A wooden boardwalk surrounded by palm trees and lush greenery.

South Naples Holiday Rentals

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Our top choices for South Naples holiday rentals

1. 2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
3.0 star property
Naples
The price is NZ$371
includes taxes & fees
8 Nov - 9 Nov
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

2. Cozy Naples Getaway with a Lanai - Near the Beaches

Cozy Naples Getaway with a Lanai - Near the Beaches
Naples
The price is NZ$289
includes taxes & fees
8 Nov - 9 Nov
Cozy Naples Getaway with a Lanai - Near the Beaches

3. Delightful 1-bedroom cottage with AC in charming Naples

Delightful 1-bedroom cottage with AC in charming Naples
Naples
The price is NZ$573
includes taxes & fees
20 Nov - 21 Nov
Delightful 1-bedroom cottage with AC in charming Naples

4. Free Golf Until Oct! Naples Condo w/ Resort Pool

Free Golf Until Oct! Naples Condo w/ Resort Pool
Naples
9.8 out of 10, Exceptional, (48 reviews)
"Very nice accommodations, the pool area felt like a beautiful resort, and looking out at the golf course was heavenly! We had plenty of space and the washer/dryer was a bonus!Highly recommend."
United States
Colleen V.
The price is NZ$664
includes taxes & fees
8 Nov - 9 Nov
Free Golf Until Oct! Naples Condo w/ Resort Pool

5. 3-bedroom house in tranquil Naples with cool AC comfort

3-bedroom house in tranquil Naples with cool AC comfort
Naples
The price is NZ$461
includes taxes & fees
20 Nov - 21 Nov
3-bedroom house in tranquil Naples with cool AC comfort

6. Pool-View Studio Suite Near Naples Beaches

Pool-View Studio Suite Near Naples Beaches
Naples
The price is NZ$493
includes taxes & fees
7 Dec - 8 Dec
Pool-View Studio Suite Near Naples Beaches

7. 2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
Naples
The price is NZ$344
includes taxes & fees
20 Nov - 21 Nov
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

8. Cypress Cove

Cypress Cove
Naples
10.0 out of 10, Exceptional, (16 reviews)
"This was a wonderful place to stay, clean, spacious with a beautiful yard!"
United States
Rebecca L.
The price is NZ$788
includes taxes & fees
20 Nov - 21 Nov
Cypress Cove

9. Naples lake view condo at Lely golf resort!

Naples lake view condo at Lely golf resort!
Naples
9.4 out of 10, Exceptional, (3 reviews)
"Easy check in and nice, clean place."
United States
David C.
The price is NZ$954
includes taxes & fees
20 Nov - 21 Nov
Naples lake view condo at Lely golf resort!

10. Relaxing Pool-View Studio Suite in Naples

Relaxing Pool-View Studio Suite in Naples
Naples
The price is NZ$450
includes taxes & fees
6 Dec - 7 Dec
Relaxing Pool-View Studio Suite in Naples

11. Free Golf Until Oct! Naples Condo w/ Resort Pool

Free Golf Until Oct! Naples Condo w/ Resort Pool
3.5 star property
Naples
10.0 out of 10, Exceptional, (1 review)
"We spent a weekend here while visiting family in the area. Great location for us. Super friendly and helpful. Nice sunset view over the golf course. "
United States
Mark
The price is NZ$717
includes taxes & fees
8 Nov - 9 Nov
Free Golf Until Oct! Naples Condo w/ Resort Pool

12. Accessible Pool-View Studio Suite in Naples

Accessible Pool-View Studio Suite in Naples
Naples
The price is NZ$428
includes taxes & fees
15 Nov - 16 Nov
Accessible Pool-View Studio Suite in Naples

13. Modern Studio Suite Close to Naples Beaches

Modern Studio Suite Close to Naples Beaches
Naples
The price is NZ$428
includes taxes & fees
15 Nov - 16 Nov
Modern Studio Suite Close to Naples Beaches

14. Studio Suite w/ Full Kitchen | Nr Naples Beaches

Studio Suite w/ Full Kitchen | Nr Naples Beaches
Naples
The price is NZ$488
includes taxes & fees
6 Dec - 7 Dec
Studio Suite w/ Full Kitchen | Nr Naples Beaches

15. Outstanding brand New state of the art home awaits your arrival..

Outstanding brand New state of the art home awaits your arrival..
Naples
The price is NZ$1,378
includes taxes & fees
20 Nov - 21 Nov
Outstanding brand New state of the art home awaits your arrival..

16. Comfortable King Suite Minutes From Naples Beaches

Comfortable King Suite Minutes From Naples Beaches
Naples
The price is NZ$477
includes taxes & fees
15 Nov - 16 Nov
Comfortable King Suite Minutes From Naples Beaches

17. Accessible Pool-View Queen Suite in Naples

Accessible Pool-View Queen Suite in Naples
Naples
The price is NZ$602
includes taxes & fees
6 Dec - 7 Dec
Accessible Pool-View Queen Suite in Naples

18. Modern 1 Bedroom Queen Suite Near Beaches

Modern 1 Bedroom Queen Suite Near Beaches
Naples
The price is NZ$477
includes taxes & fees
16 Nov - 17 Nov
Modern 1 Bedroom Queen Suite Near Beaches

19. 1BR King Suite in Naples w/ Full Kitchen

1BR King Suite in Naples w/ Full Kitchen
Naples
The price is NZ$435
includes taxes & fees
15 Nov - 16 Nov
1BR King Suite in Naples w/ Full Kitchen

20. Accessible 2BR Pool-View Family Suite in Naples

Accessible 2BR Pool-View Family Suite in Naples
Naples
The price is NZ$740
includes taxes & fees
15 Nov - 16 Nov
Accessible 2BR Pool-View Family Suite in Naples
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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Top South Naples Hotel Reviews

Find out more about South Naples

Everything you need to know about South Naples holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Naples holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Naples holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Naples holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Naples. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Naples holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Naples holiday rentals we have selected for you start as low as NZ$289 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Naples rentals

At Expedia, we put the best South Naples holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Naples rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Naples holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Naples. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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