Holiday Rentals in South Naples

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Our top choices for South Naples holiday rentals

1. 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 €360
includes taxes & fees
9 Nov - 10 Nov
Free Golf Until Oct! Naples Condo w/ Resort Pool

2. 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 €186
includes taxes & fees
9 Nov - 10 Nov
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

3. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,345 reviews)
"Really enjoyed the stay, the staff was very friendly. And the property is very conveniently located"
United States
vasilisa
The price is €374
includes taxes & fees
9 Nov - 10 Nov
Bellasera Resort

4. Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.0 out of 10, Wonderful, (4 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
The price is €376
includes taxes & fees
19 Nov - 20 Nov
Noel Real Estate

5. Park Shore Resort

Park Shore Resort
3.0 star property
Park Shore
8.8 out of 10, Excellent, (733 reviews)
"I have been going there for over 30 years, and park shore never disappoints. We love the atmosphere and the tranquility."
United States
nathaly
The price is €332
includes taxes & fees
5 Dec - 6 Dec
Park Shore Resort

6. Marriott's Crystal Shores

Marriott's Crystal Shores
3.5 star property
South End
9.2 out of 10, Wonderful, (248 reviews)
"Room and property very clean. great activities for the kids daily"
United States
Rebecca
The price is €726
includes taxes & fees
16 Nov - 17 Nov
Marriott's Crystal Shores

7. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (300 reviews)
"Everything was exactly like described. It was a great stay."
United States
Jessica
The price is €128
includes taxes & fees
16 Nov - 17 Nov
Wiggins Pass Chalet

8. Coastal Paradise

Coastal Paradise
3.0 star property
Old Naples
Coastal Paradise

9. Fisherman's Cottage by Avantstay Lake Patio + Firepit + Grill Vanderbilt Beach

Fisherman's Cottage by Avantstay Lake Patio + Firepit + Grill Vanderbilt Beach
3.0 star property
Naples Park
The price is €270
includes taxes & fees
9 Nov - 10 Nov
Fisherman's Cottage by Avantstay Lake Patio + Firepit + Grill Vanderbilt Beach

10. 2 Mi to Beach: Naples Home w/ Pool!

2 Mi to Beach: Naples Home w/ Pool!
3.0 star property
Naples Park
The price is €626
includes taxes & fees
9 Nov - 10 Nov
2 Mi to Beach: Naples Home w/ Pool!

11. Seaturtle Cottage by Avantstay Lakefront Patio + Fire Pit Table Workspace Mins to the Beach

Seaturtle Cottage by Avantstay Lakefront Patio + Fire Pit Table Workspace Mins to the Beach
3.0 star property
Naples Park
The price is €270
includes taxes & fees
9 Nov - 10 Nov
Seaturtle Cottage by Avantstay Lakefront Patio + Fire Pit Table Workspace Mins to the Beach

12. POI Resort Studio Near Everglades NP: Swim + Sail

POI Resort Studio Near Everglades NP: Swim + Sail
3.0 star property
Naples
The price is €152
includes taxes & fees
9 Nov - 10 Nov
POI Resort Studio Near Everglades NP: Swim + Sail

13. Exclusive 10,000 Islands Access: Naples Studio

Exclusive 10,000 Islands Access: Naples Studio
3.0 star property
Naples
The price is €152
includes taxes & fees
9 Nov - 10 Nov
Exclusive 10,000 Islands Access: Naples Studio

14. Surfside Cottage by Avantstay Patio + BBQ Dog-friendly Lake Access Mins to Gulf Beaches

Surfside Cottage by Avantstay Patio + BBQ Dog-friendly Lake Access Mins to Gulf Beaches
3.0 star property
Naples Park
The price is €270
includes taxes & fees
9 Nov - 10 Nov
Surfside Cottage by Avantstay Patio + BBQ Dog-friendly Lake Access Mins to Gulf Beaches

15. Starfish Cottage by Avantstay Naples Studio Private Patio Near Vanderbilt Beach + Mercato

Starfish Cottage by Avantstay Naples Studio Private Patio Near Vanderbilt Beach + Mercato
3.0 star property
Naples Park
The price is €270
includes taxes & fees
9 Nov - 10 Nov
Starfish Cottage by Avantstay Naples Studio Private Patio Near Vanderbilt Beach + Mercato

16. Pineapple Cottage by Avantstay Cozy Cottage + BBQ Patio Private Entrance Beach + Mercato Nearby

Pineapple Cottage by Avantstay Cozy Cottage + BBQ Patio Private Entrance Beach + Mercato Nearby
3.0 star property
Naples Park
The price is €270
includes taxes & fees
9 Nov - 10 Nov
Pineapple Cottage by Avantstay Cozy Cottage + BBQ Patio Private Entrance Beach + Mercato Nearby

17. Everglades Escape w/ Heated Pool & Marina Access!

Everglades Escape w/ Heated Pool & Marina Access!
3.0 star property
Naples
The price is €152
includes taxes & fees
9 Nov - 10 Nov
Everglades Escape w/ Heated Pool & Marina Access!

18. Dock, Pool & Tennis Courts: Naples Resort Retreat!

Dock, Pool & Tennis Courts: Naples Resort Retreat!
3.0 star property
Naples
The price is €170
includes taxes & fees
9 Nov - 10 Nov
Dock, Pool & Tennis Courts: Naples Resort Retreat!

19. Heated Pool Access: Everglades Resort Retreat!

Heated Pool Access: Everglades Resort Retreat!
3.0 star property
Naples
The price is €152
includes taxes & fees
9 Nov - 10 Nov
Heated Pool Access: Everglades Resort Retreat!

20. Everglades Getaway 15 Mi to NP: Sail + Swim!

Everglades Getaway 15 Mi to NP: Sail + Swim!
3.0 star property
Naples
The price is €152
includes taxes & fees
9 Nov - 10 Nov
Everglades Getaway 15 Mi to NP: Sail + Swim!
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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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, apart-hotels, 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 €147 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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