Holiday Homes in South Naples

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in South Naples and around

Deluxe home in a resort community with amazing views, pool, & hot tub
Interior

Deluxe home in a resort community with amazing views, pool, & hot tub

9.0 out of 10, Wonderful, (8)
"Absolutely wonderful in every way!!! "
Deluxe home in a resort community with amazing views, pool, & hot tub
Beautiful Updated Home, Private Pool, Minutes from Downtown 5th Ave & Beaches!!!
Beach nearby, sun-loungers, beach towels

Beautiful Updated Home, Private Pool, Minutes from Downtown 5th Ave & Beaches!!!

10.0 out of 10, Exceptional, (41)
"This house had everything my family needed for the pool & beach. Location is about 15min from the beach and there is a Publix down the street. overall very happy with our stay here! "
Beautiful Updated Home, Private Pool, Minutes from Downtown 5th Ave & Beaches!!!
Relaxing Modern 4BR Family Oasis in Napes- 10 Min to Beach & Downtown Fun
Pool

Relaxing Modern 4BR Family Oasis in Napes- 10 Min to Beach & Downtown Fun

Relaxing Modern 4BR Family Oasis in Napes- 10 Min to Beach & Downtown Fun
3Bedroom 2.5 bath townhome in beautiful Naples Florida :
Pool

3Bedroom 2.5 bath townhome in beautiful Naples Florida :

3Bedroom 2.5 bath townhome in beautiful Naples Florida :
LELY Resort Gated Naples Pool Home Naples with Players Club Membership
A heated pool

LELY Resort Gated Naples Pool Home Naples with Players Club Membership

LELY Resort Gated Naples Pool Home Naples with Players Club Membership
Gorgeous Lely Resort pool home<br>
Pool

Gorgeous Lely Resort pool home<br>

10.0 out of 10, Exceptional, (2)
"Excellent"
Gorgeous Lely Resort pool home<br>
Exclusive Lely Resort House -Private Pool -Sleeps 6
Beach nearby, sun-loungers, beach towels

Exclusive Lely Resort House -Private Pool -Sleeps 6

10.0 out of 10, Exceptional, (19)
"The home lived up to our expectations and we had a great time. The home had everything we needed. The pool was fantastic. The kids had a ball. "
Exclusive Lely Resort House -Private Pool -Sleeps 6
Villa on golf course with heated saltwater pool.
Outdoor pool, a heated pool

Villa on golf course with heated saltwater pool.

10.0 out of 10, Exceptional, (108)
"We enjoy coming to this property and it always is so nice as this is now our 4th time. The neighborhood is wonderful and the house right on the golf course with pool and hot tub is so relaxing. Thanks again for a great stay"
Villa on golf course with heated saltwater pool.
Naples Duplex Home w/ Private Pool & Lanai!
Fridge, microwave, stovetop, dishwasher

Naples Duplex Home w/ Private Pool & Lanai!

10.0 out of 10, Exceptional, (12)
"Beautiful home so nice and clean!! Hosts were wonderful and extremely nice and accommodating!!"
Naples Duplex Home w/ Private Pool & Lanai!
2025 Season Available ! TREVISO BAY - RESORT. LUXURY POOL & Spa GOLF HOME
A heated pool

2025 Season Available ! TREVISO BAY - RESORT. LUXURY POOL & Spa GOLF HOME

10.0 out of 10, Exceptional, (10)
"Great location and very convenient to everything downtown and beach. "
2025 Season Available ! TREVISO BAY - RESORT. LUXURY POOL & Spa GOLF HOME
“Just One Look!” East NAPLES family home w/pool. 5 miles to Naples beaches!
Property grounds

“Just One Look!” East NAPLES family home w/pool. 5 miles to Naples beaches!

10.0 out of 10, Exceptional, (2)
"Exceptional property in East Naples, close to everything. Clean, comfy beds, great linens, and a super attentive host. We were in town for a family event and this house was just perfect, plenty of room for all of us, great relaxation pool-side and in the spacious, well-appointed kitchen. TY Alona, so glad we chose your property. We will be back! "
“Just One Look!” East NAPLES family home w/pool. 5 miles to Naples beaches!
PLAYERS CLUB at Lely Resort! Home with NEW heated salt water pool on golf course
Outdoor pool, a heated pool

PLAYERS CLUB at Lely Resort! Home with NEW heated salt water pool on golf course

10.0 out of 10, Exceptional, (34)
"We stayed at this lovely property for the third time this past Thanksgiving holiday and it did not disappoint! Our family enjoys this clean well decorated home and the hosts are so accommodating. Look forward to our next stay ."
PLAYERS CLUB at Lely Resort! Home with NEW heated salt water pool on golf course
NEW Lely Resort Luxury Escape! Golf Front, Grand Piano, Tennis, Pool Hot Tub Gym
Outdoor pool, a heated pool

NEW Lely Resort Luxury Escape! Golf Front, Grand Piano, Tennis, Pool Hot Tub Gym

10.0 out of 10, Exceptional, (3)
"A great property! Good not ask for a better stay for a family vacation. The property was immaculate, and the pool & hot tub was great (and heated!).Highly recommended! Thanks Brian & Laurie!"
NEW Lely Resort Luxury Escape! Golf Front, Grand Piano, Tennis, Pool Hot Tub Gym
Families-private heated pool & hot tub-pickle ball,
Fridge, microwave, oven, stovetop

Families-private heated pool & hot tub-pickle ball,

Families-private heated pool & hot tub-pickle ball,
Newly remodeled pool home with PLAYERS CLUB access in Lely Resort!
Smart TV

Newly remodeled pool home with PLAYERS CLUB access in Lely Resort!

10.0 out of 10, Exceptional, (7)
"Great property, open floor plan makes for ideal family gatherings. Would definitely recommend and stay agin in the future!"
Newly remodeled pool home with PLAYERS CLUB access in Lely Resort!
🌞 WOW! FIVE STAR Stunning Retreat! ~ Lely Resort ~ Golf ~ FREE Players Club!🌴
Outdoor pool, a heated pool

🌞 WOW! FIVE STAR Stunning Retreat! ~ Lely Resort ~ Golf ~ FREE Players Club!🌴

10.0 out of 10, Exceptional, (30)
"We had a great family vacation! "
🌞 WOW! FIVE STAR Stunning Retreat! ~ Lely Resort ~ Golf ~ FREE Players Club!🌴
PICCADILLY MANOR-3BD/2BA W HEATED POOL +1 773 443-7832
Dining

PICCADILLY MANOR-3BD/2BA W HEATED POOL +1 773 443-7832

10.0 out of 10, Exceptional, (10)
"Great layout. Loved the outdoor space. Excellent communication."
PICCADILLY MANOR-3BD/2BA W HEATED POOL +1 773 443-7832
Lakefront Naples Lely Resort, 3BR Heated Pool + Players Club & Spa Access Option
Outdoor pool, a heated pool

Lakefront Naples Lely Resort, 3BR Heated Pool + Players Club & Spa Access Option

10.0 out of 10, Exceptional, (6)
"great location"
Lakefront Naples Lely Resort, 3BR Heated Pool + Players Club & Spa Access Option
Experience the irresistible charm of Cayo Coco Cottage!
Fridge, microwave, oven, coffee/tea maker

Experience the irresistible charm of Cayo Coco Cottage!

2.0 star property
Experience the irresistible charm of Cayo Coco Cottage!
Beautiful Home with Pool on Golf Course in Lely
A heated pool

Beautiful Home with Pool on Golf Course in Lely

10.0 out of 10, Exceptional, (1)
"Gorgeous property on the Classics Golf Club 11TH hole Pool and hot tub Great BBQ Walking distance to the Classics GC Giant TV to watch the Masters Golf Tournament Suggestion- leave directions for hot tub on kitchen counter-top"
Beautiful Home with Pool on Golf Course in Lely
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

Fairfield Inn & Suites by Marriott Naples

Fairfield Inn & Suites by Marriott Naples

10/10 Excellent
"Loved it close to great wolf lodge. The man at the front desk was very attentive! "
Christine 2-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Naples