bay ...

9.8/10 Exceptional! (65 reviews)

"This is an amazing spot! Perfect for a fishing trip or if you just want to get away from it all and experience old Florida. The views and access to the water can’t be beat. The house was clean, comfortable and well stocked. Lynn is a great, communicative, friendly host who made it easy. I hope to ..."

Reviewed on Jul 19, 2026

Stunning Estate Minutes to 10,000 Islands ~ Luxurious Waterfront w/Pool, Spa, Outdoor Living & More

Marco Island FL

39 min drive from Everglades City Hall

Stay at this vacation home in Marco Island. Enjoy free WiFi, private pools, and patios. Popular attractions Marco Beach and Otter Mound Preserve are located ...

10/10 Exceptional! (2 reviews)

Great Experience

"This was our first vacation using iTrip. Everything was above and beyond our expectations. From the welcome basket, to the friendly reminders about trash and recycling and occasionally checking in to see how everything was on the property. There even was a bin of fire wood, log starter and lighter ..."

Reviewed on Apr 14, 2026

See all 6,445 properties in Ten Thousand Islands

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.