A wooden boardwalk surrounded by palm trees and lush greenery.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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 ￥23,215
￥64,146 total
includes taxes & fees
Sep 27 - Sep 28
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 ￥21,233
￥44,172 total
includes taxes & fees
Sep 27 - Sep 28
3-bedroom house in tranquil Naples with cool AC comfort

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 ￥63,698
￥121,113 total
includes taxes & fees
Oct 2 - Oct 3
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 ￥15,677
￥61,046 total
includes taxes & fees
Sep 28 - Sep 29
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 ￥25,165
￥31,079 total
includes taxes & fees
Sep 30 - Oct 1
Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches
A modern kitchen with a central island, a dining area, and a large sliding glass door leading to an outdoor patio.

6. ` 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 ￥14,155
￥44,966 total
includes taxes & fees
Sep 30 - Oct 1
` The Black Vanilla ` Luxe Retreat Sauna, Cold Plunge & Pure Relaxation
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.

7. 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 ￥12,032
￥35,706 total
includes taxes & fees
Sep 30 - Oct 1
King Bed Near Pickleball, Beach & Downtown
A compact kitchen with a central island, bar stools, a dining table, and a microwave.

8. 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 ￥16,986
￥39,458 total
includes taxes & fees
Oct 2 - Oct 3
2/1 Hidden Gem
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)
"Great property, clean, quiet, snd convenient. Would definitely stay again."
United States
Nancy S.
`The Boho Bliss` - Reset & Recharge Wellness House
A sauna with a wooden exterior, a glass door, and towels on wooden stands.

10. ` 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 ￥14,942
￥45,840 total
includes taxes & fees
Oct 12 - Oct 13
` Velvet Bloom ` unique location 3mil to Downtown
A hot tub with two glasses of wine, a grill, and outdoor seating.

11. ` 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 ￥15,885
￥42,797 total
includes taxes & fees
Oct 26 - Oct 27
` The Bohemian Heaven ` w/ SPA, 2miles to downtown
A modern kitchen with white cabinets, stainless steel appliances, and a dark wood floor.

12. 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.
Location! Quality! Comfort! " The downtown Gem "
A modern outdoor living space with a sofa, a hanging chair, and a coffee table.

13. "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 ￥14,155
￥45,595 total
includes taxes & fees
Oct 25 - Oct 26
"The Coastal Dream" only 3miles to the beach.
A swimming pool with a pink flamingo float, surrounded by lounge chairs and a view of trees and a building.

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

* When in Naples *Heated Pool Villa, 2mil downtown
East Naples
* When in Naples *Heated Pool Villa, 2mil downtown
A pond with lily pads surrounded by palm trees and tropical vegetation.

15. 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 ￥22,790
￥63,673 total
includes taxes & fees
Sep 27 - Sep 28
Naples Art District
A swimming pool with lounge chairs, a covered patio area, and a view of the surrounding landscape.

16. 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 ￥24,551
￥78,794 total
includes taxes & fees
Oct 20 - Oct 21
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.

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

Modern 3BR • Smart TVs • Near Downtown Naples
East Naples
The price is ￥30,040
￥65,909 total
includes taxes & fees
Oct 2 - Oct 3
Modern 3BR • Smart TVs • Near Downtown Naples
A modern kitchen with white cabinetry, a central island with bar stools, and pendant lighting.

18. 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 ￥22,019
￥59,169 total
includes taxes & fees
Sep 27 - Sep 28
Close to the Beach and 5th Ave! Fun Naples Peaceful Getaway 4U!
A covered outdoor deck with lounge chairs, a hot tub, and a view of a garden and buildings.

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

Green Turtle Boathouse/HOT TUB view of the canal
East Naples
The price is ￥31,299
￥62,643 total
includes taxes & fees
Sep 30 - Oct 1
Green Turtle Boathouse/HOT TUB view of the canal
A wooden deck with wicker furniture, a grill, and a surfboard.

20. 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 ￥32,872
￥60,898 total
includes taxes & fees
Oct 2 - Oct 3
Boaters Bayshore Bungalow on a Canal with Gulf Access
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

Conty's Motel

Conty's Motel

10/10 Excellent
"Great service and great location"
Phoenix 7-night trip
Posted 1 hour ago
Conty's Motel

Find out more about South Naples

South Naples Vacation Homes information

Number of reviews
128
Accommodation
170 Vacation Homes
Lowest Price
￥39,458
Highest Price
￥121,113

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