A wooden boardwalk surrounded by palm trees and lush greenery.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for South Naples vacation 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 ￥21,619
￥66,033 total
includes taxes & fees
Oct 4 - Oct 5
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 ￥26,881
￥52,280 total
includes taxes & fees
Oct 3 - Oct 4
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
The price is ￥64,002
￥128,170 total
includes taxes & fees
Oct 3 - Oct 4
Outstanding brand New state of the art home awaits your arrival..
An indoor swimming pool with a glass ceiling, a lounge area with chairs and a table, and a view of the outside.

4. 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 ￥17,383
￥22,456 total
includes taxes & fees
Oct 3 - Oct 4
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.

5. 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 ￥13,512
￥38,245 total
includes taxes & fees
Oct 3 - Oct 4
King Bed Near Pickleball, Beach & Downtown
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

6. 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 ￥17,301
￥63,057 total
includes taxes & fees
Oct 10 - Oct 11
Noel Real Estate
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 ￥17,067
￥40,595 total
includes taxes & fees
Oct 3 - Oct 4
2/1 Hidden Gem
A modern kitchen with a central island, a dining area, and a large sliding glass door leading to an outdoor patio.

8. ` The Black Vanilla ` Luxe Retreat Sauna, Cold Plunge & Pure Relaxation

` The Black Vanilla ` Luxe Retreat Sauna, Cold Plunge & Pure Relaxation
East Naples
9.8 out of 10, Exceptional, (10 reviews)
"Great communication and lovely home. "
United States
Anonymous traveler
The price is ￥15,803
￥49,305 total
includes taxes & fees
Oct 8 - Oct 9
` The Black Vanilla ` Luxe Retreat Sauna, Cold Plunge & Pure Relaxation
A sauna with a wooden exterior, a glass door, and towels on wooden stands.

9. ` Velvet Bloom ` unique location 3mil to Downtown

` Velvet Bloom ` unique location 3mil to Downtown
East Naples
10.0 out of 10, Exceptional, (8 reviews)
"Place was perfect for our visit, host was communicative and unit was close to beach and strip."
United States
Josefine G.
The price is ￥14,223
￥45,971 total
includes taxes & fees
Oct 25 - Oct 26
` Velvet Bloom ` unique location 3mil to Downtown
A modern outdoor living space with a sofa, a hanging chair, and a coffee table.

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

"The Coastal Dream" only 3miles to the beach.
East Naples
9.8 out of 10, Exceptional, (25 reviews)
"Great location, everything was perfect!"
United States
Jesse L.
The price is ￥14,223
￥47,710 total
includes taxes & fees
Oct 21 - Oct 22
"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.

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

`The Boho Bliss` - Reset & Recharge Wellness House
East Naples
10.0 out of 10, Exceptional, (5 reviews)
"Great property, clean, quiet, snd convenient. Would definitely stay again."
United States
Nancy S.
The price is ￥15,803
￥48,989 total
includes taxes & fees
Oct 12 - Oct 13
`The Boho Bliss` - Reset & Recharge Wellness House
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 ￥15,961
￥44,740 total
includes taxes & fees
Oct 15 - Oct 16
` The Bohemian Heaven ` w/ SPA, 2miles to downtown
A swimming pool with a pink flamingo float, surrounded by lounge chairs and a view of trees and a building.

13. * When in Naples *Heated Pool Villa, 2mil downtown

* When in Naples *Heated Pool Villa, 2mil downtown
East Naples
The price is ￥21,069
￥55,467 total
includes taxes & fees
Oct 25 - Oct 26
* When in Naples *Heated Pool Villa, 2mil downtown
A pond with lily pads surrounded by palm trees and tropical vegetation.

14. Naples Art District

Naples Art District
East Naples
9.6 out of 10, Exceptional, (9 reviews)
"The place was very clean. The location was excellent. There are many restaurants and parks around this area. I would stay again."
United States
Kim C.
The price is ￥26,549
￥72,137 total
includes taxes & fees
Oct 8 - Oct 9
Naples Art District
A poolside setting with a bottle of champagne and two glasses on a small table.

15. Heated Pool * *Villa Mykonos* * 2miles to Downtown

Heated Pool * *Villa Mykonos* * 2miles to Downtown
East Naples
10.0 out of 10, Exceptional, (3 reviews)
"We had a blast. Location was easy for beach, stores, and restaurants. Our host was great and when our kids accidentally broke a window it was handled with kindness and understanding. Highly recommend for family. Pool and yard were perfect. Thx "
United States
Michael A.
The price is ￥22,345
￥58,937 total
includes taxes & fees
Oct 14 - Oct 15
Heated Pool * *Villa Mykonos* * 2miles to Downtown
A modern living room with a gray sofa, a wooden coffee table, a TV with a beach view, and a ceiling fan.

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

Modern 3BR • Smart TVs • Near Downtown Naples
East Naples
The price is ￥21,405
￥59,798 total
includes taxes & fees
Oct 13 - Oct 14
Modern 3BR • Smart TVs • Near Downtown Naples
A swimming pool with lounge chairs, a covered patio area, and a view of the surrounding landscape.

17. 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 ￥24,668
￥83,436 total
includes taxes & fees
Oct 4 - Oct 5
Family Tropical 4BR Oasis Pool Near Naples Beach
A covered outdoor deck with lounge chairs, a hot tub, and a view of a garden and buildings.

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

Green Turtle Boathouse/HOT TUB view of the canal
East Naples
The price is ￥32,712
￥67,822 total
includes taxes & fees
Oct 3 - Oct 4
Green Turtle Boathouse/HOT TUB view of the canal
A modern kitchen with white cabinetry, stainless steel appliances, and pendant lighting.

19. The Paradise

The Paradise
East Naples
10.0 out of 10, Exceptional, (14 reviews)
"Our hosts were quickly responsive to any concerns we had. Their home is gorgeous, comfortable, conveniently situated, and modern. "
United States
Michelle L.
The Paradise
A modern kitchen with white cabinetry, a central island with bar stools, and pendant lighting.

20. 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, (12 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 ￥22,124
￥61,189 total
includes taxes & fees
Oct 11 - Oct 12
Close to the Beach and 5th Ave! Fun Naples Peaceful Getaway 4U!
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

GreenLinks Golf Villas at Lely Resort

GreenLinks Golf Villas at Lely Resort

10/10 Excellent
"The cleanliness."
Leticia 2-night trip
Posted 1 day ago
GreenLinks Golf Villas at Lely Resort

Find out more about South Naples

South Naples Vacation Homes information

Number of reviews
176
Accommodation
170 Vacation Homes
Lowest Price
￥22,456
Highest Price
￥128,170

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