A wooden boardwalk surrounded by palm trees and lush greenery.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for South Naples holiday rentals

A clear blue pool with a stone feature, surrounded by palm trees and lounge chairs.

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 4.937.340 ₫
10.420.386 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Free Golf Until Oct! Naples Condo w/ Resort Pool
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a clear blue sky.

2. Overlooking 10th Fairway 2 Free Rounds of Golf

Overlooking 10th Fairway 2 Free Rounds of Golf
3.5 star property
Naples
The price is 5.171.214 ₫
14.561.515 ₫ total
includes taxes & fees
18 Sept - 19 Sept
Overlooking 10th Fairway 2 Free Rounds of Golf
A kitchen with a microwave, cabinets, and a ceiling fan. There is a dining area with a table and chairs.

3. 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 3.274.236 ₫
5.398.851 ₫ total
includes taxes & fees
18 Sept - 19 Sept
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
A spacious, multi-level interior with a grand staircase, elegant chandeliers, and a luxurious seating area.

4. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,332 reviews)
"Great place , near to fifth ave ."
United States
Mavelys
The price is 7.807.234 ₫
9.819.808 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Bellasera Resort
A modern building entrance with glass doors, a dark exterior, and potted plants on the sides.

5. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (289 reviews)
"Great location very close to beach and restaurants."
United States
Maribel
The price is 2.546.197 ₫
2.826.279 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Wiggins Pass Chalet
A swimming pool with a brick border, palm trees, and a building with a tiled roof in the background.

6. Near the Everglades: Studio at Port of the Islands

Near the Everglades: Studio at Port of the Islands
3.0 star property
Naples
The price is 2.468.670 ₫
4.504.673 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Near the Everglades: Studio at Port of the Islands
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

7. 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 2.977.216 ₫
10.515.824 ₫ total
includes taxes & fees
25 Sept - 26 Sept
Noel Real Estate
A modern building with a flat roof, a fire pit, outdoor seating, and a covered patio area.

8. Coastal Paradise

Coastal Paradise
3.0 star property
Old Naples
The price is 6.626.430 ₫
15.391.000 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Coastal Paradise
A patio with four chairs and a small table, a window with blinds, and a garden with various plants.

9. Coastal Naples Park Getaway - Garden Grill Beach Nearby

Coastal Naples Park Getaway - Garden Grill Beach Nearby
2.0 star property
Naples Park
The price is 9.050.503 ₫
23.323.208 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Coastal Naples Park Getaway - Garden Grill Beach Nearby
A balcony with a view of the beach, a pool, and a dining area with outdoor furniture.

10. Marriott's Crystal Shores

Marriott's Crystal Shores
3.5 star property
South End
9.2 out of 10, Wonderful, (241 reviews)
"Excellent experience , staff very kind, facilities very clean. We really enjoy our stay! Good job!!!"
United States
KELERYN M
The price is 16.864.914 ₫
18.720.054 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Marriott's Crystal Shores

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

POI Resort Studio Near Everglades NP: Swim + Sail
3.0 star property
Naples
The price is 2.364.726 ₫
4.389.295 ₫ total
includes taxes & fees
20 Sept - 21 Sept
POI Resort Studio Near Everglades NP: Swim + Sail
A modern two-story house with a paved driveway leading to a garage.

12. Modern Naples Beach Home Pool Hot Tub 2 Master Suites

Modern Naples Beach Home Pool Hot Tub 2 Master Suites
2.0 star property
Naples Park
The price is 11.369.858 ₫
27.900.895 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Modern Naples Beach Home Pool Hot Tub 2 Master Suites
A kitchen with white cabinets, a large island, and a fish-shaped decoration.

13. 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 6.782.346 ₫
18.114.061 ₫ total
includes taxes & fees
30 Sept - 1 Oct
2 Mi to Beach: Naples Home w/ Pool!
A spacious lobby with a central round table, multiple seating areas, and a staircase leading to an upper level.

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

Dock, Pool & Tennis Courts: Naples Resort Retreat!
3.0 star property
Naples
The price is 2.832.474 ₫
4.908.496 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Dock, Pool & Tennis Courts: Naples Resort Retreat!

15. Resort-style Studio 15 Mi to Everglades NP

Resort-style Studio 15 Mi to Everglades NP
3.0 star property
Naples
The price is 2.156.838 ₫
4.158.540 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Resort-style Studio 15 Mi to Everglades NP
A covered outdoor area with a brick pathway, large windows, and a view of greenery.

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

Everglades Escape w/ Heated Pool & Marina Access!
3.0 star property
Naples
The price is 2.364.726 ₫
4.389.295 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Everglades Escape w/ Heated Pool & Marina Access!
A kitchen with a stainless steel sink, a coffee maker, and a dishwasher.

17. Resort-style Naples Studio w/ Marina Access!

Resort-style Naples Studio w/ Marina Access!
3.0 star property
Naples
The price is 1.974.936 ₫
3.956.628 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Resort-style Naples Studio w/ Marina Access!
A room with a brown door, a window with blinds, and two white plastic chairs.

18. Bring Your Boat: Condo w/ Pool in Naples!

Bring Your Boat: Condo w/ Pool in Naples!
3.0 star property
Naples
The price is 2.234.796 ₫
4.245.073 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Bring Your Boat: Condo w/ Pool in Naples!
A covered outdoor area with a wooden table and chairs, a yellow object on the table, and a view of a residential area with palm trees and houses.

19. Heated Pool Access: Everglades Resort Retreat!

Heated Pool Access: Everglades Resort Retreat!
3.0 star property
Naples
The price is 2.364.726 ₫
4.389.295 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Heated Pool Access: Everglades Resort Retreat!
A marina with boats docked, a grassy area, and a building in the background.

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 2.364.726 ₫
4.389.295 ₫ total
includes taxes & fees
20 Sept - 21 Sept
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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Top South Naples Hotel Reviews

La Quinta Inn & Suites by Wyndham Naples East (I-75)

La Quinta Inn & Suites by Wyndham Naples East (I-75)

10/10 Excellent
"Desayuno delicioso"
Yanetsy 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Naples East (I-75)