A wooden boardwalk surrounded by palm trees and lush greenery.

Holiday Homes in South Naples

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for South Naples holiday homes

A covered porch with a wooden ceiling, string lights, a ceiling fan, wicker furniture, and a view of greenery outside.

1. 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$724
includes taxes & fees
18 Oct - 19 Oct
Cypress Cove
A spacious kitchen with blue cabinets, a central island, and a dining area with a table and chairs.

2. 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$590
includes taxes & fees
17 Oct - 18 Oct
3-bedroom house in tranquil Naples with cool AC comfort
Living area

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

Outstanding brand New state of the art home awaits your arrival..
Naples
Outstanding brand New state of the art home awaits your arrival..
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

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 NZ$720
includes taxes & fees
17 Oct - 18 Oct
Noel Real Estate
An indoor swimming pool with a glass ceiling, a lounge area with chairs and a table, and a view of the outside.

5. Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches

Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches
East Naples
9.2 out of 10, Wonderful, (55 reviews)
"Very cozy house Spent a great time Lovely place"
United States
eric d.
The price is NZ$393
includes taxes & fees
18 Oct - 19 Oct
Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches
A cozy living room with a grey sofa, a small table, and chairs. There is a window with curtains, a lamp, and a mirror on the wall.

6. King Bed Near Pickleball, Beach & Downtown

King Bed Near Pickleball, Beach & Downtown
East Naples
9.8 out of 10, Exceptional, (8 reviews)
"Good communication Decent location Accurate listing"
United States
Francois S.
The price is NZ$466
includes taxes & fees
5 Nov - 6 Nov
King Bed Near Pickleball, Beach & Downtown
A compact kitchen with a central island, bar stools, a dining table, and a microwave.

7. 2/1 Hidden Gem

2/1 Hidden Gem
Naples
9.8 out of 10, Exceptional, (18 reviews)
"Exactly what we needed - comfy bed, great location, exceptional hosts! Will definitely stay again!!"
United States
Katherine S.
The price is NZ$395
includes taxes & fees
23 Oct - 24 Oct
2/1 Hidden Gem
A modern outdoor living space with a sofa, a hanging chair, and a coffee table.

8. "The Coastal Dream" only 3miles to the beach.

"The Coastal Dream" only 3miles to the beach.
East Naples
9.8 out of 10, Exceptional, (26 reviews)
The price is NZ$543
includes taxes & fees
21 Oct - 22 Oct
"The Coastal Dream" only 3miles to the beach.
A modern kitchen with a central island, wooden stools, and a sliding glass door leading to a patio.

9. `The Boho Bliss` - Reset & Recharge Wellness House

`The Boho Bliss` - Reset & Recharge Wellness House
East Naples
10.0 out of 10, Exceptional, (5 reviews)
The price is NZ$556
includes taxes & fees
21 Oct - 22 Oct
`The Boho Bliss` - Reset & Recharge Wellness House
A pond with lily pads surrounded by palm trees and tropical vegetation.

10. Naples Art District

Naples Art District
East Naples
9.6 out of 10, Exceptional, (9 reviews)
"We had an amazing stay in this amazing tucked away location. There was a nature park and trail entrance that was only a few houses away, and then you were on an amazing lush and scenic path. We can't wait to return, sitting on the porch overlooking the canal and all its creatures was a serene treat. The home was cozy with everything you needed and the beds were very comfortable, it was perfect."
United States
James B.
The price is NZ$717
includes taxes & fees
17 Oct - 18 Oct
Naples Art District
A modern kitchen with white cabinets, stainless steel appliances, and a dark wood floor.

11. Location! Quality! Comfort! " The downtown Gem "

Location! Quality! Comfort! " The downtown Gem "
East Naples
9.8 out of 10, Exceptional, (10 reviews)
"Great place to stay for a couple. Close to restaurants, bars."
United States
Donna J.
The price is NZ$446
includes taxes & fees
18 Oct - 19 Oct
Location! Quality! Comfort! " The downtown Gem "
A hot tub with two glasses of wine, a grill, and outdoor seating.

12. ` The Bohemian Heaven ` w/ SPA, 2miles to downtown

` The Bohemian Heaven ` w/ SPA, 2miles to downtown
East Naples
9.8 out of 10, Exceptional, (17 reviews)
"We would stay here again."
United States
Shane L.
The price is NZ$495
includes taxes & fees
26 Oct - 27 Oct
` The Bohemian Heaven ` w/ SPA, 2miles to downtown
A swimming pool with lounge chairs, a covered patio area, and a view of the surrounding landscape.

13. Family Tropical 4BR Oasis Pool Near Naples Beach

Family Tropical 4BR Oasis Pool Near Naples Beach
East Naples
9.8 out of 10, Exceptional, (6 reviews)
"Thoroughly enjoyed"
United States
Gwynn D.
The price is NZ$947
includes taxes & fees
20 Oct - 21 Oct
Family Tropical 4BR Oasis Pool Near Naples Beach
A modern living room with a gray sofa, a wooden coffee table, a TV with a beach view, and a ceiling fan.

14. Modern 3BR • Smart TVs • Near Downtown Naples

Modern 3BR • Smart TVs • Near Downtown Naples
East Naples
The price is NZ$686
includes taxes & fees
16 Nov - 17 Nov
Modern 3BR • Smart TVs • Near Downtown Naples
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

15. Blue Banyan Boathouse w/POOL/DOCK!

Blue Banyan Boathouse w/POOL/DOCK!
East Naples
9.4 out of 10, Exceptional, (11 reviews)
"lovely location and house."
United States
Basiliki
The price is NZ$862
includes taxes & fees
29 Oct - 30 Oct
Blue Banyan Boathouse w/POOL/DOCK!
A covered outdoor deck with lounge chairs, a hot tub, and a view of a garden and buildings.

16. Green Turtle Boathouse/HOT TUB view of the canal

Green Turtle Boathouse/HOT TUB view of the canal
East Naples
The price is NZ$821
includes taxes & fees
29 Oct - 30 Oct
Green Turtle Boathouse/HOT TUB view of the canal
A modern kitchen with white cabinetry, a central island with bar stools, and pendant lighting.

17. Close to the Beach and 5th Ave! Fun Naples Peaceful Getaway 4U!

Close to the Beach and 5th Ave! Fun Naples Peaceful Getaway 4U!
Central Naples
10.0 out of 10, Exceptional, (13 reviews)
"Nice spot close to downtown and perfect space for our family. Good communication with host and a couple of minor issues were handled quickly and efficiently. Will recommend for others looking for an easy stay in Naples."
United States
David F.
The price is NZ$690
includes taxes & fees
18 Oct - 19 Oct
Close to the Beach and 5th Ave! Fun Naples Peaceful Getaway 4U!
A modern living room with a sofa, coffee table, and a TV. There is a kitchen area with a bar and stools.

18. THE TERRANOVA, Heated Pool, 10 Min to 5th Ave/Beach 5 min to US Open Pickleball

THE TERRANOVA, Heated Pool, 10 Min to 5th Ave/Beach 5 min to US Open Pickleball
East Naples
10.0 out of 10, Exceptional, (33 reviews)
"Fantastic Property! Very close to the beach & 5th Street. The bed was amazing. The pool was a pleasant surprise that we used more than we had ever used a pool before. The layout of the home was simple & check-in/out process was a breeze! We both absolutely loved this property!"
United States
Bryan T.
The price is NZ$1,317
includes taxes & fees
10 Nov - 11 Nov
THE TERRANOVA, Heated Pool, 10 Min to 5th Ave/Beach 5 min to US Open Pickleball
A wooden deck with wicker furniture, a grill, and a surfboard.

19. Boaters Bayshore Bungalow on a Canal with Gulf Access

Boaters Bayshore Bungalow on a Canal with Gulf Access
East Naples
9.6 out of 10, Exceptional, (19 reviews)
"We had a great time at this lovely bungalow. It was cozy, spotlessly clean, and the patio was a wonderful bonus. Highly recommend this property for a relaxing stay."
United States
Katarina O.
The price is NZ$719
includes taxes & fees
29 Oct - 30 Oct
Boaters Bayshore Bungalow on a Canal with Gulf Access
A modern kitchen with dark blue cabinets, a white island, and a dining area with wicker chairs.

20. 2 Miles to the Beach and 5th Ave

2 Miles to the Beach and 5th Ave
Central Naples
9.6 out of 10, Exceptional, (7 reviews)
"Great location for the price. We would definitely stay again."
United States
Brandon D.
The price is NZ$667
includes taxes & fees
30 Oct - 31 Oct
2 Miles to the Beach and 5th Ave
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

Staybridge Suites Naples – Marco Island by IHG

Staybridge Suites Naples – Marco Island by IHG

10/10 Excellent
"Great location. Clean. Breakfast was the best I’ve had at a hotel in a very long time. There was even a happy hour with a drink included in the lobby. The pool looked lovely but we didn’t partake. The gym was small but it did the job."
Renee 1-night trip
Posted 2 days ago
Staybridge Suites Naples – Marco Island by IHG

Find out more about South Naples

South Naples Holiday Homes information

Number of reviews
216
Accommodation
170 Holiday Homes
Lowest Price
NZ$393
Highest Price
NZ$1,317

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