South Naples Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for South Naples vacation rentals

Costerra Naples 2BED

Costerra Naples 2BED
Naples
9.0 out of 10, Wonderful, (2 reviews)
"The host was very welcoming and available. We enjoyed our weekend stay here. This is a very modest 2 bedroom cottage with a vintage feel. Lots of fruit trees in the yard. We heard a rooster crowing occasionally. A pleasant place to stay, easy to find, very close to shops and restaurants. We brought our little dog and walked her along the quiet residential streets - we saw many people walking, bicycling, and kids playing outside in this multicultural neighborhood. Note for pet owners: The fence...
United States
John W.
The price is CA $234
CA $397 total
includes taxes & fees
Apr 5 - Apr 6
Costerra Naples 2BED

Delightful 1-bedroom cottage with AC in charming Naples

Delightful 1-bedroom cottage with AC in charming Naples
Naples
The price is CA $278
CA $522 total
includes taxes & fees
Apr 23 - Apr 24
Delightful 1-bedroom cottage with AC in charming Naples

Golf Condo Views W/ Resort Pool and Amenities!

Golf Condo Views W/ Resort Pool and Amenities!
Naples
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful property! "
United States
Kelly H.
Golf Condo Views W/ Resort Pool and Amenities!

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 CA $500
CA $1,062 total
includes taxes & fees
Apr 1 - Apr 2
Outstanding brand New state of the art home awaits your arrival..

Heated Pool/ 4 Bedrooms

Heated Pool/ 4 Bedrooms
Naples
The price is CA $431
CA $803 total
includes taxes & fees
Apr 20 - Apr 21
Heated Pool/ 4 Bedrooms

Cypress Cove

Cypress Cove
Naples
9.8 out of 10, Exceptional, (6 reviews)
The price is CA $295
CA $717 total
includes taxes & fees
Apr 20 - Apr 21
Cypress Cove

Greenlinks Luxury Condo, 3BD, ground floor, golf, pool

Greenlinks Luxury Condo, 3BD, ground floor, golf, pool
Naples
9.8 out of 10, Exceptional, (28 reviews)
"Easy stay"
United States
CANDI E.
The price is CA $488
CA $987 total
includes taxes & fees
Apr 5 - Apr 6
Greenlinks Luxury Condo, 3BD, ground floor, golf, pool

Naples Condo w/ Golf View & Resort-style Amenities

Naples Condo w/ Golf View & Resort-style Amenities
3.0 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 CA $224
CA $551 total
includes taxes & fees
Apr 21 - Apr 22
Naples Condo w/ Golf View & Resort-style Amenities

GOLF, PICKLEBALL, BEACHES, MARCO ISLAND, HAPPY HOUR.. this location has it all

GOLF, PICKLEBALL, BEACHES, MARCO ISLAND, HAPPY HOUR.. this location has it all
Naples
10.0 out of 10, Exceptional, (25 reviews)
"Julie is a great host, as we have stayed here before and enjoy the location with plenty of dining options nearby and proximity to Marco Island."
United States
steve b.
The price is CA $500
CA $966 total
includes taxes & fees
Apr 8 - Apr 9
GOLF, PICKLEBALL, BEACHES, MARCO ISLAND, HAPPY HOUR.. this location has it all

White Orchid - Luxury Fully Renovated Modern 1st flr 3bd Resort Villa. Free Golf

White Orchid - Luxury Fully Renovated Modern 1st flr 3bd Resort Villa. Free Golf
Naples
10.0 out of 10, Exceptional, (41 reviews)
"The residence was pristine, beautifully decorated and easy to access. Beds were very comfortable. We felt as though we in our own home!"
United States
Holly D.
White Orchid - Luxury Fully Renovated Modern 1st flr 3bd Resort Villa. Free Golf

Luxury GreenLinks Condo: Top Rated Golf, Resort Pool,LakeView - close to beaches

Luxury GreenLinks Condo: Top Rated Golf, Resort Pool,LakeView - close to beaches
Naples
10.0 out of 10, Exceptional, (19 reviews)
"Our stay was wonderful! The apartment was beautiful and so clean. The area was amazing and we absolutely enjoyed everything about this place. "
United States
Samantha L.
The price is CA $273
CA $692 total
includes taxes & fees
Apr 30 - May 1
Luxury GreenLinks Condo: Top Rated Golf, Resort Pool,LakeView - close to beaches

Poolside Bliss and a Family-Friendly Oasis

Poolside Bliss and a Family-Friendly Oasis
Falcons Glen
7.2 out of 10, Good, (5 reviews)
"Loved that several beaches were only 20 min away."
United States
Joseph H.
The price is CA $271
CA $949 total
includes taxes & fees
Apr 1 - Apr 2
Poolside Bliss and a Family-Friendly Oasis

Purple Orchid -Luxury Fully Renovated Modern 1st floor 3bdr Resort Villa

Purple Orchid -Luxury Fully Renovated Modern 1st floor 3bdr Resort Villa
Naples
10.0 out of 10, Exceptional, (117 reviews)
"We absolutely loved this property. Will definitely be staying here again!"
United States
Jill C.
The price is CA $458
CA $880 total
includes taxes & fees
Apr 11 - Apr 12
Purple Orchid -Luxury Fully Renovated Modern 1st floor 3bdr Resort Villa

Pool-View Studio Suite Near Naples Beaches

Pool-View Studio Suite Near Naples Beaches
Naples
The price is CA $240
CA $301 total
includes taxes & fees
Apr 7 - Apr 8
Pool-View Studio Suite Near Naples Beaches

Naples lake view condo at Lely golf resort!

Naples lake view condo at Lely golf resort!
Naples
9.4 out of 10, Exceptional, (3 reviews)
"Easy check in and nice, clean place."
United States
David C.
The price is CA $741
CA $1,327 total
includes taxes & fees
Apr 26 - Apr 27
Naples lake view condo at Lely golf resort!

MIMOSA at Greenlinks - 2+Den Golf Course View Condo

MIMOSA at Greenlinks - 2+Den Golf Course View Condo
Naples
9.6 out of 10, Exceptional, (35 reviews)
"Beautiful place!"
United States
Gail R.
The price is CA $2,676
CA $4,061 total
includes taxes & fees
Apr 1 - Apr 2
MIMOSA at Greenlinks - 2+Den Golf Course View Condo

Three bedroom second floor golf condo in Lely Resort with lake views from screened lanai

Three bedroom second floor golf condo in Lely Resort with lake views from screened lanai
Naples
10.0 out of 10, Exceptional, (4 reviews)
"Exceptional in every way!"
United States
Linda S.
The price is CA $2,274
CA $3,467 total
includes taxes & fees
Apr 5 - Apr 6
Three bedroom second floor golf condo in Lely Resort with lake views from screened lanai

ORCHID at Greenlinks - 2+ Den Renovated Golf Villa

ORCHID at Greenlinks - 2+ Den Renovated Golf Villa
Naples
10.0 out of 10, Exceptional, (35 reviews)
"This was the perfect place to stay with my 2 adult daughters while visiting my parents in Lely. Clean, very comfy beds, nice covered porch for coffee in the morning. Very happy and would stay here again!"
United States
Sharon M.
The price is CA $2,148
CA $3,372 total
includes taxes & fees
Apr 6 - Apr 7
ORCHID at Greenlinks - 2+ Den Renovated Golf Villa

SEAGRAPE at Greenlinks - Best View in Lely, Renovated Coastal Golf Villa!

SEAGRAPE at Greenlinks - Best View in Lely, Renovated Coastal Golf Villa!
Naples
9.6 out of 10, Exceptional, (45 reviews)
"Beautiful and clean. Well maintained. Would definitely stay here again. "
United States
lilia
The price is CA $2,943
CA $4,530 total
includes taxes & fees
Apr 3 - Apr 4
SEAGRAPE at Greenlinks - Best View in Lely, Renovated Coastal Golf Villa!

Accessible Pool-View Studio Suite in Naples

Accessible Pool-View Studio Suite in Naples
Naples
The price is CA $212
CA $265 total
includes taxes & fees
May 1 - May 2
Accessible Pool-View Studio Suite in Naples
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.
Save an average of 15% on thousands of hotels when you're signed in

Top South Naples Hotel Reviews

Find out more about South Naples

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Naples. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.