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
Stay at this vacation home in Bonita Springs. Enjoy private pools, a garden, and patios. Popular attractions Barefoot Beach and Bonita Springs Public Beach are ...
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
Stay at this vacation home in Bonita Springs. Enjoy private pools, a garden, and patios. Popular attractions Barefoot Beach and Bonita Springs Public Beach are ...
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
Book a stay at this family-friendly vacation home in Naples. Enjoy free WiFi, private pools, and a garden. Popular attractions Isles of Capri Marina and Cannon ...
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
Stay at this vacation home in Naples. Enjoy private pools, a garden, and patios. Popular attractions Naples Zoo at Caribbean Gardens and Fifth Avenue South are ...
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
Book a stay at this beach vacation home in Bonita Springs. Enjoy private pools, a beach locale, and a water park. Popular attractions Barefoot Beach and Bonita ...
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
Stay at this vacation home in Naples. Enjoy private pools, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Vanderbilt Beach and Barefoot ...
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
Book a stay at this family-friendly vacation home in Naples. Enjoy free WiFi, private pools, and a garden. Our guests praise the helpful staff in our reviews. ...
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
Stay at this vacation home in Naples. Enjoy private pools, a water park, and a garden. Popular attractions Naples Zoo at Caribbean Gardens and Fifth Avenue South ...
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
Stay at this vacation home in Bonita Springs. Enjoy a water park, a garden, and patios. Popular attractions Bonita Springs Public Beach and Barefoot Beach are ...
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
NZ$207
Highest Price
NZ$686
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 NZ$686 per night from 5 May to 6 May
NZ$686
includes taxes & fees
5 May - 6 May
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff ...
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 NZ$207 per night from 27 Apr to 28 Apr
NZ$207
includes taxes & fees
27 Apr - 28 Apr
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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 NZ$319 per night from 4 May to 5 May
NZ$319
includes taxes & fees
4 May - 5 May
Stay at this 4-star business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
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 NZ$459 per night from 5 May to 6 May
NZ$459
includes taxes & fees
5 May - 6 May
Book a stay at this family-friendly hotel in Naples. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Popular attractions Paradise Coast Sports Compex and ...
Great Wolf Lodge Naples
Don't see what you're looking for?
See all available properties in 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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.