Book Holiday Homes in Naples

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Featured Holiday Homes in Naples

Luxe, waterfront home with pool, spa, dock & gorgeous backyard

Luxe, waterfront home with pool, spa, dock & gorgeous backyard

Bonita Springs
When you stay at this vacation home in Bonita Springs, you'll be on the waterfront, within a 15-minute drive of Coconut Point Mall and Bonita Springs Public ...
Luxe, waterfront home with pool, spa, dock & gorgeous backyard
Beautiful home with private pool & lanai - near beaches & parks

Beautiful home with private pool & lanai - near beaches & parks

Bonita Springs
With a stay at this vacation home in Bonita Springs (Bonita Shores), you'll be a 5-minute drive from Bonita Springs Public Beach and 9 minutes from Coconut Point ...
Beautiful home with private pool & lanai - near beaches & parks
Private Waterfront home with pool and hot tub with large dock in Isle of Capri

Private Waterfront home with pool and hot tub with large dock in Isle of Capri

Naples
With a stay at this vacation home in Naples (Isles of Capri), you'll be within a 5-minute drive of Isles of Capri Marina and Cannon Beach.
Private Waterfront home with pool and hot tub with large dock in Isle of Capri
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Lovely Naples Home: Backyard Oasis w/ Pool!

Lovely Naples Home: Backyard Oasis w/ Pool!

Naples
Located in Naples, this vacation home is within a 15-minute drive of Naples Zoo at Caribbean Gardens and Fifth Avenue South.
Lovely Naples Home: Backyard Oasis w/ Pool!
Luxurious 4-Bed Pool Home with Dock & Gulf Views

Luxurious 4-Bed Pool Home with Dock & Gulf Views

Bonita Springs
With a stay at this vacation home, you'll be centrally located in Bonita Springs, a 4-minute drive from Bonita Springs Public Beach and 7 minutes from Barefoot ...
Luxurious 4-Bed Pool Home with Dock & Gulf Views
6 Bedrooms 4 baths Dream Pool Home near Vanderbilt Beach Naples Florida

6 Bedrooms 4 baths Dream Pool Home near Vanderbilt Beach Naples Florida

Naples
With a stay at this vacation home in Naples (Naples Park), you'll be within a 15-minute drive of Vanderbilt Beach and Bonita Springs Public Beach.
6 Bedrooms 4 baths Dream Pool Home near Vanderbilt Beach Naples Florida
Key West Style Luxury Home with resort style heated pool and infinity line spa

Key West Style Luxury Home with resort style heated pool and infinity line spa

Naples
With a stay at this vacation home in Naples (Oakes Estates), you'll be within a 5-minute drive of North Collier Regional Park and Quail Village Golf Club.
Key West Style Luxury Home with resort style heated pool and infinity line spa
APRIL 2025 AVAILABLE! YOUR OASIS! NEWER home w/ POOL. 4 miles to Beach&downtown!

APRIL 2025 AVAILABLE! YOUR OASIS! NEWER home w/ POOL. 4 miles to Beach&downtown!

Naples
Located in Naples (Central Naples), this vacation home is within a 10-minute drive of Fifth Avenue South and Naples Zoo at Caribbean Gardens.
APRIL 2025 AVAILABLE! YOUR OASIS! NEWER home w/ POOL. 4 miles to Beach&downtown!
Secluded Beach Retreat: Bonita Beach Coastal Gem

Secluded Beach Retreat: Bonita Beach Coastal Gem

Bonita Springs
With a stay at this vacation home in Bonita Springs, you'll be by the sea, steps from Bonita Springs Public Beach and a 2-minute drive from Barefoot Beach.
Secluded Beach Retreat: Bonita Beach Coastal Gem
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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.

Naples 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 Naples vacation homes are the perfect way for you to wing it.

Holiday houses in Naples 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 Naples 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 Naples adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Naples 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 Naples 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.

Naples Holiday Homes essential information

Accommodation
2595 Holiday Homes
Lowest Price
AU$189
Highest Price
AU$635
Popular accommodation
Luxe, waterfront home with pool, spa, dock & gorgeous backyard, Beautiful home with private pool & lanai - near beaches & parks, Private Waterfront home with pool and hot tub with large dock in Isle of Capri, Lovely Naples Home: Backyard Oasis w/ Pool!, Luxurious 4-Bed Pool Home with Dock & Gulf Views, 6 Bedrooms 4 baths Dream Pool Home near Vanderbilt Beach Naples Florida, Key West Style Luxury Home with resort style heated pool and infinity line spa, APRIL 2025 AVAILABLE! YOUR OASIS! NEWER home w/ POOL. 4 miles to Beach&downtown!, Secluded Beach Retreat: Bonita Beach Coastal Gem

Top trending hotels in Naples

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
The price is AU$635 per night from 4 May to 5 May
AU$635
includes taxes & fees
4 May - 5 May
Located in Naples (Park Shore), Naples Grande Beach Resort is within a 5-minute drive of Waterside Shops and Clam Pass Park.
Naples Grande Beach Resort
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

2.5 out of 5
1555 5th Ave S, Naples, FL
Fully refundableReserve now, pay when you stay
The price is AU$189 per night from 27 Apr to 28 Apr
AU$189
includes taxes & fees
27 Apr - 28 Apr
With a stay at La Quinta Inn & Suites by Wyndham Naples Downtown, you'll be centrally located in Naples, steps from Fifth Avenue South and within a 5-minute ...
La Quinta Inn & Suites by Wyndham Naples Downtown
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
4805 Tamiami Trl N, Naples, FL
Fully refundableReserve now, pay when you stay
The price is AU$291 per night from 4 May to 5 May
AU$291
includes taxes & fees
4 May - 5 May
With a stay at Compass by Margaritaville Hotel Naples in Naples (Central Naples), you'll be a 4-minute drive from Vanderbilt Beach and 5 minutes from Naples ...
Compass by Margaritaville Hotel Naples
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Great Wolf Lodge Naples

Great Wolf Lodge Naples

2.5 out of 5
3900 City Gate Blvd N., Naples, FL
Fully refundableReserve now, pay when you stay
The price is AU$425 per night from 4 Apr to 5 Apr
AU$425
includes taxes & fees
4 Apr - 5 Apr
With a stay at Great Wolf Lodge Naples in Naples (Rural Estates), you'll be within a 15-minute drive of Fifth Avenue South and Naples Zoo at Caribbean ...
Great Wolf Lodge Naples
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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.

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^Subject to availability and chosen travel dates.