Book Holiday Homes in Ten Thousand Islands
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Featured Holiday Homes in Ten Thousand Islands

MI Charm:Heated pool, Walking Distance to Beach & Restaurants, Sleeps 10

Waterfront Condominium - Apollo #902

Recently Updated - 5 Bed 6 Bath Must See Waterfront Home with Heated Pool

Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Live in Luxury; Walk to the beach, shops and more

Pool home .3 mi. Walk to South Beach restaurants movie theater mini golf

The Perfect Olde Naples Beach Lifestyle Experience - Walk to Beach & 5th Ave S

Beautiful new Marco Island home!

Dog-friendly home with pool, washer/dryer, central AC, dock - snowbird-friendly
Ten Thousand Islands Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Ten Thousand Islands vacation homes are the perfect way for you to wing it.
Holiday houses in Ten Thousand Islands let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Ten Thousand Islands in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Ten Thousand Islands adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Ten Thousand Islands with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Ten Thousand Islands vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Ten Thousand Islands Holiday Homes essential information
Accommodation | 818 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | MI Charm:Heated pool, Walking Distance to Beach & Restaurants, Sleeps 10, Waterfront Condominium - Apollo #902, Recently Updated - 5 Bed 6 Bath Must See Waterfront Home with Heated Pool, Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!, Live in Luxury; Walk to the beach, shops and more, Pool home .3 mi. Walk to South Beach restaurants movie theater mini golf, The Perfect Olde Naples Beach Lifestyle Experience - Walk to Beach & 5th Ave S, Beautiful new Marco Island home! , Dog-friendly home with pool, washer/dryer, central AC, dock - snowbird-friendly |
Holiday Homes in Ten Thousand Islands
Top Locations for Holiday Homes in Ten Thousand Islands
More accommodations in Ten Thousand Islands
Top trending hotels in Ten Thousand Islands

Hyatt House Naples/5th Avenue

Hilton Marco Island Beach Resort and Spa

Great Wolf Lodge Naples

Bayfront Inn Fifth Avenue
More ways to explore Ten Thousand Islands
Top picks
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^Subject to availability and chosen travel dates.