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 AU$295
includes taxes & fees
3 Nov - 4 Nov
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

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

Delightful 1-bedroom cottage with AC in charming Naples
Naples
The price is AU$469
includes taxes & fees
3 Nov - 4 Nov
Delightful 1-bedroom cottage with AC in charming Naples

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

Cozy Naples Getaway with a Lanai - Near the Beaches
Naples
The price is AU$232
includes taxes & fees
3 Nov - 4 Nov
Cozy Naples Getaway with a Lanai - Near the Beaches

4. 3BR Golf & Lake View Villa • Pool • Lely Resort

3BR Golf & Lake View Villa • Pool • Lely Resort
Naples
10.0 out of 10, Exceptional, (24 reviews)
"Really enjoyed our stay here. Very clean, and I am very picky. The condo had everything we needed. Plenty of beach chairs, toys, umbrellas. All the kitchen supplies we needed too. I would like to stay here again in the future. "
United States
Karen P.
The price is AU$481
includes taxes & fees
3 Nov - 4 Nov
3BR Golf & Lake View Villa • Pool • Lely Resort

5. 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 AU$541
includes taxes & fees
3 Nov - 4 Nov
Free Golf Until Oct! Naples Condo w/ Resort Pool

6. Luxury GreenLinks Condo: Top Rated Golf, Resort Pool,LakeView - close to beaches

Luxury GreenLinks Condo: Top Rated Golf, Resort Pool,LakeView - close to beaches
Naples
10.0 out of 10, Exceptional, (23 reviews)
"Great stay."
United States
Kathy R.
Luxury GreenLinks Condo: Top Rated Golf, Resort Pool,LakeView - close to 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 AU$287
includes taxes & fees
3 Nov - 4 Nov
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

8. Pool-View Studio Suite Near Naples Beaches

Pool-View Studio Suite Near Naples Beaches
Naples
The price is AU$343
includes taxes & fees
8 Nov - 9 Nov
Pool-View Studio Suite Near Naples Beaches

9. Steps to Pool & Pickleball • Naples Resort 2BR Near Golf & Beaches

Steps to Pool & Pickleball • Naples Resort 2BR Near Golf & Beaches
Naples
10.0 out of 10, Exceptional, (9 reviews)
"The property is beautiful and offers a very family-friendly environment"
United States
Patricia
Steps to Pool & Pickleball • Naples Resort 2BR Near Golf & Beaches

10. 3-bedroom house in tranquil Naples with cool AC comfort

3-bedroom house in tranquil Naples with cool AC comfort
Naples
The price is AU$407
includes taxes & fees
18 Nov - 19 Nov
3-bedroom house in tranquil Naples with cool AC comfort

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 AU$570
includes taxes & fees
3 Nov - 4 Nov
Free Golf Until Oct! Naples Condo w/ Resort Pool

12. 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 AU$620
includes taxes & fees
15 Nov - 16 Nov
Cypress Cove

13. Naples 2BR Retreat with Pool, Gym & Pickleball

Naples 2BR Retreat with Pool, Gym & Pickleball
Naples
The price is AU$455
includes taxes & fees
16 Nov - 17 Nov
Naples 2BR Retreat with Pool, Gym & Pickleball

14. Relaxing Pool-View Studio Suite in Naples

Relaxing Pool-View Studio Suite in Naples
Naples
The price is AU$350
includes taxes & fees
8 Nov - 9 Nov
Relaxing Pool-View Studio Suite in Naples

15. Accessible Pool-View Studio Suite in Naples

Accessible Pool-View Studio Suite in Naples
Naples
The price is AU$318
includes taxes & fees
30 Nov - 1 Dec
Accessible Pool-View Studio Suite in Naples

16. Modern Studio Suite Close to Naples Beaches

Modern Studio Suite Close to Naples Beaches
Naples
The price is AU$343
includes taxes & fees
8 Nov - 9 Nov
Modern Studio Suite Close to Naples Beaches

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

Studio Suite w/ Full Kitchen | Nr Naples Beaches
Naples
The price is AU$343
includes taxes & fees
8 Nov - 9 Nov
Studio Suite w/ Full Kitchen | Nr Naples Beaches

18. 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 AU$779
includes taxes & fees
3 Nov - 4 Nov
Naples lake view condo at Lely golf resort!

19. Comfortable King Suite Minutes From Naples Beaches

Comfortable King Suite Minutes From Naples Beaches
Naples
The price is AU$400
includes taxes & fees
8 Nov - 9 Nov
Comfortable King Suite Minutes From Naples Beaches

20. Accessible Pool-View Queen Suite in Naples

Accessible Pool-View Queen Suite in Naples
Naples
The price is AU$376
includes taxes & fees
30 Nov - 1 Dec
Accessible Pool-View Queen 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 favourite 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 depend 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 AU$232 per night. Entering your travel dates in the search wizard might find you 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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